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Florida Trippers

Learn how to easily plan your dream trip to Florida!

fort zachary taylor photo on a florida keys road trip

The Ultimate Florida Keys Road Trip Itinerary (Best Stops!)

June 10, 2022 //  by  Florida Trippers

If you are looking for a guide to the ultimate Florida Keys road trip itinerary, we have you covered with all the best places to stop!

We have put together an epic itinerary for a road trip to Key West from Miami . Trust us when we say we have picked out the best stops along the way! We have you covered with activities, things to do, as well as hotel and tour suggestions!

Planning your trip to Key West last minute?

Make sure to book ahead! Hotels and tours often sell out the closer you get to your trip. Here are our top picks for Key West!

Top Experiences And Tours In Key West:

  • Dolphin Watching And Snorkeling Eco Tour (Top pick!)
  • Schooner Sunset Sail (2 hours)
  • Reef Snorkel From Key West (Includes breakfast and mimosas)
  • Hop-On Hop-Off Trolley Tour (Great way to see the city)

Top Places To Stay In Key West:

  • Margaritaville Beach House Key West (Modern mid-range)
  • Blue Marlin Motel (Affordable in downtown)
  • Hampton Inn Key West (Waterfront with pool)
  • Wicker Guesthouse (Great location!)

You can make the trip your own by choosing stops that best fit your personal interests. Or if you want a personalized trip experience checkout our e-book for amazing personalized touches on the best stops! Take as little or as much time as you have. You can do a quick day trip if you don’t mind a quick-paced trip, a weekend get-a-way, or spend a week leisurely visiting all the stops linked below! 

To adventuring outdoors at state parks, to going offshore to visit Dry Tortugas national park, to snorkeling the only living US coral reef, to fun stops for families and adults like where you can spot the Key Deer or feed tarpon, to visiting Key West and all the best beaches along the way, trust us this itinerary for the best road trip to the Florida Keys that is action-packed!

Before you plan your trip, make sure to check out The Best Times To Visit The Keys where we break down each month and talk all things weather!

a girl in red swim suit sitting on a White Sea plane in the ocean

How long does the Florida Keys road trip take?

If you were to drive non-stop from Miami to Key West on your Florida Keys road trip the 165 miles journey would take you just over 3 hours. Meaning you can decide the perfect amount of time to spend on your Florida Keys drive from Miami!

woman standing at smathers beach in key west on a key west road trip

How long should you take on your Florida Keys itinerary?

You could make it a day trip, a weekend trip, or a week-long trip! The choice is yours! We have put together a list of the best places to stop on a drive from Miami to Key West. Stop at one, or stop at all, meaning you can put together your very own trip curated to your own interests and travel style.

OR take the guesswork out of your itinerary, and purchase our ebook that helps you plan your own trip, with unique itineraries and bonuses! You can purchase it here:   https://floridatrippers.com/florida-keys-itinerary-planning-ebook/

woman standing at the end of key west road trip at route 0

Best time of year to road trip the Florida Keys

Anytime! The average temperature year-round ranges from 73 to 83 degrees for the Florida Keys! And the sunshine state has an average of 270 sunny days a year, meaning there is no wrong time to plan a trip!

There are plenty of festivals throughout the year or head to the southernmost points of the US for the holidays! Just remember that hurricane season does run from June to November, meaning you might have to be a little flexible on your plans if a hurricane or tropical storm is headed towards the Florida Keys or Miami!

cars driving along US 1 from Miami to the Florida Keys

Best stops on your Florida Keys road trip itinerary:

Downtown miami.

The first of our epic places to stop on a drive from Miami to Key West is Downtown Miami . If you flew into MIA airport, this will be the perfect spot to explore, grab a bite to eat, visit a museum such as the Frost Museum of Science or Perez Art Museum or take a relaxing stroll along the water before heading south on your drive.

In this energy-filled town, you are sure to find plenty to explore, and perhaps take in an NBA or MLB game. If you are on a romantic getaway we have you covered with the best date nights in Miami as Miami is a city that comes alive after dark!

Downtown Miami at night is the first stop on a Florida Keys road trip and a great place to explore after dark

Biscayne Bay National Park

Who doesn’t love free Florida keys road trip stops? Biscayne Bay National Park is one of the best National parks in Florida , and it’s free to enter! On your second stop, we take you away from the busy city to explore nature. Visitors will be transported to the turquoise waters and colorful coral reefs found in this national park. Over 95% of this national park is covered by water!

The activities here range from guided eco-adventures, fishing, and boating to paddling, snorkeling, and scuba diving the shipwrecks just offshore to just relaxing! While exploring, you can always take a  boat cruise  through the docks and sail over Biscayne Bay.

an arial view of Biscayne Bay national park with the water and shoreline as well as tree areas

The Everglades, are the second National Park on this itinerary for the Florida Keys! We have a list of all the best things to do in the Everglades for those wanting to spend more time here!  At over two million acres to explore, the Everglades provide countless activities and ways to explore this very unique ecosystem.

If you are up for an adventure, an airboat ride is a perfect way to see areas of the Everglades only seen by water. But there are plenty of biking and hiking trails ( or take a ranger-led tour) if you prefer to stay on land. Keep your eyes sharp the Everglades is a habitat for endangered and rare species like the manatee, American crocodile, and the Florida panther.

An alligator in the foreground and an airboat in the background in the Everglades

John Pennekamp Coral Reef State Park

John Pennekamp is one of the most magical of the Florida state parks and is located in the Key Largo at MM 102.5. This is a scuba divers’ dream destination for those driving in the Florida Keys and looking for a place to stop! It is actually the first undersea state park in the entire US!! It protects the only living reef in the United States, and as such is an underwater lovers’ paradise.

While here you can explore the over 70 nautical miles of beautiful coral reefs, hike along the pine trees, or snorkel along the mangroves and shoreline. We highly recommend this as one of the stops along with your Florida Keys Road Trip from Miami!! You can also book a glass bottom boat ride to see the tropical fish and the reef without having to get wet!

a girl in red swimsuit snorkling at the coral reef at John Pennekamp State park

Key Largo is a great place to stop for the first day when road tripping the Florida Keys. There is so much to do here in Key Largo! Known as the “Dive Capital of the World,” you will find beautiful beaches with pristine waters. While it does in fact boast those things, there’s a whole island of adventure waiting for you at MM 102.

There are plenty of beaches to explore, an offshore shipwreck and coral reef, explore water sports like jet skiing, paddle boarding, kayaking or charter a boat for some fishing! Plus, there are tons of amazing restaurants to enjoy fresh seafood on your visit.

photo of woman standing in palm trees at one of the best islands in the florida keys

Windley Key Fossil Reef State Park

Windley Key Fossil Reef State Park is one of our favorite places to visit in the Florida Keys! Windley Key State Park is a historic site that doubles as a geological area that is formed by fossilized Key Largo Limestone. The entrance fee is $2.50 a person is a perfect way to spend a full day or even just a few hours it makes for an inexpensive stop on a Florida Keys road trip! It is located at MM 85.5.

It is important to note that the park is closed Tuesday and Wednesday, but open Thursday through Monday. You can take one of the five self-guided tours throughout the quarry that Henry Flagler used to build his railroad or experience it at your own pace on a self-guided tour.

This is one of the best and most iconic stops on the famous Florida Overseas Highway!

a girl holding a Windley Key fossil reef geological state park

Islamorada is located about 1.5 hours ( 79 miles) south of Miami at MM 88 and makes our list of the best small beach towns in Florida. The best part is that Islamorada is almost the halfway point between Miami and Key West!

There are six islands that make up Islamorada and are connected via US1. Known as the sports fishing capital of the world, there are also tons of amazing restaurants, gorgeous national parks, and tons of activities.

Make sure to check out some of the Best Islamorada Restaurants for your trip!

You can check out our full list of things to do in Islamorada here! From visiting the Theater of the sea to swimming with dolphins to a fishing charter, history of the diving museum, state, and national parks, and more!

Peak season is in December through May and the best part is you are surrounded by Gulf on one side and the Atlantic Ocean on the other! This is truly home to some of the best snorkeling in the Florida Keys!

an arial view of Islamorada

Visit Robbie’s Waterfront to feed the tarpon

Robbie’s is probably one of the most well-known stops on your Key West road trip. Located at MM 77 to you can spend a few hours here enjoying lunch and then feed the school of over 100 massive tarpons for $2.50 per person. Kids and adults alive love to partake in feeding the fish and watching the seagulls try and catch the fish here. Fish buckets are $4.50.

The restaurant is open from 6:30 am for a sunrise breakfast until 9 pm for after dinner cocktails. Robbies also has a party boat fishing charter that leaves twice a day and includes everything you need for a fun day on the ocean. As well as sunset catamaran charters.

Go feeding tarpon a t Robies in Islamorada

Dolphin Research Center

The Dolphin Research Center is located at MM 59 ( about 2 hours south of Miami), and has been providing sanctuaries to dolphins since 1984. The center’s mission is to promote education and communication between marine mammals and humans.

Open daily from 9 a.m. to 4:30 p.m, admission is $28 for adults and $23 for children. Admission includes observing the dolphins and sea lions in training sessions and interacting with each other.

In addition to the educational experiences offered, you can book a dolphin encounter where you can get up close and personal with dolphins in the water. Or even paint with a dolphin experience or a VIP trainer for the day.

a dolphin swimming in the ocean at the dolphin research center

The Turtle Hospital

The Turtle Hospital is located at MM 48.5 in Marathon, Florida. Since 1986, the mission at the Turtle hospital has been to rehabilitate turtles and educate the public about turtles. Open daily from 9 am to 6 pm tours run every 30 minutes.

If you love Marathon, make sure to check out some of our other favorite things to do in the Middle Keys!

Admission is $30 for adults and $15 for children. This is one of the educational Florida Keys road trip ideas. Over the 90-minute educational experience, you will watch a presentation on sea turtles, get a behind-the-scenes look at the hospital facilities and rehabilitation area, and finally the chance to feed the turtles.

Reservations can be made online!

Don’t forget to check out some of the best restaurants in Marathon Key!

a turtle being fed broccoli by hand at the sea turtle hospital in marathon florida

Drive or walk the 7 Mile Bridge

When driving the Florida Keys the 7 Mile Bridge is located at MM 42 in Marathon. This is the bridge that connects the middle keys with the lower keys. For those who want to continue their road trip, you will have no choice but to drive over the new 7-Mile Bridge that was finished in 1982. IT is the longest bridge in the state of Florida.

But for those who want to get out stretch their legs, and smell the salty ocean breeze why not walk the old bridge or a portion of it? This bridge is important historically as it made a land route from Miami to Key West.

the old and new 7 mile bridge

Bahia Honda State Park

Bahia Honda State Park is one of our favorite places to stop on the way to Key West. Located at MM 37, about 30 miles north of Key West. We have put together an entire post on all the tips for visiting Bahia Honda . It was Henry Flagler who spent $30 million to build a railroad to Key West in the early 1900s that turned Bahia Honda State Park into a tropical paradise.

Make sure to check out some of our other favorite things to do in the Lower Keys in addition to Bahia Honda!

Bahia Honda State Park costs $8 per car to enter and is the place to stop if you love palm-lined beaches, clear water, and just activities like snorkeling, camping, and swimming at one of the three beaches from sunrise to sunset!

Although make sure to arrive early on weekends and holidays because it can reach capacity.

This is truly one of the Best Beaches In The Florida Keys and you must check it out!

a girl in red swimsuit standing in the turquoise water with a bridge in background

National Key Deer Refuge

For those looking to get up close to the Key Deer only found in the lower keys, the National Key Deer Refuge is the place for you! What makes the key deer unique is that there are only about 800 left that can only be found on Big Pine Key . This small dog-like deer is only 2 ½ feet tall and weighs just 90 pounds.

This is a free activity to spend an hour or so, visiting the visitors center and learning all about the key deer. Established in 1957, at MM 30.5 it aims to protect species of animals such as the key deer and 20 other endangered species and plants.

Please note it is against the law to feed, touch, or hunt the key deer.

a key deer is a small dog like deer walking along the high grass

Dry Tortugas National Park

The Dry Tortugas National Park is the only stop on this Florida Keys road trip guide that is only accessible by private or  chartered boat tour ,  chartered seaplane  tour, or the  Yankee Freedom Ferry . 

If you want to add this stop to your Florida Keys road trip we highly recommend booking your dates as early as possible! The Dry Tortugas are a group of seven small islands 80 miles off the coast of Key West. Located in the Gulf of Mexico its iconic red brick Fort Jefferson transports visitors back in time. You will be in awe of how beautiful the water is, and how remote this national park truly is!

For those into camping and stargazing , this is your place! Just remember you must pack everything in and out with you! Check out  our guide  to avoid the big mistakes plus tips when visiting  Dry Tortugas National Park !

a girl in red swimsuit standing on top fo the red brick Fort Jefferson with the turquoise water in the background

Key West is as far south as you can drive on this Florida Keys itinerary! At MM 0, you will find the southernmost point of the continental US! There are so many things to do here in Key West! Don’t let the party atmosphere scare you away from visiting. There are historical sights like Ernest Hemingway or Truman winter home, beaches, amazing restaurants , and plenty of activities to enjoy after the sun sets.

We have an entire post dedicated to the best tours in Key West from those craving adventure to laid-back food and walking tours!

a couple standing infront of the southernmost sign at Key West

Fort Zachary Taylor State Park

Fort Zachary Taylor State Park is one of the hidden gems on this Florida keys driving itinerary. You will be mesmerized by the gorgeous blue water inviting you in for a swim or snorkel. Plus, the beach area is super instagrammable!

It is also the southernmost  state park  in the continental US and has our vote as one of the  best Florida Keys state parks! The cost to enter per car is $6.50 and is open from 8 am-5 pm daily.

Built in the 1840s, as a series of forts to protect the southern coast after the conflict of the War of 1812 and used during the Civil War and Spanish American War, it was named after US President Zachary Taylor.

Aerial view of Fort Zachary Taylor State Park with the beach in the foreground and the four stone walls of the fort in the background, surrounded by foliage.

Smathers Beach

The last stop on your Florida Keys driving guide is Smathers beach ! This gorgeous white sand beach is the best beach to go for those looking for real sand, as most beaches in Key West are pebble or rock. The imported white sand is the perfect place to relax and swim or snorkel in the water. All of the usual facilities are present here like parking and showers. 

The last stop on our Florida Keys road trip is the perfect place to relax and unwind before your drive back to Miami!

a girl in white swimsuit standing under a palm tree on swathers white sand beach

Where to stay on your Florida Keys road trip itinerary

Key west marriott beachside.

For those looking to stay in Key West, we highly recommend staying at Key West Marriott Beachside , like we did on our last trip to the area! But have also put together a list of the best luxury hotels in Key West.

 The resort is located on the oceanfront with a large pool as the centerpiece of the resort. At the hotel’s marina, you can rent jet skis, kayaks, and paddleboards.

Plus, there is a complimentary hotel shuttle downtown multiple times daily meaning you don’t have to bother with trying to find parking. This is truly one of the Best Places To Stay In Key West!

Many of the balconies are oceanfront allowing you to relax and enjoy a sunset or ocean breeze from your town room!

Check Rates:  Booking.com

a plate of food at hotel pool

We give Bakers Cay resort in Key Largo a 10/10! Located just over an hour from Miami, this could be the perfect spot to spend your first night on your Florida Keys road trip! This cool and unique hotel features gorgeously appointed rooms with ocean views!

There are tons of activities that the resort provides including snorkel, boat, and dive tours! The property also features two large pools and a state-of-the-art fitness center.

Make sure to check out our list of the Best Resorts In The Florida Keys ! There are some really epic resorts featured for couples, families, and more.

Check Rates: Booking.co m

man and woman kissing at bakers cay in the florida keys

Cheeca Lodge and Spa

Cheeca Lodge and Spa is located in Islamorada, one of the cutest small towns in Florida! It is located 15 minutes from the local airport or just a 1.5-hour drive south of Miami. A stay here means relaxing in a lush tropical paradise surrounded by the turquoise waters of the ocean. This is truly one of the best luxury hotels in Florida!

The property features a golf course, restaurants, pools, sea kayaks and bicycles for guests to use, Camp Cheeca for children, and an ocean-front bar! The rooms here are luxurious with all the amenities one could want and balconies to enjoy the ocean view or golf and lagoon views.

Check Rates: booking.com

the Cheeca Lodge from the wooden dock to the hotel

Faro Blanco Resort & Yacht Club

Marathon is just over 2 hours (114 miles) from Miami making it the perfect place to stop for the night on your Florida Keys vacation itinerary. Don’t let the resort and yacht club scare you the property is reasonably priced averaging $230 a night!

The resort is on the water and features modern rooms, with a gorgeous pool and onsite restaurant. It is easy to spot by its historic lighthouse right on the bay.

driving from miami to key west on 7 mile bridge

Travelffeine

Sipping coffee & chasing dreams, driving to key west: a road trip in the florida keys.

broken part of old 7 mile bridge on the way to Key West

Driving to Key West is a sun-filled, top-down, only-in-Florida kind of road trip. Just remember when you’re road tripping through the Florida Keys, that it is about the journey rather than the destination.  Yes, there is plenty to see in Key West, the end of the line for a Florida Keys road trip, but half the fun is getting there.  

Driving to Key West should be a series of stops in whichever Key grabs your fancy, eating huge amounts of key lime pie, photo ops, and listening to your favorite road trip music.

Where to Start Your Road Trip to Key West

My hubby and I just finished a road trip from Orlando to Key West.  We stayed two nights in Islamorada and spent one full day driving to Key West.  We also stopped in  Miami and spent a fun-filled day  there before heading back to Orlando to catch our flight home.

I recommend spending at least one night in the Florida Keys and giving yourself one full day to drive to Key West. Here are some examples of non-stop drive times to Key West:

  • Orlando to Key West ~  6 ½ hours
  • Miami to Key West ~ 3 ½ hours
  • Key Largo to Key West ~ 2 hours
  • Marathon to Key West ~ 1 hour

It's About the Journey, Not the Destination

This should be a relaxed road trip, with lots of time for stopping whenever it strikes your fancy, and extra time to spend sightseeing in Key West. I mean, you’ve taken the time to drive all the way there, might as well spend a couple of hours before returning to the car and starting the adventure in reverse.

Driving to Key West is not a trip of speed. US Hwy 1 is a mostly two-lane highway with lots of traffic.  So you shouldn’t take this trip thinking you’ll speed all the way to Key West. It’s not going to happen.  Enjoy the journey.

I’ll cover things to do in the Florida Keys, places to eat, and where to find the best key lime pie .  Now put the top down or crank up the a.c. and let’s hit the road!

Top Things to Do On Your Drive to Key West

Americana photo ops.

This is one thing I love to do when taking a road trip in the U.S.! Stop and see the world’s largest ball of yarn, or a giant talking cow, these are a part of the quintessential American road trip.  The Florida Keys have lots of fun ones like this giant crab at the Rain Barrel Artisans Village in Islamorada. Keep a lookout, and you’ll see a billboard-sized mermaid, a large conch shell, and other fun stops to take photos of when driving to Key West.

Stop at a Park and Enjoy Some Beach Time

Although the Florida Keys aren’t known for their traditional beaches, you can still find a sandy shore or two to walk along the water, rent kayaks, snorkel the reefs or even go for a swim if you can find a spot deep enough.

Due to the reef system that protects the Florida Keys, it prevents the large waves from coming in and creating the large sandy beaches most people are accustomed to finding.  Sand is often brought in to develop man-made beaches in the Keys. This barrier of protection also creates a shallow bottom, but there are some areas you can still go for a swim or wade out for deeper waters.

Don’t forget your sunscreen and also bring water shoes if you have them as the shoreline can be rocky due to the reef system that makes up the Florida Keys.

John Pennekamp Coral Reef State Park and Bahia State Park are two great choices when looking for a park to spend some time by the water in the Florida Keys.  

Another beach that makes a great place to go for a swim is Sombrero Beach in Marathon. The park has been completely renovated and is a beautiful park to spend the day snorkeling and swimming. It has bathrooms, showers, playgrounds, picnic areas, and a lovely beach area for sunbathing and relaxing.

If you prefer, you can always save the beach time for your ride back through the Keys after visiting Key West.

Feed the Tarpon at Robbie’s in Islamorada

Stop at Robbie’s on your drive to Key West and create some fun memories feeding the giant silver tarpon. It costs $2.25 to gain access to the feeding dock. You can buy a bucket of fish for $4.00 to feed the tarpon, or you can watch others feed the fish from the pier.  Visit  Robbie’s to watch a video  of what it’s like to feed a tarpon.

Robbie’s address:  77522 Overseas Hwy, Islamorada, FL 33036

Walk along the old 7  Mile Bridge. 

old and new 7 mile bridges in Florida Keys

Stop on Little Duck Key (yeah that made me smile too) at the parking lot for the boat launch and old 7 Mile Bridge near mile marker 40. The old 7 Mile Bridge is now a pedestrian walkway, and it runs parallel to the new 7 Mile Bridge. Walk along it and enjoy some beautiful views of Little Money Key.  Take time to watch people fishing, look for starfish, sea turtles, and to spot fish swimming below. Enjoy a stroll in the sun in a unique setting you probably won’t find anywhere else.  

Visit the Dolphin Research Center on Grassy Key

If you love dolphins, then consider stopping at the Dolphin Research Center and learn about the dolphins they have rescued and the rehabilitation efforts of the facility.  You can also book a dolphin encounter and get in the water with the dolphin.  Depending on your interest level or program you want to do, you’ll need to book in advance and plan for a few hours here.  So keep that in mind if you only have one day to drive through the Florida Keys.

General Admission Fees: $28 for adults and $23 for kids. Program fees vary with each program you choose.  Visit the  Dolphin Research Center  to learn more about all the plans they have to offer and to book your experience.

Dolphin Research Center address : 58901 Overseas Hwy, Grassy Key, FL 33050

Eat Key Lime Pie at Kermit’s Key West Key Lime Shoppe

You’ve finally made it to Key West! Your drive to Key West has been a full one so far,  why not congratulate yourself with some key lime pie for a trip well done, or whatever reason you can create to tell yourself its okay to eat another piece of key lime pie.

I tried key lime pie from breakfast to dinner during my day in the Florida Keys, and Kermit’s was one of the best pieces of pie I ate!  You can read all abut the amazing key lime pie I ate, plus an unexpected, but delicious key lime creation that was a favorite of mine on Where to Find the Best Key Lime Pie in the Florida Keys .

Visit Ernest Hemingway’s house in Key West

Ernest Hemingway's Home in Key West

Take a glance into the life of this famous American writer. Enjoy a break from the sun inside the air-conditioned house of what was Ernest Hemingway’s former residence. Hemingway lived here from 1931 to 1939. 

The house is full of memorabilia from the many movies inspired by Hemingway’s books as well as his original possessions. One of his typewriters, books he owned and you can peer into his writer’s studio, his own space to create his masterpieces. 

You can wander around the grounds as well. Look at the refreshing swimming pool, but don’t give in to its call to jump in. The grounds around the house offer lots of shaded spots for sitting and thinking. There is also a bookstore on the backside of the house where you can purchase souvenirs.

General Admission is $14 for adults and $6 for children. It’s important to note that they don’t accept credit cards for tickets. They do, however, have an ATM by the bookstore in case you need to get some cash for payment. There is also an optional 30-minute guided tour included in the price of general admission.

Address:  907 Whitehead St, Key West, FL 33040

Hike to the top of the Key West Lighthouse

Across the street from Ernest Hemingway’s house is the Key West Lighthouse. You can climb the 88 stairs to the top to get a bird’s eye view of Key West.  This historic lighthouse was built in 1848 and was one of the first to have a woman as its Keeper.  You will have a chance to tour the lighthouse as well as the Keeper’s Quarters and learn a little more about the history of the Key West Lighthouse.

General Admission is $12 for adults and $5 for kids. Address:  938 Whitehead St, Key West, FL 33040

Walk Around Old Town Key West

White Church in Key West

Enjoy walking around town, shopping at the small boutique shops, and admiring the beautiful buildings in Old Town Key West. You can start at Mallory Square and walk down Duval Street to the Southernmost Point. Stop by the historic cemetery or visit Mile Marker Zero.  Old Town is a fun area to park the car and spend your time on foot.

Tour the Truman Little White House

Get a chance to see where President Harry S. Truman spent his winters. It seems like a pretty excellent alternative to winter in Washington D.C.! Learn more about this historic house and its use since constructed by the U.S. Navy in 1890.

General Admission is $21.45 for adults and $10.75 for kids. If you  purchase your ticket online , you can save a couple of dollars.

Address:  111 Front St, Key West, FL 33040

Stop at the Southernmost Point in the Continental U.S.

Southernmost Point Key West

The Drive Back Thru the Florida Keys

If you didn’t get a chance to spend some time on the water, now would be an excellent time to visit one of those parks I mentioned earlier.  It’s also a good time to grab some more key lime pie and decide where to watch the sunset.

Watch the Sunset

Sunset on Islamorada in Florida Keys

Wherever you happen to be in the Florida Keys, make sure to enjoy a beautiful Florida sunset. Here are a few options for places to watch the sunset either in Key West or on your drive back.

  • Sunset Tiki Bar and Grille (at the Galleon Resort): 617 Front St, Key West, FL 33040
  • Lorelei Restaurant and Cabana Bar: 96 Madeira Rd, Islamorada, FL 33036
  • Sundowners: 103900 Overseas Hwy, Key Largo, FL 33037

Places to Eat When Driving to Key West

Coffee & Breakfast:

  • Midway Cafe & Coffee Bar Address:  80499 Overseas Hwy, Islamorada, FL 33036
  • Harriette’s Restaurant Address: 95710 Overseas Hwy, Key Largo, FL 33037

Lunch Spots:

  • Twisted Shrimp Address: 87745 Overseas Hwy, Islamorada, FL 33036
  • Caroline’s Cafe Address: 310 Duval St, Key West, FL 33040

Dinner Options:

  • Lorelei Restaurant & Cabana Bar Address: 96 Madeira Rd, Islamorada, FL 33036
  • Hobo’s Cafe Address:  101691 Overseas Hwy, Key Largo, FL 33037
  • Santiago’s Bodega Address: 7305, 207 Petronia St #101, Key West, FL 33040

Things to Do if You Have More Than One Day

The Everglades National Park

  • Visit  Dry Tortugas National Park
  • Take a snorkel or kayak tour AquaVentures Eco Tours  in Marathon is a popular choice or  Danger Charters  in Key West.
  • Visit  Everglades National Park
  • Book a  private airboat tour
  • Charter a fishing boat  from Marathon

Where to Stay in the Florida Keys

You have so many choices for where to stay.  I’d pick one based on where you’re traveling to next.  Marathon is an excellent choice for a Key close to Key West, but outside the busy Key West party scene.  Islamorada was a great stop for us as we were heading to Miami the next day, so it was a good midway point. If you want choices galore and don’t mind driving the full length of the Florida Keys in one day, then you might research options in Key Largo.

For a unique option, you might consider one of these Air BnB options:

  • Sleep in a whiskey barrel at  The Salty Seahorse
  • Sleep on a sailboat  and pretend what life would be like as a sailor.

Final Thoughts on Driving to Key West

As I stated at the beginning of this post, driving through the Florida Keys, is not a race to the finish, but more like a leisurely Sunday drive.  It should be full of sunshine and fun stops and road trip memories to last a lifetime. 

Pack sunscreen, beach towels, extra water, flip flops, maybe a change of clothes, depending on your dinner plans and your favorite road trip music.  I suggest some fun hits like “Ice Ice Baby” to get everyone laughing and then throw in some upbeat Cuban music that’ll have you dancing in your seats.  Smiles for everyone!

Happy Road Tripping!

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KEY LARGO to KEY WEST: 23 Amazing STOPS You Can’t Miss

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Key Largo to Key West is a classic Florida Keys road trip ! Within a 100-mile distance from Key Largo to Key West along the Florida Overseas Highway , you can go snorkeling, kayaking, try many local delicacies, stroll on endless beaches and soak in the views.

You can plan a Florida Keys road trip in several different ways. If your time is limited, then do a day trip from Miami to the Florida Keys. If you have more time, then spend 3 days or even 5 days in the Florida Keys, staying overnight in a couple of places, then driving and stopping along the way from Key Largo to Key West .

In this post, I covered all the best stops and things to do on a drive from Key Largo to Key West that will tick off all the major attractions in the Florida Keys.

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  • 1. What You Need to Know About the Florida Keys Overseas Highway
  • 2. How Much Time Do You Need for Key Largo to Key West Drive with Stops?
  • 3. What Is the Best Time to Visit Florida Keys?
  • 4. Where to Stay Between Key Largo and Key West: 7 Amazing Places to Stay in the Florida Keys
  • 5. Map of Key Largo to Key West with 23 Amazing Stops
  • 6. Key Largo to Key West: 23 Amazing Stops You Can't Miss
  • 6.1. Snorkel, Dive, or Kayak at John Pennekamp Coral Reef State Park
  • 6.2. Have an Amazing Lunch or Dinner at The Fish House Restaurant and Fish Market
  • 6.3. Try Hogfish at Sharkey's Sharkbite Grill
  • 6.4. Enjoy the Best Key Lime Pie at Mrs. Mac's Kitchen
  • 6.5. Try Key Lime Muffins at Harriette's Restaurant
  • 6.6. Visit Laura Quinn Wild Bird Sanctuary
  • 6.7. Try Delicious Key Lime Pie at Blond Giraffe Key Lime Pie Factory
  • 6.8. Have Dinner and Watch an Amazing Sunset at Marker 88 Restaurant
  • 6.9. Stop at Rain Barrel Village
  • 6.10. Swim in Dolphin Lagoon at Theater of the Sea
  • 6.11. Explore The Florida Keys Diving Museum
  • 6.12. Have a Sunset Dinner at the Morada Bay Keys Beach Café & Bar
  • 6.13. Feed Tarpon at Robbie's
  • 6.14. Hike in Long Key State Park
  • 6.15. Book a Dolphin Encounter or Family Dolphin Splash at Dolphin Research Center
  • 6.16. Go Kayaking, Hiking, or Snorkeling in Curry Hammock State Park
  • 6.17. Visit Florida Keys Aquarium Encounters
  • 6.18. Spend Time and Enjoy Beautiful Sombrero Beach
  • 6.19. See Turtles Up-CLose at the Turtle Hospital
  • 6.20. Drive Over the Ocean on the Seven Mile Bridge
  • 6.21. Visit Bahia Honda State Park
  • 6.22. See Deer at the Big Pine National Key Deer Refuge
  • 6.23. Stop at No Name Pub to Check out the Decor and Have a Beer (skip food)
  • 7. What to Do in Key West? Check out These 22 Things to Do in Key West on Your First Visit
  • 8. Intrepid Scout's 6 Favorite Stops Between Key Largo to Key West

What You Need to Know About the Florida Keys Overseas Highway

The Florida Keys Overseas Highway is about a 100-mile highway via US Route 1 (US 1) that runs from Key Largo to Key West. The drive without any stops takes roughly 2.5 hours depending on the traffic.

You will be going on 42 bridges that connect various small islands.

Intrepid’s Tip: 

What you need to know is that there are no tolls on the Florida Overseas Highway. So, once you pass Florida City/Key West county line, you do not have to worry about paying for tolls!

Key Largo to Key West

The Florida Keys Overseas Highway / Key Largo to Key West

Key Largo to Key West

The drive along Florida Keys Overseas Highway is one of the most spectacular drives in the United States . The views are simply breathtaking. My recommendation is to take your time and make as many stops as possible to make a memorable trip!

Florida Keys Overseas Highway / Key Largo to Key West

What’s interesting about the Florida Keys Overseas Highway is that large parts of it were built on the former  Overseas Railroad , which was heavily damaged and partially destroyed in the  1935 Labor Day hurricane .

The Florida East Coast Railway was financially unable to rebuild the destroyed sections, so the roadbed and remaining bridges were sold to the state of Florida for $640,000 . Since the 1950’s the Overseas Highway has been refurbished into a main coastal highway between the cities of Miami and Key West.

Historic Rail Bridge at Bahia Honda State Park in Florida Keys

Historic Rail Bridge at Bahia Honda State Park / Key Largo to Key West

A Quick Read: 

The Florida Department of Transportation maintains mile marker signs along the Florida Keys Overseas Highway. Numbering commences at “0” in Key West and ends at Key Largo at “106.”

One of the most popular places to have your picture taken is in front of  the US1 mile marker zero sign to commemorate visiting the southernmost point of the United States. The sign is located on the corner of Fleming Street and Whitehead Street in Key West.

How Much Time Do You Need for Key Largo to Key West Drive with Stops?

First of all, just to drive from Key Largo to Key West (no stops!), it will take you 2-3 hours. If you want to stop along the way, then, I am recommending that you reserve at least 2-3 days to make some stops and visit a few places and do some activities.

I usually fly in and rent my car in Miami. Although, sometimes, flying into Fort Lauderdale is less expensive. On top of that, it is only a 30-minute drive from Fort Lauderdale to Miami. So, make sure to check the prices for both airports.

What Is the Best Time to Visit Florida Keys?

Hands down, spring and fall are the best to plan and head to the Florida Keys. The temperatures are between 70-80 F, the water is awesome for snorkeling, and the rain is almost none. Winter is beautiful as well with temperatures at about 65-75 F and also not much rain.

With that being the case, my recommendation is to avoid going to the Florida Keys in the summer. First of all, it is hurricane season. Second, temperatures are in the high 90’s and humidity is unbearable, plus bugs are everywhere. Also, it rains a lot!

Where to Stay Between Key Largo and Key West: 7 Amazing Places to Stay in the Florida Keys

7 Amazing Places to Stay in the Florida Keys:

Atlantic Bay Resort – located in Tavernier . This beachfront resort is 2 miles from Florida Keys Wild Bird Center, 8 miles from the Theater of the Sea, and 10 miles from the Dolphin Cove Research Center. Tavernier city center is 6 minutes walk away. You can enjoy snorkeling near the hotel’s private beach and an outdoor pool. All guestrooms feature a small refrigerator, microwave, and cable television. Some suites at Atlantic Bay Resort also include a fully-equipped kitchen or kitchenette and views of the gulf or pool.

Anglers Reef Gateway – located in Islamorada , just a 4-minute walk from Windley Key. Anglers Reef Getaway provides beachfront accommodations with an outdoor swimming pool, a garden, and a private beach area.

Largo Resort –  located in Key Largo , 1.6 miles from John Pennekamp State Park. Largo Resort has accommodations with an outdoor swimming pool, free private parking, a garden, and a private beach area .

Grassy Flats Resort   – located in Marathon , 5 miles from Florida Keys Aquarium Encounters. Grassy Flats Resort and Beach Club provides accommodations with an outdoor swimming pool, free private parking, a bar, and a garden.

Playa Largo Ocean Residencies – located in Key Largo . The units come with a kitchen that includes a dishwasher, microwave, and a fridge.

Deer Run on the Atlantic – located in Big Pine Key , this adults-only bed and breakfast is eco-friendly, sustainable, and beachfront. Recycled water barrels and solar energy are used property-wide. A full organic, vegan breakfast is served daily. A mineral spring saltwater pool with a spa is on-site. Free bikes, kayaks, and snorkel gear are provided at Deer Run on the Atlantic.

Courtyard by Marriott Marathon the Florida Keys – you will be a 5-minute walk from the Turtle Hospital and a 16-minute drive from the Dolphin Research Center. A microwave, coffee machine, and small refrigerator are featured in each room at this Courtyard by Marriott. A flat-screen TV, desk, and private bathroom with a hairdryer are also included. A 24-hour front desk and a fitness center are available at the property. There is an on-site restaurant , The Bistro, as well.

Map of Key Largo to Key West with 23 Amazing Stops

Key Largo to Key West: 23 Amazing Stops You Can’t Miss

Key Largo to Key West: 23 Amazing Stops You Can't Miss

There are so many great places to stop and things to do along the drive from Key Largo to Key West , that you will definitely have a hard time deciding what to do. My recommendation is to go through my list and see what sounds the best and interests you the most.

However, I have to say, that if you are driving from Miami to the Florida Keys, then on the way to the Florida Keys, make sure to stop at South Florida’s landmark –  Robert Is Here . It is a fruit stand that has grown into a complete tourist destination in South Florida, and it belongs to the Historic Redland Tropical Trail. The milkshakes that are made with fresh milk and fruit, are simply spectacular! If milk is not for you, then grab one of their smoothies , which contains just ice and fruit. Robert Is Here is located at 19200 SW 344th St, Homestead, FL 33034

Snorkel, Dive, or Kayak at John Pennekamp Coral Reef State Park

Go snorkeling, diving, or kayaking at John Pennekamp Coral Reef State Park ! It is one of the best stops from Key Largo to Key West.

John Pennekamp Coral Reef State Park is the first undersea park in the United States. It encompasses approximately 70 nautical square miles. It was established to protect a portion of the only living coral reef in the continental United States.

There are many snorkeling tours , scuba diving tours , and glass-bottom boat tours at John Pennekamp Coral Reef State Park that you can choose from. Also, you can rent kayaks, canoes, and paddleboards . So all in all, it all depends on what you are up to.

If you have never done snorkeling , I want to encourage you to try it. It is a lot of fun! My recommendation is to check out Half Day Snorkel Trip on Reefs in the Florida Keys . This snorkeling trip will take you out onto the water in a catamaran and you will journey to the Florida Keys National Marine Sanctuary and John Pennekamp Coral Reef State Park to explore the reefs and observe marine life. You will get snorkeling equipment and a snorkel vest.

Now, what you need to know is that snorkeling Christ of the Abyss is probably the most famous underwater attraction at John Pennekamp Coral Reef State Park. It is also known as Christ of the Deep . It is a bronze statue of Christ mounted on a cement base in one of the grooves of a patch reef. The statue is in about 25 feet of water, but, while you are snorkeling you should be able to see the top of the statue.

Christ of the Abyss, Key Largo, Florida

John Pennekamp Coral Reef State Park / Key Largo to Key West

Also, the area around the statue is pretty good for spotting some corals that are in relatively good condition and a variety of tropical fish. Be on the lookout for groupers, snappers, grunts, angelfish, nurse sharks, and moray eels.

Florida Key to Key West

Paddling at John Pennekamp is a very popular activity. So, rent a canoe, or a kayak, or go paddleboarding at John Pennekamp State Park and explore the many channels and mangrove creeks within the park. If you have never done kayaking or canoeing, then join a small group tour. Check out Mangrove Tunnel Kayak Adventure in Key Largo . This tour is fun and educational!

The winter months are the best time for wildlife viewing. You can spot osprey, herons, egrets, cormorants, and pelicans and below the surface look for stingrays, mangrove snappers the occasional manatee wading around.

Key Largo to Key West

The last thing you should look into is glass-bottom boat tours . Hands down, it is the most relaxing experience you can have observing the marine life and looking at the corals from a safety of a glass-bottom boat. My recommendation is to try Key Largo Glass Bottom Boat Adventure Tour.

John Pennekamp Coral Reef State Park

  • Location: 102601 Overseas Hwy, Key Largo, FL 33037, mile marker 102.5
  • Hours: 7 days a week, 8 am till 7 pm

Have an Amazing Lunch or Dinner at The Fish House Restaurant and Fish Market

The food at The Fish House is amazing!  If you are going to stop for lunch or dinne r between Key Largo to Key West, this is the place! Fresh fish is their commitment , brought daily from dock to table. The Fish House remains one of the only existing establishments that purchase from local commercial fishermen and fillets all fish on-premise.

What you need to order here is Today’s Catch prepared Matecumbe style . It is a house specialty! Matecumbe style is fish t opped with fresh tomatoes, shallots, fresh basil, capers, olive oil, and lemon juice, then baked.

This Fish House favorite has been featured on the Food Network with Bobby Flay and Guy Fieri’s Diners, Drive-Ins, and Dives!

Now, another one of my favorites is Shrimp & Scallops Key Lime . It is a house specialty and it is simply delicious. What you will get are large shrimp and scallops, sautéed with lime juice, white wine, garlic butter, mushrooms, scallions & a touch of hot sauce, served over rice.

The Fish House in Florida Keys

The Fish House Restaurant and Fish Market / Key Largo to Key West

The Fish House in Florida Keys

The Fish House Restaurant and Fish Market 

  • Location: 102401 Overseas Hwy, Key Largo, FL 33037, mile marker 102.4
  • Hours: 7 days a week, 11:30 am to 10 pm

Try Hogfish at Sharkey's Sharkbite Grill

Sharkey’s Sharkbite Grill has been around since 2001 and it is a local favorite spot. The first floor has Sharkey’s Pub and Taphouse with 32 taps and a full liquor bar. The second floor offers a quiet family-style dining room serving breakfast, lunch, and dinner. You can also dine on the patio and watch the boats go by as you are enjoying either a cold beer or some of their tasty food.

My recommendation is that you try the hogfish here. Hogfish is a Florida Keys delicacy and a local must-try fish. I would say that they are as rich as scallops, flakier than Mahi, and possibly sweeter than Grouper. It can have it cooked in several ways. Don’t be afraid to try it! If you decide to give it a try, then Sharkey’s Sharkbite Grill is the best place on the Florida Keys road trip!

If you are not up to it, they have plenty of other stuff to try and it is all good!

Key Largo to Key West

Sharkey’s Sharkbite Grill / Key Largo to Key West

Key Largo to Key West

Sharkey’s Sharkbite Grill

  • Location: 522 Caribbean Dr, Key Largo, FL 33037, just east of mile marker 99.7
  • Hours: 7 days a week, 7 am till 12 am

Enjoy the Best Key Lime Pie at Mrs. Mac's Kitchen

“Eat Well, Laugh Often, Live Long” is the motto at Mrs. Mac’s Kitchen , the longest-running restaurant in Key Largo.

My recommendation is that you try Konk chowder with conch in a tomato base, alligator tenders, or lobster bites. Another one of my favorites is Caribbean-style crab cakes loaded with real crabmeat, lightly seasoned, and served with honey mustard aioli.

Sandwiches are good too! You will love Fish-On-A-Bun and Superfishwich .

Finally, you need to try Mrs. Mac’s Kitchen award-winning chili , known as the best in the Florida Keys. it is full of flavor, a bit spicy, made fresh daily and you can add cheese and onions.

However, the star here is the famous key lime pie ! It is excellent! I would say, it is slightly tart, but not too tart, and super creamy. The crust is awesome! It is made with fresh beautifully flavored graham crackers. Hands down, the best key lime pie between Key Largo to Key West.

Mrs. Mac's Kitchen in Florida Keys

Mrs. Mac’s Kitchen / Key Largo to Key West

Mrs. Mac's Kitchen in Key Largo

Mrs. Mac’s Kitchen is so popular that there are two locations in the Florida Keys. My recommendation is that you visit the original Mrs. Mac’s Kitchen at 99336 Overseas Highway. You will love the decor of license plates from all over the world!

Mrs. Mac’s Kitchen 

Location: 99336 Overseas Highway, Key Largo, FL 33037, mile marker 99.3

Hours: Monday-Saturday 7 am till 9:30 pm, closed on Sundays

Try Key Lime Muffins at Harriette's Restaurant

Another place that you should not miss is Harriette’s Restaurant . And, two things that you need to try are biscuits and key lime muffins ! Hands down, the biscuits are the flakiest and softest biscuits you will ever have, and key lime muffins are super moist and delicious!

Key Largo to Key West

Harriette’s Restaurant / Key Largo to Key West 

Key Largo to Key West

Harriette’s Restaurant 

Location: 95710 Overseas Hwy, Key Largo, FL 33037, mile marker 95.7

Hours: Open 7 days a week, 6 am to 3 pm

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Key Largo to Key West

Visit Laura Quinn Wild Bird Sanctuary

The Florida Keys Wild Bird Rehabilitation Center , also known as Laura Quinn Wild Bird Sanctuary is a not-for-profit organization dedicated to the rescue, rehabilitation, and release of native and migratory wild birds that have been harmed or displaced. It provides a humane shelter for those birds that cannot be released. Also, it educates the public towards the importance of coexistence with all wild bird species.

Stop by and visit the non-releasable wild birds ! Take a walk along the boardwalk, watch the sunset, see a pelican feeding.

Laura Quinn Wild Bird Sanctuary in Florida Keys

Laura Quinn Wild Bird Sanctuary / Key Largo to Key West

Laura Quinn Wild Bird Sanctuary in Florida Keys

Laura Quinn Wild Bird  Sanctuary

Location: 93600 Overseas Highway Tavernier, FL 33070, mile marker 93.6

Hours: Open 7 days a week, sunrise to sunset

Cost: Free (donations are very much needed and appreciated)

Try Delicious Key Lime Pie at Blond Giraffe Key Lime Pie Factory

What can I say, Blond Giraffe Key Lime Pie Factory is another place to sample some key lime pie . And, hands down, Blond Giraffe’s pies have the best crust of all the pies that I have tried between Key Largo to Key West. I think you will love the lime filling with the meringue topping.

Make sure to check out their beautiful garden and leave a lock !

Blond Giraffe Key Lime Factory in Florida Keys

Blond Giraffe Key Lime Pie Factory / Key Largo to Key West

Blond Giraffe Key Lime Factory garden in Florida Keys

Blond Giraffe Key Lime Pie Factory

Location: 92220 Overseas Hwy, Tavernier, FL 33070, mile marker 92.2

Hours: Open 7 days a week, 9 am to 8:30 pm

Have Dinner and Watch an Amazing Sunset at Marker 88 Restaurant

Marker 88 is a bay-front restaurant offering great beachside dining and amazing sunsets !

Marker 88 Restaurant in Florida Keys

Marker 88 Restaurant / Key Largo to Key West

So, first of all, make a reservation and make sure to arrive before sunset. Sunsets are absolutely spectacular from Marker 88!

Marker 88 Restaurant view at sunset

Sunset at Marker 88 Restaurant / Key Largo to Key West

Now, as far as food choices , my recommendation is to try coconut shrimp, onion-crusted Mahi Mahi, and key lime pie.

Marker 88 Restaurant 

Location: 88000 Overseas Highway, Islamorada, FL 33070, marker 88

Hours: Hours vary, however, in general, they are open from 11 am to 9 pm

Stop at Rain Barrel Village

Ok, so you need to see and take some pictures with Betsy the Lobster. And, that is about it, in my opinion.

There are a couple of very nice stores that f eature items from local artists . But all in all, the rest of the stores are pretty much typical places with cheap souvenirs.

So, take your obligatory photo with Betsy and keep going!

Rain Barrel Village in Florida Keys

Rain Barrel Village / Key Largo to Key West

Rain Barrel Village 

  • Location: 86700 Overseas Hwy, Islamorada, FL 33036, mile marker 86.7
  • Hours: Open daily, 9 am to 5 pm

Swim in Dolphin Lagoon at Theater of the Sea

Theater of the Sea offers dolphin, sea lion, and parrot shows, bottomless boat rides, and fish and reptile tours. In addition, they have some interactive programs where you can swim with dolphins, and sea lions, or swim the rays or sharks.

Probably the best offer is: Swim in the Dolphin Lagoon at Theater of the Sea . You get to snorkel in the lagoon surrounded by dolphins!  What is nice is that if you book one of their interactive programs, then the general admission ticket is included in the price. So, check out everything that they offer and see what is best for everyone.

Key Largo to Key West

Theater of the Sea / Key Largo to Key West

Theater of the Sea

  • Location: 84721 Overseas Hwy, Islamorada, FL 33036, mile marker 84.5
  • Hours: Open daily, 9:30 am to 5 pm
  • Cost: General Admission – Adults $44.95, Children 3-10 $29.95, Seniors $40.46; Animal Interactions Programs – Prices vary.

Explore The Florida Keys Diving Museum

The Florida Keys History of Diving Museum is a not-for-profit educational institution focused on the Story Of Man’s Quest to Explore Under the Sea . The majority of the Museum’s artifacts have been provided through the generous support of its founders, Drs. Joe and Sally Bauer, who hold one of the largest collections of historic diving equipment and research documents in the world.

The Florida Keys History of Diving Museum

Florida Keys Diving Museum / Key Largo to Key West

The Florida Keys History of Diving Museum

  • Location: 82990 Overseas Hwy, Islamorada, FL 33036, mile marker 83
  • Hours: Open daily, 10 am to 5 pm
  • Cost: Adults $15, Children 6-11 $7

Have a Sunset Dinner at the Morada Bay Keys Beach Café & Bar

The Morada Bay Keys Beach Café & Bar is a bistro café situated on a  beautiful palm-lined beach overlooking blue waters. It is an awesome spot to have some great food, chill, relax, and watch a sunset. The Café’s menu is a blend of the Caribbean and American cuisine made with the freshest in local seafood and produce.

La Morada Beach Cafe in Florida Keys

The Morada Bay Keys Beach Café & Bar / Key Largo to Key West

My recommendation is to try Thai Key West Tacos made with shrimp crispy tempura battered, spiced sriracha aioli Thai basil cilantro pesto, toasted coconut flake. And, Morada Bay Margarita with jimador tequila, cointreau, sour mix grand marnier floater served in a 32oz mason jar.

Morada Bay Cafe in Florida Keys

The Morada Bay Keys Beach Café & Bar

  • Location: 81600 Overseas Hwy, Islamorada, FL 33036, mile marker 81.6
  • Hours: Open daily, 11 am to 9 pm

Feed Tarpon at Robbie's

Robbie’s is a great experience at least once, while you are traveling from Key Largo to Key West. And, tarpon feeding is fun and worth the stop! Tarpons are large and come out of the water to grab the fish.

But beware, of the pelicans. They want the fish too and they bite! So, all in all, it is fun feeding the tarpon and fending off the pelicans.

Tarpons at Robbie's in Florida Keys

Robbie’s of Islamorada / Key Largo to Key West

Feeding tarpon at Robbies in Florida Keys

Robbie’s of Islamorada 

  • Location: 77522 Overseas Hwy, Islamorada, FL 33036, mile marker 77.5
  • Hours: Open daily, 6:30 am to 9 pm
  • Cost: Admission to the dock is $2.50 per person (once per day). Each bucket of fish is $4.00 (5-8 fish per bucket).

Hike in Long Key State Park

Long Key State Park has one of my favorite hikes in the Florida Keys! It is called Golden Orb Trail and it swings an arc through the heart of Long Key and ends up at views of the Atlantic Ocean. Formerly a loop trail, it was chopped apart by damage caused by Hurricane Irma.

It is a 1.2-mile easy hike that will take you through a “tropical rockland hammock, traverse the desert-like tidal rock barren – where the “soil” underfoot is sun-bleached pieces of coral – and end up on a coastal berm, a hurricane-crafted sand ridge defining the island’s perimeter.” Source: Golden Orb Trail

Long Key State Park in Florida Keys

Long Key State Park / Key Largo to Key West

Long Key State Park in Florida Keys

Long Key State Park

  • Location: 67400 Overseas Highway, Long Key, FL 33001, mile marker 67.5
  • Hours: Open daily, 8 am till sunset
  • Cost: One person, $4.50; two or more people, $5.50 plus 50 cents per additional person

Book a Dolphin Encounter or Family Dolphin Splash at Dolphin Research Center

Dolphin Research Center is a not-for-profit 501(c)3 marine mammal education and research facility providing sanctuary and a forever home since 1984.

And, hands down, this place is awesome! And, I can say without any doubt that the animals are happy there, well taken care of, and respected!  The heart of their mission is the welfare of every animal that is in their care. Whether they are born here or come from rescue/rehabilitation centers or other facilities, each receives the finest possible care and a safe, healthy, enriching home for life.

My recommendation is to book either a Dolphin Encounter or a Family Dolphin Splash . Both programs are great and you get an up-close and personal experience with several dolphins.

What I like about Dolphin Research is that they limit visitor numbers, so groups are always small !

Dolphin Research Center in Florida Keys

Dolphin Research Center / Key Largo to Key West

Dolphin Research Center 

  • Location: 58901 Overseas Highway | Grassy Key, FL 33050, mile marker 59
  • Hours: Open daily, 9 am to 4:30 pm
  • Cost: General Admission Adults $28, Military/Veterans $25, Children (4-12) $23. Interactive Programs – prices vary

Go Kayaking, Hiking, or Snorkeling in Curry Hammock State Park

Hands down, Curry Hammock State Park is one of the best places to stop and explore on your road trip from Key Largo to Key West. It is the largest undeveloped parcel of land between Key Largo and Big Pine Key! Kayaking , hiking , and snorkeling are my favorite things to do at Curry Hammock State Park. In addition, it is a perfect spot for a picnic or a stroll on the beach .

First of all, there are two kayak paddling adventures that you can check out:

  • The 1.5-mile path circumnavigates Little Crawl Key and takes approximately one hour. This sampler trail makes the most of its time, featuring a mangrove tunnel, deepwater lagoon, grassy flats, sandbars, and an open ocean.
  • The 5-mile path will require at least four hours, but this will take you along mangroves and out around another island. Most take this opportunity to do a little kayak fishing.

Kayaks and paddleboards are available for rent in two-hour increments:

  • $21.50 – paddleboards and double kayaks
  • $17.20 – Single kayaks

If you are visiting on a Friday, then sign-up for a ranger-led Mangroves Matter Kayak Tour ( every Friday at 10 am).

Now, do not miss a fabulous hike through the tropical hardwood hammock forest. You will be going on top of ancient fossilized coral that was once living underwater, so make sure to wear appropriate shoes. The coral rock now serves as a high ground for hardwood trees so they can keep their roots high and dry out of the saltwater. This rare habitat is an oasis for local and migrating wildlife. Be on the lookout for different birds!

The trailhead is located one mile south on U.S. 1 from the park’s main entrance. Before you head out, stop at the ranger station and pick up a map.

Curry Hammock State Park in Florida Keys

Curry Hammock State Park / Key Largo to Key West

Curry Hammock State Park in Florida Keys

Curry Hammock is a great place to learn to snorkel and practice your skills ! Curry Hammock’s shallow seagrass flat, where marine life is abundant. The seagrass serves as an excellent nursery for many of the marine species of the Florida Keys.

Curry Hammock State Park

  • Location: 56200 Overseas Highway, Marathon FL 33050, mile marker 56
  • Cost: One person, $4.50; two-plus people, $5.50

Visit Florida Keys Aquarium Encounters

Florida Keys Aquarium Encounters is a great stop if you are traveling from Key Largo to Key West with small kids. Basically, it comprises tanks and pools where you can observe the marine life, feed different animals, and snorkel in a small made-made lagoon.

They offer Big Shark Bay Encounter , where you get to feed adult Nurse Sharks (no getting into the water). Next, they have Stingray Cove Encounter , and you actually will get a wetsuit and get into one of the tanks and feed stingrays. Finally, check out Coral Reef Snorkel Encounter . You get to snorkel in a coral reef tank.

Florida Keys Aquarium Encounters 

  • Cost: General Admission Adult $24.50, Children $17.50. Encounters are extra and prices vary.

Spend Time and Enjoy Beautiful Sombrero Beach

Sombrero Beach is a beautiful sandy beach and a great park with picnic pavilions, volleyball courts, restrooms, and showers. Make sure to stop at Sombrero Beach, spend some time, and enjoy this beautiful place.

Sombrero Beach in Florida Keys

Sombrero Beach / Key Largo to Key West

To top it off, Sombrero Beach is a turtle nesting beach ! From April through October it is not unusual to have Loggerhead Turtles (primarily) coming on to the beach at night to lay their eggs.

Sombrero Beach in Florida Keys

Sombrero Beach 

  • Location: Sombrero Beach Rd, Marathon, FL 33050, mile marker 50
  • Hours: Open daily, 7 am till dusk

See Turtles Up-CLose at the Turtle Hospital

The Turtle Hospital (Hidden Harbor Marine Environmental Project, Inc.) is a 501(c)(3) charitable corporation. They are a fully functioning veterinary hospital for sick and injured sea turtles. They rescue , rehab , and release sea turtles in the Florida Keys.

You can take a guided educational tour of the hospital facilities and the sea turtle rehabilitation area . The educational experience lasts approximately 90 minutes and provides a presentation on sea turtles as well as a behind-the-scenes look at the hospital facilities and rehabilitation area. At the end of each program, you can feed the permanent residents.

Turtle Hospital in Florida Keys

The Turtle Hospital / Key Largo to Key West

Turtle Hospital in Florida Keys

If you are planning on visiting The Turtle Hospital, then my recommendation is to make a reservation as soon as possible! To make a reservation, either call at (305)743-2552 or click here .

The Turtle Hospital 

  • Location: 2396 Overseas Highway, Marathon, FL 33050, mile marker 48.5
  • Hours: Open daily, 9 am to 6 pm. Educational programs run every 30 min. The last one is at 4 pm.
  • Cost: Adults $30, Children (4-12) $15

Drive Over the Ocean on the Seven Mile Bridge

The Seven Mile Bridge is one of the most gorgeous and breathtaking drives between the Atlantic and the Gulf! There is nothing else like it!

Seven Mile Bridge in Florida Keys

The Seven Mile Bridge / Key Largo to Key West

The views along the way are awesome with the blue sky and aquamarine color open water in any direction and some islands here and there. It is a must scenic drive to do and most definitely a bucket list item .

Seven Mile Bridge in Florida Keys

Visit Bahia Honda State Park

Bahia Honda State Park is an absolutely beautiful park with views all around. The beach is awesome with turquoise waters. There are restrooms, dressing rooms, outdoor showers, and a snack shop. Plus, there is plenty of parking available.

Bahia Honda State Park

Bahia Honda Ste Park / Key Largo to Key West

What is really neat is that there is a scenic trail that leads up to the Old Seven-Mile Bridge. The views from the top are breathtaking.

Bahia Honda State Park in Florida Keys

What is really neat is that there is a scenic trail that leads up to the Old Seven-Mile Bridge.

The Old Seven-Mile Bridge was a part of the Railroad That Went to Sea and it was a result of innovative engineering and years of toil from 1909 to 1912. It stayed open for 23 years until the devastating Labor Day Hurricane in 1935 that washed away miles of railroad.

The Old Seven Mile Bridge was too narrow and not ideal for cars, so in 1982, the new Seven Mile Bridge was opened.

Bahia Honda State Park in Florida Keys

The Old Seven-Mile Bridge / Key Largo to Key West

Bahia Honda State Park has a concession service that offers daily snorkeling tours to Looe Key National Marine Sanctuary . Looe Key National Marine Sanctuary features one of the most spectacular reefs in the Florida Keys with plentiful Elkhorn and massive Star coral.

There are two daily departures at 9:30 am and at 1:30 pm. Each trip provides 1.5 hours of snorkeling, plenty of time to explore this fabulous coral reef. An adult ticket costs $29.95 and a ticket for a child (under 18) is $24.95.

You can rent kayaks as well to explore the beautiful waters that surround Bahia Honda State Park. A single kayak costs $12 per hour or $36 for a half-day. Double kayak costs $18 per hour or $54 for a half-day.

Bahia Honda State Park

  • Location: 36850 Overseas Hwy, Big Pine Key, FL 33043,  mile marker 37
  • Hours: Open daily, 8 am till sundown.
  • Cost: $8 per vehicle (two to eight people). A 50-cent Monroe County surcharge will be added per person.

See Deer at the Big Pine National Key Deer Refuge

National Key Deer Refuge is spread over 25 islands and Key deer are found on these 25 islands. Your best bet to be able to see Key deer, is at Big Pine Key, which is part of the National Key Deer Refuge.

Key Deer Refuge in Florida Keys

Map of National Key Deer in the Florida Keys. Image Credit: FWS

The Key deer is the smallest sub-species of the Virginia white-tailed deer found throughout most of North America.

Because the Key deer population is low and remains under threat of extinction from human interaction, the subspecies are federally listed as endangered . The current population is estimated at over 800.

Key deer can best be seen at dawn or dusk throughout Big Pine. Please help keep the Key deer wild by not feeding them!

Key Largo to Key West

Big Pine National Key Deer Refuge / Key Largo to Key West

The National Key Deer Refuge has a visitor center on Big Pine Key where you can pick up some maps and find out about the best and recent sightseeings of Key deer.

There are a couple of trails as well: the Jack Watson Wildlife Trail and the Fred Mannillo Wildlife Trail.

In addition, there is the  Blue Hole . It is a short hike from the visitor center. The Blue Hole is an abandoned limestone quarry. The rock material removed was used to build many of the original roads on Big Pine Key. The freshwater, dependent on rainfall is layered over saltwater, which flows through the limestone. Wildlife here includes fish, turtles, birds, and alligators.

The Big Pine National Key Deer Refuge

  • Location: 30587 Overseas Hwy, Big Pine Key, FL 33043, mile marker 30.3
  • Hours: Monday-Saturday, 10 am to 3 pm

Stop at No Name Pub to Check out the Decor and Have a Beer (skip food)

No Name Pub is a small restaurant with a casual atmosphere and an interesting decor of many, many $1 bills pinned all over the roof and walls.

My recommendation is to check out the place, have a beer and move on.

No Name Pub in Florida Keys

No Name Pub / Key Largo to Key West

No Name Pub in Florida Keys

No Name Pub 

  • Location: 30813 Watson Blvd, Big Pine Key, FL 33043
  • Hours: Monday – Sunday Saturday, 11 am to 10 pm

To Print the List of 23-Stops Between Key Largo to Key West

Click: HERE

Key Largo to Key West

What to Do in Key West? Check out These 22 Things to Do in Key West on Your First Visit

The ultimate key west bucket list.

Key Largo to Key West – Florida Keys road trip ends in Key West ! Now, for ideas to do in Key West, I have compiled an amazing list of things you can’t miss on your first visit to Key West ! Make sure to check it out!

Intrepid Scout’s Tip:

READ: 22 Things You Can’t Miss on First Visit to Key West, Florida

Intrepid Scout's 6 Favorite Stops Between Key Largo to Key West

So, this is a lot of stops and places to see, and things to do between Key Largo and Key West . What if you only have time to do a few things. Here are my favorite 6 stops between Key Largo and Key West:

  • John Pennekamp Coral Reef State Park – it is one of the best stops between Key Largo and Key West. You can snorkel, kayak, take a glass-bottom boat tour, or hike. It is a great spot and you can easily spend here 3-4 hours!
  • The Fish House Restaurant – there are a lot of choices for lunch or dinner between Key Largo to Key West. My go-to place is always The Fish House Restaurant. You will love all their creations, the food is fresh and delicious!
  • The Morada Bay Beach Cafe and Bar – another great place is The Morada Bay Beach Cafe and Bar. I love their food and drinks. However, it is an awesome spot to head to before sunset and have a great dinner on the beach watching a sunset (reservations recommended).
  • Feeding Tarpon at Robbie’s – you can’t miss it! It is just so much fun! So, buy a bucket of fish, fend off the pelicans, and feed tarpons.
  • Dolphin Research Center – make sure to visit and book one of their encounters. It is a great place where all animals are well taken care of and genuinely respected.
  • Sombrero Beach – the lovely sandy beach! Snorkel, kayak, or just chill on the beach.

In addition, I need to mention to you Florida Keys Overseas Heritage Trail that you might want to check out as well. The Florida Keys Overseas Heritage Trail  (FKOHT) is a 90-mile multi-use trail that runs parallel to Florida Keys Overseas Highway. This recreational pathway incorporates 23 of the historic Flagler Railroad bridges, offering a scenic venue for hiking, running, bicycling, or skating.

More Helpful Posts About Florida:

12 insider miami tips for first-time visitors: unlock a spectacular experience.

Amazing 2 DAYS in KEY WEST (10 Best Things You Can’t Miss)

Read All the Posts About Florida in: 

Florida Travel Guide 

Read All the Posts About the United States in: 

United States Travel Guide

Now, It Is Your Turn, I Would Like to Hear Back from You!

Are you planning your trip to the Florida Keys? Let me know and drop me a quick comment right below!

Also, click on any of the images below to get inspired and to help you with the planning process for your trip to the Florida Keys!

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Perfect 5 Day Florida Keys Road Trip Itinerary (Miami to Key West Drive)

View of the 7 mile bridge in the Florida Keys

Are you looking for the perfect Florida Keys road trip itinerary? We got you! We enjoyed an epic 5 days driving from Miami to Key West (and back) passing through destinations like Key Largo and Marathon on this leisurely Florida Keys drive.

The Florida Keys is without a doubt one of the best paradise and road trip destinations in the United States, the epitome of the “American Dream vacation,” with its azure waters, breezy tropical sunsets, colorful buildings, and plenty of places to have a cold drink on a hot Florida day.

We have put together a suggested itinerary on how to spend your Florida Keys road trip and Miami to Key West drive based on our own experiences to help you plan an incredible vacation. You can easily adjust some of the activities on this itinerary to customize it for yourself if you’re interested in different options as we picked our highlighted activities and Florida Keys road trip stops based on our own experiences!

We wanted to highlight some of the best natural activities to do including businesses and organizations that have efforts in protecting and helping their community and environment. You can read more about the sustainable Florida Keys activities in our other guide.

Your Florida Keys road trip itinerary starts and ends at the Miami International Airport (MIA) since this is the best airport to fly into to enjoy the best stops on the Miami to Key West drive. Although, since we don’t spend any time in Miami, you can technically refer to this as a Key Largo to Key West drive since Key Largo is just 60 miles from Miami and the beginning of your journey.

Use this guide to help you plan your Florida Keys road trip and picture yourself cruising down a long and winding coastal road with the sun shining bright overhead, casting sparkling reflections on the crystal clear waters below. 

As you make your way through the Florida Keys down to Key West on a road trip, you’ll encounter an endless array of breathtaking views and exciting experiences that will leave you feeling rejuvenated and inspired. 

From exploring the charming seaside towns like Islamorada and Key West featured on this Florida Keys itinerary to embarking on thrilling water sports adventures like snorkeling and jet skiing, there’s no shortage of excitement to be found along this beautiful stretch of scenic highway. 

You may even catch a glimpse of some incredible wildlife, from majestic manatees lounging in shallow bays to playful dolphins leaping out of the waves and sea turtles who call these warm waters home. 

And let’s not forget about food! The Florida Keys are home to some truly amazing cuisine, from fresh seafood caught right off the coast to mouthwatering key lime pie!

So whether you’re seeking adventure or looking for some much-needed R&R, a road trip through the Florida Keys has something for everyone. Get ready to soak up all that this stunning destination has to offer – your next unforgettable adventure awaits!

Table of Contents

Things to know before visiting the florida keys, day 1: miami to key largo, day 2: around key largo and islamorada, day 3: drive to key west with stops along the way, day 4: key west activities, day 5: key west to marathon.

Megan walking through palm trees at Isla Bella Beach Resort in Marathon in the Florida Keys

Before embarking on your Florida Keys road trip and Miami to Key West drive here are a few things to know before you go to help you plan a great trip.

  • Highlights on this Florida Keys road trip itinerary from Key Largo to Key West include:
  • Snorkeling at John Pennekamp Coral Reef State Park (the first protected underwater preserve in the US)
  • Driving on the Seven Mile Bridge
  • Get close to birds of the Florida Keys at Florida Keys Wild Bird Center
  • Feed Tarpon Fish and get on the water at Robbie’s of Islamorada
  • Ernest Hemingway Home & Museum + its collection of polydactyl cats in Key West
  • Sampling the flavors of the Florida Keys on a food tour in Key West
  • Visit the Southernmost Point of the Continental US!
  • Visiting historic landmarks and nightlife in Key West
  • Visit Sea Turtles at a rescue and rehabilitation center
  • Relaxing on beaches next to some of the most beautiful water in the US!

Renting a Car For Your Florida Keys Drive

Cars driving on the overseas highway in the Florida Keys road trip

We recommend preparing for your rental car in advance for Miami International Airport (MIA). Getting to the car rental places at the airport is easy. 

Once you collect your baggage you follow the signs to the MIA Mover that takes you to where the car rentals are.

We recommend booking your car rental in advance with Expedia.

Before purchasing car insurance be sure to check with your credit card company to see if it already included in your perks. If you do have rental car insurance coverage with your credit card, be sure to check to see if you need to have a letter from the credit card company proving your insurance so you don’t end up getting pressured into buying the insurance you don’t need on the spot.

Some rental car companies require this letter proving coverage from your credit card company which is easy to get with a phone call but you need to come prepared.

Florida Keys Road Trip Mile Markers

Mile Market 0 in Key West

On your drive to Key West you’ll be driving along what is known as the Overseas Highway , a 113-mile route that takes you from Key Largo to Key West. Much of the Overseas Highway was actually built on a former railroad and has seen the wrath and damage of hurricanes over the years. By the 1950s this had become the popular route to drive from Miami to Key West and embark on a Florida Keys road trip!

Another interesting fact, once you start your Florida Keys road trip itinerary and drive from Miami to Key West you will notice that there’s alot of talk about Mile Markers . These Mile Markers indicate the location or address in reference to the number of miles north of Key West’s Mile 0.

As the address numbers get smaller, this indicates the further south you’re going closer to Mile Marker 0.

For example, the first stop on our itinerary is Kona Kai Resort Gallery & Botanic Gardens. Their address is 97802 Overseas Hwy. Their street number indicates they are 97.8 miles away from Key West.

Once you get to Key West you can take your photo with the famous Mile Marker 0. These Mile Markers can also indicate how far of a drive it is between your planned stops.

With Google Maps now you don’t need to calculate the Mile Markers yourself but it’s a fun little tidbit of knowledge to know on your drive from Miami to Key West.

Reef Safe Sunscreen

Megan relaxing in a hammock at Kona Kai in Key Largo

The Florida Keys can be hot and the sun is strong down here! This goes without saying, but you need to come prepared with sunscreen. If during your Florida Keys road trip, you plan on getting in the water we urge you to use reef safe sunscreen. Did you know that most sunscreens are filled with chemicals that are toxic and harmful to the environment?

Two harmful chemicals often found in sunscreen are oxybenzone and octinoxate that contribute to coral bleaching. Other harmful chemicals include petrolatum and titanium dioxide.

Shockingly, finding reef safe sunscreen along your Florida Keys road trip isn’t so easy and may require multiple stops, so we urge you to come prepared with your own. We have picked out a few you can purchase online in advance to prepare for your trip below.

Many reef safe sunscreens require a bit more time to ‘apply’ as there is often zinc in the sunscreen, and some even leave a faint white appearance after applying to your skin. We found Thinksport to be one of the easier reef safe sunscreens to apply. Also, if you apply a small amount at a time it’s much easier to apply!

When’s the best time to visit the Florida Keys

Old church house in Key West

The best time to visit the Florida Keys is in the winter months, this is the most popular time because the weather is the most comfortable and people are escaping their cold weather homes to visit one of the best warm winter vacations in the USA .

The spring months are a good time to visit the Florida Keys before the temperatures get too hot and humid and there are way fewer crowds and lower room rates than in the popular winter months.

Hurricane season is between June and November so its a gamble to travel during this time.

Be sure to also check out our guide for the best places to stay in the Florida Keys to help you plan your trip!

Back to the Top

Key Largo from above taken along our Florida Keys road trip

On your first day on the Miami to Key West drive, we are recommending you stop at Key Largo to explore the northern Keys extensively. We have recommended where to stay as well as some great activities to enjoy.

We recommend spending some time in Miami before your trip, even if it’s just an afternoon. We recommend checking out the colorful Miami neighborhood of Wynwood if you only have time for one stop!

Kona Kai Resort Gallery and Botanic Gardens

Address: 97802 Overseas Hwy, Key Largo

(~ 63 miles or 1 hour 15 minutes drive from MIA to Key Largo)

Our first stop on our Florida Keys road trip itinerary is a place for rest and relaxation in paradise. There’s nothing more taxing on the body than flying and we like to take it easy on days that involve flights because they suck so much of our energy out of us.

Start your Florida Keys itinerary at Kona Kai Resort Gallery and Botanical Gardens in Key Largo made up of individual cottages on the waterfront. We are recommending using this resort as your base for the next two nights as we explore our days 1 & 2 Florida Keys itinerary attractions.

This boutique property not only has individual charming, beachy cottages for its guests located in a botanic garden but also a gorgeous waterfront location perfect for catching a sunset.

You will find little lizards and iguanas running around the botanic garden as you make your way to the beach on the walkway. The small botanic gardens here are actually one of only two frost-free tropical botanic gardens in the continental US!

With your stay, you get free access to kayaks, stand-up paddle boards, and paddle boats . There’s also a pool and hot tub for swimming. Along the water, you can find a dock for sunbathing, sunset watching, and hammocks under the swaying palm trees to relax.

Each of the cottages at Kona Kai Resort Gallery and Botanical Gardens comes with a fully equipped kitchen, so if you do like to cook on vacation you have this option but there are plenty of incredible seafood restaurants nearby.

We recommend spending the first afternoon after flying and driving relaxing by the waterside here with your drink of choice before kicking off the rest of your Florida Keys road trip. Book Now on Booking.com

Dinner at Sundowners

Address: 103900 Overseas Hwy, Key Largo

One of the most popular spots in Key Largo for dinner and sunset is Sundowners restaurant. The restaurant has a full bar and a menu full of local fish dishes located right on the water in the Florida Bay. 

This is only a 15-minute drive from Kona Kai Resort, so we ate dinner here before sunset and made it back to Kona Kai’s quiet dock for a more romantic sunset!

Moorings Village in Islamorada from above

On day 2 of our Florida Keys road trip we recommend continuing to explore the northern Keys including Key Largo and Islamorada before continuing the road trip to Key West.

Snorkeling at John Pennekamp Coral Reef State Park

Underwater Christ of the Abyss at John Pennekamp Coral Reef State Park snorkeling tour

Address: 102601 Overseas Hwy, Key Largo

One of our favorite highlights and first stop on our Florida Keys road trip itinerary involves some of the best snorkeling in the Florida Keys! The John Pennekamp Coral Reef State Park is the first underwater preserve in the United States protecting the Florida Keys barrier reef, the only reef system in the continental US.

John Pennekamp State Park includes mangroves you can walk through, seagrass beds, beaches to hang out on,  and the underwater barrier coral reef system you can witness by snorkeling.

Visitors can enjoy walking through the mangroves on a trail, hanging out on the beaches, snorkeling, scuba dive, and kayak. This is a protected area with wildlife, so you will definitely see iguanas basking in the sun, fish, and perhaps even crocodiles just by hanging out around the coastline near the visitor’s center.

We highly recommend reserving a snorkeling tour in advance for one of their multiple snorkeling tours throughout the day. The snorkeling here is very popular and during peak season you will definitely need a reservation.

We went on a snorkeling tour to the Key Largo dry rocks where you can snorkel among the coral reef with tropical fish and visit the Christ of the Deep underwater statue, a 4,000 lb bronze statue placed underwater in 1961. 

You can snorkel right up to the statue as the hands reaching above his head are just a few feet below the surface of the water. However, we highly recommend not touching the statue as there is fire coral all over the statue which you will be sorely sorry if you touch.

You can spend a bit of extra time exploring the rest of the park before or after your snorkeling trip before heading off to the next suggestions on our Florida Keys itinerary. 

Bring Your Own Reef Safe Sunscreen

Remember at the beginning of this Florida Keys road trip guide where I mention reef safe sunscreen? Shockingly, the visitor center didn’t sell reef safe sunscreen on our visit so you will need to come prepared yourself and plan in advance.

We have picked out a few you can purchase online in advance to prepare for your trip. You can see our suggestions earlier in this guide for the Florida Keys road trip itinerary.

Lunch at Mrs. Mac’s Kitchen

Mrs Mac's Kitchen in the Florida Keys

Address: 99336 Overseas Hwy, Key Largo (the second location is just further south by maybe 2 minutes)

A local restaurant everyone loves and worth a stop on your Florida Keys road trip itinerary is Mrs. Mac’s Kitchen. This kitschy joint has two locations just down the road from one another, we recommend trying to stop at the original location at 99336 Overseas Highway unless they are too full and you’re starving.

The original location is much smaller and has the old-school charm to it that made it a local favorite. Inside you will find license plates covering the floor to ceiling on the walls donated by guests who visit. This just goes to show how popular of a place this is that people plan to visit with their own license plate to decorate the restaurant!

The menu offers everything from seafood to comfort food and the Florida Keys’s signature dessert, key lime pie!

This restaurant gained so much popularity they were forced to open a second location down the street. This building itself was made for Instagram painted in pastel pinks and other fun colors. This location is much larger and better for bigger groups or if the line or wait is too long at the original.

We highly recommend saving room for dessert and getting a slice of their key lime pie!

Beer Tasting at Florida Keys Brewing Company

Florida Keys Brewing Company tap selection in Islamorada Florida

Address: 81611 Old Hwy, Islamorada

We love our beer and couldn’t do a perfect Florida Keys itinerary without stopping at least one of the breweries in the area. The Florida Keys Brewing Company is the first brewery in the north Keys and is a perfect place to stop for a cold refreshing beer on a hot day and our first stop on your drive to Key West in Islamorada!

They have a gorgeous tropical beer garden with fans outside that’s a great place to hang out in the early evenings or inside their colorful tasting room where there is a huge selection of their beer to try on tap.

We recommend trying a flight of beer so you can sample a few different of their specialty beers. They have quite an assortment and many infuse some tropical ingredients that are unique to the Florida Keys.

Something we love about this brewery is they often have a limited edition beer on tap that goes towards a local cause. During our visit they had a Double Hibiscus Kolsch made with local honey. Part of their sales go towards the nonprofit organization the Mote Marine Laboratory who is working on the Florida Keys disease outbreak known as the Coral Tissue Loss Disease that has coral mortality rates of 80% putting their reefs at risk of extinction.

We love that they are using their beer and the love of beer to help support local causes. It’s not often you get to drink for a cause! 

Sunset and Dinner at Morada Bay Beach Cafe

Dining at Morada Bay Beach Cafe in the Florida Keys

Address: 81600 Overseas Hwy, Islamorada

Our last stop for the day on our Florida Keys road trip is at Morada Bay Beach Cafe . This is the perfect place to unwind after a fun day in the Florida sun and have a delicious meal right along the water under a canopy of palm trees swaying in the tropical wind.

This restaurant and hotel has a gorgeous location right on the water and is the perfect place for a sunset. Dine with your toes in the sand or if it’s too hot you can sit in the indoor area with a waterfront view.

The atmosphere here is inviting and a fun place to enjoy a gorgeous slow sunset over dinner. They have a great variety of fresh seafood dishes. Stick around and enjoy a drink on the sand too.

This location was also used as a filming location for the television series, Bloodline .

Aerial view of the overseas highway on our florida keys road trip

After spending a few great days in the northern Florida Keys we recommend making a few stops on your drive to Key West on your Florida Keys road trip itinerary including lunch that doubles as a place for some great water activities before arriving to Key West.

Along your drive from Key Largo to Key West on the Overseas Highway you will cross the famous Seven Mile Bridge that’s completely surrounded by water. The famous Seven Mile Bridge is one of the longest bridges in the world, spanning seven miles across open water from Marathon to Little Duck Key.

The original bridge which you can see running parallel to it was the most famous because of its narrow lanes passing over a large body of water. It was a dangerous road that required alot of attention when crossing it and has a 2.2-mile section that is now only open to pedestrians and cyclists.

The modern bridge is much safer for vehicular traffic and is absolutely a once-in-a-lifetime experience to drive along a road like this where you’re surrounded by gorgeous blue water below.

Florida Keys Wild Bird Center

a little bird at the Florida Keys Wild Bird Center

Address: 92080 Overseas Hwy, Tavernier

Continue your Miami to Key West drive on the Overseas Highway stopping at the Florida Keys Wild Bird Center . This is a family-friendly activity where you get to see and experience all kinds of wild bird species while your visit helps fund this wild bird rehabilitation facility to help release injured birds back into the wild.

There are two different facilities here, the Mission Wild Bird Hospital where they accept injured birds and rehabilitate them for release, and the Laura Quinn Wild Bird Sanctuary where the injured birds who couldn’t fully recover and thrive in the wild have their new permanent loving forever home.

The Mission Wild Bird Hospital is for staff only but there is an education center and gift shop here. We highly recommend visiting The Laura Quinn Wild Bird Sanctuary to see all kinds of wild bird species that now call this a forever home. The birds you find here are ones that were injured and couldn’t fully rehabilitate and thrive in the wild on their own.

You can learn a bit about each of the birds here including their name and the backstory of how they ended up here.

There is no set admission for visiting the Wild Bird Sanctuary, but they do recommend a $10 donation per person, or what you can give. This facility and program is a completely nonprofit organization and they keep helping birds from donations from visitors.

We personally fell in love with Booby. He is a masked booby bird who had a bold personality during our visit. It turns out he is a little local celebrity because a few years back the Florida Keys Brewing Company had a limited edition beer named after him and a portion of the proceeds come back to help fund the Wild Bird Center.

What’s great about visiting stops like this along your Florida Keys road trip is that just by visiting you are helping the cause and rehabilitation for animals by paying a small fee.

There are all kinds of interesting birds who are here that you’d probably have a very slim chance seeing in the wild, we highly recommend this stop on your Miami to Key West drive.

Lunch and Outdoor Activities at Robbie’s of Islamorada

Robbies of Islamorada legend of Scarface

Address: 77522 Overseas Hwy, Islamorada

Our next stop on our Florida Keys road trip itinerary includes another local favorite spot! Robbie’s of Islamorada not only has a great restaurant to eat at but they have all kinds of water activities to enjoy as well as an outdoor shopping market full of fun finds and local souvenirs. 

Depending on your arrival time we recommend getting lunch first at the Hungry Tarpon restaurant. This waterfront restaurant and bar is in a prime location on Lower Matecumbe Key. We recommend the fish tacos!

While you’re eating you can’t help but notice the people gathering on the dock feeding the tarpon fish. Grab a bucket of small fish and feed the giant tarpon right in the water outside the restaurant! Don’t worry, you won’t be feeding and befriending fish that they serve at the restaurant. No one eats tarpon fish because they are too bony.

The whole backstory and legend of the tarpon fish feeding tradition here goes back decades. The owner of Robbie’s saw an injured tarpon fish where its jaw had been sliced open from a hook. He and his friend stitched him up and took care of him in a tank until he was able to be released back into the water. They called him Scarface because of the big gash in his jaw.

When they released Scarface he didn’t just go away and live on his own, he left and came back with a ton of his friends and now they still feed them. Or that’s at least what they claim the legend to be.

If you still have more time for fun in the sun here you can always check out parasailing, jet ski rentals, kayak or stand-up paddleboard rentals, or just shop around before finishing the drive from Key Largo to Key West.

Drive and Settle in to Key West

Perry Hotel Key West room

Continue your Florida Keys road trip by making your final stop at Key West. Depending on what time you arrive we recommend checking in to your hotel first.

We stayed at the Perry Hotel Key West . This location is a bit outside of where all the action is in Key West, but the hotel property is gorgeous and located right on the water. They have Vespa scooters for rent, a free shuttle that goes to downtown Key West, or since you have a car on your Florida Keys road trip then you have the option to drive yourself.

Book on Expedia.com | Check out rates on Hotels.com

If you prefer to stay closer to town and walking distance to everything we recommend trying one of the gorgeous properties available. Southernmost Beach Resort is a beautiful 4-star hotel located near the southernmost point of the continental US marker!

Dinner at First Flight Island Restaurant & Brewery

First Flight Beer in Key West

Address: 301 Whitehead St, Key West

After completing your Key Largo to Key West drive and are continuing on your Florida Keys itinerary, we recommend getting settled into your hotel then heading out to enjoy dinner at this historic location/great restaurant and brewery!

First Flight Island Restaurant & Brewery is located in the building where the first PanAm international ticket was sold and the birthplace of Pan American World Airways in 1927.

You can see traces of aviation history here if you look closely as well as artifacts around the restaurant deor. They have their own beers on draft here and a delicious menu of seasonal dishes.

We loved the canopy garden seating in the evening too as it had a tropical atmosphere that makes you feel like you’re really on vacation.

The Hemingway House in Key West

A Florida Keys itinerary wouldn’t be complete without spending at least an entire day enjoying all the incredible things to do and see in Key West . We are going to list some of our favorite activities to enjoy on Key West to pick and choose what you’d like to see.

All of these attractions we mention in this guide are within walking distance from one another. If you find yourself tired of walking you can always use the free Duval loop shuttle to get you close to all the locations you’d want to visit.

The Hemingway Home and Museum

a cat in the bathroom at the Hemingway Home in Key West

Address: 907 Whitehead St, Key West

Easily one of my favorite stops on our entire Florida Keys road trip was the Hemingway Home and Museum . Did you know that Ernest Hemingway spent 10 years of his life here in Key West? His old home is now a museum open to the public, but it’s not just the prolific author’s home that attracts visitors.

The Hemingway Home is famous for having its collection of polydactyl cats who live here to this day. During Hemingway’s years in the house, he started with one cat with extra toes and in its peak had between 50-60 cats on the property.

To keep the tradition alive, the museum keeps that many polydactyl cats on the property where they live their lives like the royalty they are at one of the most famous and nicest houses in Key West.

The cats are as much of the history of this house as Hemingway himself. I could have spent all day here!

There are 30-minute guided tours often, but you don’t need to join one to enjoy the property. The admission is $14 for adults and $6 for kids, be sure to bring cash as they do not take credit cards.

Forgot cash? There are ATMs near the Hemingway House & Museum at 724 Duval Street and another at 1075 Duval Street.

If you’re a huge Hemingway fan, check out this Hemingway’s Life and Local Food Walking Tour which takes you to various landmarks that were important to Hemingway in Key West while eating local specialties along the way!

Key West Butterfly and Nature Conservatory

Flamingo in the butterfly conservatory in Key West

Address: 1316 Duval St, Key West

Another great stop in Key West is the Butterfly and Nature Conservatory . What looks like a house on the outside is actually a butterfly conservancy and tropical garden with little critters from birds to butterflies. 

Walk through the tranquil tropical gardens while witnessing some of the most beautiful tropical creatures who are inside.

There are also two rescued flamingos who call this conservatory home that are a treat to see up close in person!

General admission tickets are $15 with lower rates for seniors, military, and kids, children under 3 get in for free. Keep in mind the last admission is at 4:30 PM so plan your visit to this awesome Florida Keys attraction accordingly.

Southernmost Cultural Food & Walking Tour

Key West Food tour conch fritter

If you’ve followed our blog long enough you know how we feel about food tours. We LOVE THEM! This is one of the best ways to try a bunch of different local dishes/restaurants and learn the history of where you’re visiting.

The Key West Food Tours journey is 3 hours long stopping at some of their favorite local spots to eat from Cuban cuisine to a great rum bar with a history dating all the way back to the prohibition.

This is a great way to spend lunch during your Florida Keys itinerary stop in Key West, be sure to secure a reservation in advance. They also offer cocktail tours if that’s more up your alley!

Southernmost Point of the Continental US

Southernmost-Point-of-the-continental-US-in-Key-West

Address: 1400 Whitehead St, Key West

A road trip to Key West wouldn’t be complete without visiting the Southernmost Point in the Continental USA! This is one of the most popular photo spots in Key West at the Southernmost Point Buoy.

You’ll surely see a line here waiting to get a photo unless you come early in the morning. This spot signifies the southernmost point in the continental United States, but if you are a person who really likes to focus on technicalities, the actual southernmost point is located a few blocks over on private property and is inaccessible to visitors.

Walk down Duval Street

The Strand on Duval Street in Key West

Easily the most iconic street in Key West is Duval Street. This is where you will find tons of bars and shopping in what feels like the Bourbon Street of Key West.

This commercialized street connects the Southernmost Point to Mallory Square with plenty of places to stop along the way if you want to drink, dine, or shop.

A few highlights on Duval Street include:

  • Grabbing a drink at bars like Hog’s Breath Saloon or Green Parrot Bar
  • Explore the Mel Fisher Maritime Museum
  • Join a Key West haunted pub crawl tour through Duval Street
  • Ride the famous Conch Train which takes you through historic stops like Duval Street while learning about the history of Key West and its attractions!
  • Embark on the Ghosts of Key West walking tour on Duval Street and learn the haunting history of Key West and see Robert the Doll!

Sunset Celebration at Mallory Square

The shell warehouse at mallory square market in key west

This waterfront square is another great stop in Key West on your Florida Keys road trip. There are outdoor and indoor shops, museums, and waterfront outdoor entertainers who gather here. This scene gets lively in the evenings, especially during peak season and is a fun place to gather.

Along the water from two hours before sunset until sunset is known as the Sunset Celebration at Mallory Square.  This is when all the performers come out and where many gather to enjoy the sunset together. It’s actually an official thing here!

And while you’re here, if you’re interested in shipwrecks and the treasures on old ships, check out the Key West Shipwreck Treasure Museum which is located right here too, this museum is filled with treasures found from shipwrecks off the Florida Keys and Key West!

Truman Little White House

Truman Little White house in Key West

There are many famous historic homes in Key West, you’ll notice this as you’re walking around and see a plaque for many different houses explaining who lived there and why it’s a historic landmark. One of the most famous, besides the Hemingway Home is the Truman Little White House .

This was the winter home for Truman during his presidency. Truman wasn’t the only US president who used this house though, Taft, Kennedy, Eisenhower, Carter, and Clinton all used this home during their presidency as well used as a facility and a vacation home.

There is a museum inside if you wish to learn more, if not this is just a fun stop while wandering Front Street, one of the most gorgeous streets to walk down filled with historic homes and lush greenery.

Cinema Tropic in Key West

The Key West road trip section is now complete, now that we spent time doing all the spectacular activities offered here we recommend spending your last days making your way back up to Miami for your departure and complete your Florida Keys road trip itinerary with more fun stops along the way.

We stopped in Marathon which is an hour north of Key West and another beautiful place to stop on your Florida Keys itinerary.

You can spend the morning in Key West and head towards Marathon around lunch time. This would also depend on what time your appointment is at the Turtle Hospital. If you’ve had enough of Key West we recommend scheduling in some extra downtime relaxing at the resort we recommend staying at in Marathon.

Breakfast at Blue Heaven

Megan outside of Blue Heaven in Key West

Address: 729 Thomas St, Key West

Don’t leave Key West just yet, you need to try one of the most famous brunch spots in the Florida Keys. Blue Heaven is located on the best foodie street in Key West, Petronia Street (and the corner of Thomas Street) and is a crowd favorite.

This place is steeped with island history from being a place where Hemingway himself attended the boxing matches, being a brothel, to a cock fighting location. While this place is far from that today, you can still see traces of its history if you look closely, it is said you can see the peep holes in the building for those who used to come for the brothels.

This jungle garden hang out spot gives you the chance to eat with the sand beneath your toes without being on the beach. They have a full bar and serve up some tasty Floridan-Caribbean dishes for brunch including lobster benedict and shrimp grits!

Turtle Hospital 

a crowd watching a turtle at the Turtle Hospital in Marathon

Address: 2396 Overseas Hwy, Marathon

The Turtle Hospital is one of the best stops and most popular stops on a Florida Keys road trip. This turtle hospital treats injured endangered sea turtles who are brought to the facility. This is where they are rehabilitated and released back in the wild or if not, they are looked after the rest of their lives here.

The Turtle Hospital does require a reservation to join a 90-minute guided tour teaching you about the endangered species you’ll witness in the Turtle Hospital, see the facility where they are treated, and see the open tanks of water where the sea turtles are living until they are healthy again to be released back in the water.

Your admission goes to funding this nonprofit facility and if you wish to donate more you can. We recommend calling a few days in advance or in peak season maybe even a few weeks in advance to make sure you can grab a spot on the tour.

Call the Marathon Turtle Hospital to reserve your spot on a tour (305) 743-2552

Lunch at Castaway Waterfront Restaurant & Sushi Bar

lionfish sashimi with gorgeous presentation at Castaway waterfront restaurant and sushi bar

Address: 1406 Ocean View Ave, Marathon

Our next stop on our Florida Keys road trip itinerary for a meal is a restaurant that is doing something great for the local marine environment at Castaway Waterfront Restaurant & Sushi Bar . During recent years, non-native lionfish have been threatening the marine environment off the Florida Keys.

The lionfish is native to Indo-Pacific waters and it’s a mystery how they found themselves here in the Florida Keys. They are an invasive species that are capable of causing the extinction of native plants and animals. The spines on the lionfish are venomous and can sting. This makes them have very few predators. In addition, they have a very rapid reproductive rate and they eat alot.

The lionfish were quickly wiping out young populations of fish which were damaging to the entire biodiversity of the area. Local fishermen are doing what they can to hunt the lionfish and serve it on menus because its actually a quite delicious fish to consume.

However, that is also difficult because the only way you can really hunt lionfish is by spearfishing in deeper waters making it a hard fish to hunt in large quantities.

Castaway’s owner John fishes himself for lionfish that are served in the restaurant as sushi rolls. This is not only a great way to try lionfish but to help the local biodiversity in the waters here in the Florida Keys.

They offer dozens of beer on tap, an extensive sushi menu, and a regular seafood menu to choose from. This is a great stop for slow lunch right on the water and we recommend trying the lionfish while you’re here!

Relax at Isla Bella Beach Resort

Lounging at Isla Bella Beach Resort in Marathon in the Florida Keys on our Florida Keys road trip

Our final stop on our Florida Keys Road trip itinerary is the perfect place to unwind and reminisce on all the good times you had on your vacation. The incredible waterfront Isla Bella Beach Resort is the perfect place to do it.

Their waterfront villas are gorgeous and comfortable, a great way to pamper yourself before the end of your trip. There are several pools on the property as well as beachside cabanas you can hang out and relax in.

The views here are incredible and relaxing. There’s also a beachside bar with slightly overpriced drinks, but you’re paying for the location here! And an Italian restaurant on site.

If you don’t want to stick around for dinner they do offer bicycles you can borrow from the property to explore anything nearby.

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The Florida Keys are known as a chain of islands off the southern tip of Florida famous for its scenic drive to Key West across many bridges and oceanside highways, crystal clear blue water, marine life, water sports, and famous food like key lime pie. The Florida Keys are a very popular warm winter vacation spot in the United States.

An ideal amount of time for a Florida Keys road trip would be a minimum of 5 days and even better with a full 7 days so you can add in more stops and outdoor excursions to your trip.

The best time to visit the Florida Keys is in the winter months from December through February after hurricane season has passed in November, this is the most popular time because the weather is the most comfortable. The spring months of March and May are also great time to visit the Florida Keys as there are fewer crowds and you can find better deals on hotels.

Hurricane season in the Florida Keys is typically June through November.

The drive from Miami to Key West is 159 miles (256 kilometers) and takes approximately 4 hours to drive nonstop over the Overseas Highway.

The Overseas Highway is 113-miles long and starts in Key Largo and ends in Key West, it takes 2.5-3 hours to drive the entire Florida Keys on the Overseas Highway.

We hope you enjoyed our guide to the perfect 5 day Florida Keys road trip and Miami to Key West drive guide. If you found it helpful consider bookmarking for later or sharing on Pinterest below.

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Miami to Key West Road Trip Itinerary | All the Best Stops!

By: Author Adam

Posted on Last updated: 12 March, 2024

Miami to Key West Road Trip Itinerary | All the Best Stops!

This thin strand of pavement skipping along bridges through the Florida Keys is one of the best road trips in the country. If you are thinking about making the drive from Miami to Key West, this Key West drive guide is for you.

The distance from Miami to Key West is a 165 Mile drive and should take you just 3 hours and 20 minutes if you drive to Key West straight without any stops – but then you’d miss one of the greatest American road trips.

We suggest a 2-3 day road trip driving through the Florida Keys to hit most of the best road trip stops, with a few nights to end your Key West drive.

We love this drive and have personally done this drive eight times, and heading back again this year! We always start our drive to Key West in Miami, but you can easily reverse the below guide if you drive northbound from Key West to Miami.

In this Key West road trip guide, we are going to share some of our favorite things to do in the Florida Keys and the best stops in the Florida Keys along the Overseas Highway!

  • Best Stops on a Miami to Key West Drive
  • Our Favorite Places to Stay in the Florida Keys
  • Where to Eat on a Key West Road Trip
  • Things to do in Key West & Where to Eat
  • Miami to Key West FAQ

Using the Mile Markers on the Overseas Highway

The first thing to understand is that most of the attractions on a Miami to Key West road trip are referenced by what Mile Marker they are located near.

At Mile Marker 118, you are officially in the Florida Keys! From here, you are just over 100 miles from Key West, with lots of fun adventures ahead of you.

At the southwestern end of Key West lies the end of the road at Mile Marker 0. Between those mile markers, there are plenty of amazing stop-offs with lots of fun and adventures.

On your drive to Key West, you’ll pass through hundreds of small islands, which are called Keys, that make up the Florida Keys. The Keys are all connected by Highway 1 or “The Overseas Highway.”

Top 20 Best Places to Stop on the Drive from Miami to Key West

Every good road trip needs a destination, but many times, the things to see along the way are what really make the trip, and the drive from Miami to Key West is no different.

The Overseas Highway is full of fun and sometimes quirky stops to break up the drive on the way down to Key West. This great American road trip is full of gorgeous beaches, Florida State Parks, tasty restaurants & breweries, and more.

Here’s a collection of some of our favorite stops that are organized from north to south, as you’d find them on the drive down to Key West, labeled by the nearest mile marker on HWY 1.

If you are driving from Key West to Miami, you’ll start at the bottom and work your way up to Miami.

Miami skyline at night from Mandarin Oriental Miami

Many people choose to start their Miami to Key West drive by flying into this vibrant city and renting a car in Miami – but don’t just land and leave Miami.

There are a lot of great sights, beaches, and, of course, amazing restaurants in Miami. If you are starting your Florida Keys drive in Miami, do yourself a favor and spend at least a night one night in Miami.

If you do spend a day or two in Miami, here are some of our favorite things to do in Miami to help plan your ultimate Miami itinerary. If you get a rainy day, check out some of the click here for a list of Miami museums.

We really like to stay at this Miami hotel, the Iberostar Berkeley Shore Hotel . It is in a great location right on Miami Beach, with a nice pool, a beach area with chairs & umbrellas (a big selling point for us), parking, and more.

Another good place to stay in Miami, and where we recently stayed, is this hotel Uma House by Yurbban South Beach . It is located in South Beach, but not right on the beach.

The hotel is new, has a great location, and is an easy walk to South Beach and restaurants. It is a super cute smaller hotel that has room options with separate bedrooms, which are great for families traveling with kids in Miami.

Cypress trees in the calm swap of the Everglades National Park during a Miami to Key West Road Trip

2. Everglades National Park

On your way down to the Florida Keys on Highway 1, a turn-off just south of Florida City will take you into a portion of the Everglades National Park.

In this guide, we will focus more on the Florida Keys portion of the road trip, but if you have more time, Everglades National Park is definitely worth a stop.

Most of the Florida Everglades airboat tour companies don’t leave from Key Largo. Click here for more information on Florida Everglades tours .

Click here for the best Everglades National Park tour – Small group boat, kayak, and walking guided Eco Tour. 

3. John Pennekamp Coral Reef State Park – (Mile Marker 102.5)

This Florida State Park was the first underwater park in the United States and covers about 70 square nautical miles. At John Pennekamp Coral Reef State Park, there are mangrove swamps to kayak and hammocks to lounge in, but the main draw to the park is what lies beneath the surface.

Under the waves, you’ll find beautiful coral reefs, plenty of sea life, and even an underwater sculpture. In addition to the natural wonders, the visitor center also has a 30,000-gallon saltwater aquarium filled with some of the same sea life you’ll find in the state park.

If you have time, this is our favorite snorkel trip in the Florida Keys at John Pennekamp Coral Reef State Park.  A glass bottom boat tour is a must, book this really good, and super cheap boat tour .

Before or after visiting the state park, stop at Alabama Jacks, our favorite tiki bar in Key Largo. If you are looking for another nearby state park, just a few minutes’ drive away is Dagny Johnson Key Largo Hammock Botanical State Park, which is at mile marker 106.

Where to Stay Between Miami and Key West

Most people rush their drive down to Key West, which is deserving of your time, but there are lots of things to see in the Northern and Middle Keys, too.

We suggest staying at least a night or two in the Northern or Middle Keys and, if you have time on your road trip, both.

  • Iberostar Berkeley Shore Hotel – Miami
  • Kona Kai Resort – Key Largo
  • Cheeca Lodge – Isla Morada
  • Southernmost Beach Resort – Key West

4. Spiegel Grove Ship Wreck (about 6 miles offshore from Mile Marker 102)

This massive Navy ship sits about 6 miles from the shore of Key Largo and is one of the top dive sites in the Florida Keys.

In 2002, it was intentionally sunk to create an artificial reef and home for marine life. At the time of the sinking, the 512 ft ship was the largest ship ever to be intentionally sunk for use as an artificial reef for scuba diving. It is a must for divers visiting the Florida Keys.

5. Cruise on the Africa Queen (Mile Marker 100)

Movie buffs will surely want to pull over to take a scenic ride through the canals of Key Largo aboard the ship from the movie, The African Queen .

Featured in the 1951 movie starring Humphrey Bogart and Katharine Hepburn, this boat was built in 1912 and worked in East Africa building railroads before it became a star.

6. Mile 88 Beach & MM88 Tiki Bar (Mile Marker 88)

Soak in the tiki vibes at Plantation Key’s Mile Marker 88 Beach and Bar. With an unobstructed view to the west, this is also a great spot for sunset and a few sundowners.

If you want to hit some of the best Florida Keys bars , make sure to pull off at Mile Marker 88!

A statue of a giant lobster along Highway 1 the overseas highway to Key West at Rain Barrel

7. Rain Barrel Artisan’s Village & Lobster Statue (Mile Marker 86)

This road trip stop in the Florida Keys is easy to spot, with a statue of a giant lobster named Betsy sitting out front.

Many people stop for a selfie with the lobster and then realize there is a fun artist village here as well.

8. Islamorada Sandbar Island Party (Near Mile Marker 84)

The sandbar located right offshore from Islamorada is the perfect place to spend an afternoon in the Florida Keys!

You’ll find boats parked here just about every day, but on Sundays – this is the place to be.

On the weekends’ hundreds of boats gather for an informal party in the crystal clear waist-deep water! You can charter a boat of the day and enjoy this unique local party.

Join this Waverunner tour, which visits the famous Islamorada Sandbar, mangrove tunnels, go under Whale Harbor Bridge, and more!

Another great option if you are traveling with a group and looking to go on a fun tiki boat. You can rent this Tiki boat for a private 3 hours Islamorada Sandbar Tour .

9. History of Diving Museum (Mile Marker 83)

Whether you are a diving enthusiast or not, the history of Diving Museum should be a part of anyone’s Key West road trip itinerary.

Inside, there is a fascinating collection of diving equipment dating back hundreds of years – and YES, you can even put on an old-school diving helmet!

10. Islamorada Beer Company (Mile Marker 82)

You can’t miss the bright yellow building that make up Islamorada Beer Company and their adjoining distillery. Pull up a seat at the bar and grab a flight of tasty beers from the long list of brews.

Their IPAs were pretty solid, and it was fun to try some of the beers that included regional ingredients and local flare.

Best bars in Islamorada

11. cheeca lodge & spa (near mile marker 82).

After a long day of driving, nothing works out the kinks like a good massage. Here at Cheeca Lodge , they have one of the best spas in the Florida Keys.

Indulge in a massage on your way to Key West and make time to have lunch at the Atlantic Edge restaurant on the property, with great views of the sea.

12. Florida Keys Brewing Company (Mile Marker 81.5)

You don’t have to go very far between stops on a road trip from Miami to Key West to find fun places to grab a drink.

Also, one in Islamorada is the Florida Keys Brewing Company, which is one of the top breweries in the area. Their bottle cap tiled beer garden and taproom are surely worth pulling over for in your voyage down the Keys.

13. Feed the Tarpon at Robbie’s Restaurant (Mile Marker 77) – One of the Best Stops

One of our favorite stops on our Florida Keys road trip was Robbie’s Restaurant. Where else in the world can you have a 5-foot-long fish jump out of the water to grab a fish from your hand?

Robbie’s is famous for its terrapin feeding, which started after trying to nurse an injured fish back to health. You can buy a bucket of “fish food” to feed the terrapin, but just be careful. These fish are always hungry!

They also make some great food. They are open for breakfast, lunch, and dinner. We have eaten all three meals here. This is a must-visit stop for us every time we drive to Key West. The food is really good value for the price.

14. Dolphin Research Center (Mile Marker 59)

The Dolphin Research Center provides a forever home for animals that have been recused and rehabilitated but can’t be released back into the wild.

The research center was established in 1984 by Jayne & Armando Rodriguez as a non-profit to provide a habitat for dolphins and educational experiences for visitors.

15. Turtle Hospital (Mile Marker 48.5)

The Turtle Hospital started helping everyone’s favorite sea creatures back in 1986. Since then, they have rehabbed and released more than 1,500 turtles back into the water surrounding the Florida Keys.

On your road trip in the Keys, you can stop in and see the turtles that are currently being treated on one of their 90-minute tours that start on the hour from 9 a.m.-4 p.m. daily.

16. Seven Mile Bridge (Mile Marker 47-40)

One of the most impressive bridges you’ll ever drive across is located on the west end of Marathon in the Middle Keys.

As the name implies, this bridge spans seven miles across the sea, and in some spots, it’s so long and straight you can’t see the end of it.

Here, you’ll also find a walking bridge that was once a railway – it spans this stretch, too. However, in 2019, it’s under construction and not open the entire length.

For some really good views of the Seven Mile Bridge, head to Sunset Grille & Raw Bar in Marathon. This is one of the best restaurants in Marathon and our favorite place to watch the sunset in Marathon.

Aerial photo of the beach at Bahia Honda State Park Key West

17. Bahia Honda State Park (Mile Marker 37)

When putting together your Key West drive map, make sure to save an hour or part of the day to explore Bahia Honda State Park. This state park is one of the best state parks in the Florida Keys.

Bahia Honda State Park has some of the best beaches in the Florida Keys. The entire state park is over 500 acres and offers great snorkeling opportunities.

Head to the concession stand for snacks, kayak rentals, and information on their snorkeling tour to Looe Key National Marine Sanctuary. Bahia Honda State Park is less than half an hour’s drive from Marathon.

If you’re driving from Miami to Key West in an RV or campervan, there are three campgrounds at Bahia Honda State Park with a total of 80 campsites.

There are even three cabin rentals at Bahia Honda State Park, but your car must be able to go under the Bahia Honda Bridge with a max height of 6 feet 8 inches.

Reservations for camping at Bahia Honda State Park and cabins are in high demand. Reservations can be made 11 months in advance.

18. No Name Pub (Near Mile Marker 30)

This pub with no name is worth the short detour off of the Overseas Highway near the key that shares the “No Name” name. This place is full of kitsch, with the walls and ceilings covered in dollar bills.

It’s one of those old-time places that they just don’t make anymore. If this sounds like your kind of place, be sure to build it into your road trip itinerary for a drink or a bite to eat.

Renting a Car in Florida

Some people drive their own car from their hometown all the way to Key Wet. Some people rent a car in Miami and drive from Miami to Key West. Some people rent a car in Key West and drive to Miami.

We have taken several Florida road trips driving from Wisconsin down to Key West. We also rented a car in Miami and then started our Key West drive from there, and then flew home from Key West. There is no right or wrong way.

We use this car rental company when renting a car in Florida. They have the best prices, free cancelation, and no hidden costs.

We have found that it is best to fly into Miami, rent a car in Miami , drive from Miami to Key West, and fly home from Key West.

If time is not a problem, it is cheaper to return the rental car to Miami, and flights from Miami are almost always cheaper than flying out of Key West airport.

Where to Eat in the Upper & Middle Keys

Sol by the sea.

Fine dining with unobstructed sunset views in Key Largo at the Playa Largo Resort & Spa. It’s an excellent place for a special dinner or to celebrate being in the Keys! Many of the dishes here take hints of Caribbean Influences.

Mrs Mac's Kitchen Key Largo Florida outside of the restaurant

Mrs. Mac’s

An upper keys icon serving up classic dishes with an easy-going flare that made the Keys what they are. This place is a must for breakfast or brunch before continuing your Key West Road Trip.

It is one of the best restaurants in Key Largo for sure.

Atlantic’s Edge

Located at the Cheeca Lodge, Atlantic’s Edge is the perfect place for lunch or dinner with fantastic ocean views. We highly suggest the fresh fish tacos and salad if you are looking for a lighter lunch.

Chef Michaels

Chef Michaels is one of the best upscale restaurants in the Upper Keys. If you can get a reservation, we highly recommend it. They are known for their fresh seafood and steaks at Chef Michales.

Hungry Tarpon Restaurant

The Hungry Tarpon Restaurant is located at the famous Robbies of Islamorada for feeding the tarpon. It’s a great place to grab a bite to eat or drink before or after feeding the tarpon.

We stopped in for breakfast. Portions are large, the food is tasty, and it’s a great value.

The Lower Keys

As you make your way further south, the Keys become less populated and more natural until you get to the final few islands, like Key West.

While there may not be as many pull-offs with signposts, there are still many natural places to explore in this more rugged and wild stretch of the Florida Keys.

Keep your eye out for nice beaches like Bahia Honda and many places to put a kayak in the water.

Best Things to Do in Key West on a Road Trip

Once you reach Key West, you’ll have enough things to do to fill a few days and then some.

We compiled a Key West itinerary and compiled a shortlist of our favorite things to do in Key West to help you make the most of your next road trip.

Sunset Sail in Key West

One of the best things to do after a journey down the Florida Keys is to sit back and let someone else do the driving or sailing rather aborad a sunset catamaran cruise.

We sailed on this sunset sail with a full bar and live music with Sebago Watersports , and we highly recommend them. Sit back, enjoy a nice cold beverage, and watch sun set over the Gulf of Mexico.

Durty Harry's Key West Bar

Explore Duval Street at Night (and Day)

Duval Street is to Key West, as Bourbon Street is to New Orleans. While only slightly tamer (certain festivals excluded), Duval Street has a reputation for great Key West nightlife .

Just about any night of the year, you can find great live music, fun, and entertainment. The weekends are when the real parties are, while regional visitors are also coming down to partake in the parties.

If it is your first time in Key West, we suggest joining this Key West Pub Crawl . It will give you the lay of the land and include five drinks, and you’ll probably make a few friends to join you out later that night.

However, this doesn’t mean there isn’t anything to see on Duval Street while the sun is out. This historic street is home to a number of great art galleries, shops, and attractions – plus, you’re on vacation, and the bars are open during the day too!

Related Article: Things to do in Key Largo

Kayaking with Lazy Dog

We went on this Key West Mangrove Kaying tour with Lazy Dog . In our opinion, it was one of our favorite tours in Key West.

Grab a paddle and head out into the mangroves kayaking. You can rent kayaks here or take a guided kayak tour, which will bring you to the beautiful backwaters of Key West.

On one of their tours, you’ll paddle through mangrove creeks with blueish-green water, at some points only a few inches deep.

You’ll have a chance to spot all sorts of wildlife above and below the surface. Nurse sharks, jellyfish, and sea birds are frequently seen while kayaking in the lower keys. As a bonus, on some tours, you can even bring your dog!

Hemingway House

The world-renowned author Ernest Hemingway called Key West home for most of the 1930s. During his time in the Keys, his most successful books were published.

While in Key West, you can visit the home he shared with his wife of the time, Pauline. The Hemingways no longer live here, but descendants of Hemmingway’s 6-toed cats can still be found in the house and garden.

You can join this Hemingway Food and Walking tour . It starts outside the Hemingway House (it does not go inside the house, so you’ll have to do that on your own).

The tour follows in Hemingway’s footsteps, giving you a glimpse of his life and the history of Key West.

Stop in for a Drink at Sloppy Joe’s

A Key West trip would not be complete without a stop at Sloppy Joe’s! It is always busy, but the service is good and efficient.

It was made famous by one of Key West’s most memorable residents, Ernest Hemmingway, who frequented the bar and allegedly had a hand in naming the place.

Today, you won’t find Hemmingway, but you will find a big, open, lively bar with live music and food.

However, if you visit in July, you might see Hemmingway or at least a really good doppelganger at the annual Hemmingway Lookalike contest held at Sloppy Joe’s.

If you join the Hemingway Food and Walking tour , you will visit Sloppy Joe’s, as it is an important stop.

They are also super child friendly. On our second Key West trip, our son was one, and on our last trip to Key West, we had a three-year-old and one-year-old!

Another Key West travel tip – Sloppy Joe’s serves really good virgin drinks! I was pregnant on our first Key West road trip, and it was a nice, tasty surprise to see on their menu.

Key Lime Pie at Kermit’s

While every storefront from Mile Marker 118 to the furthest piers in Key West all claim to have the best Key Lime Pie , Kermit’s is the real deal.

Don’t miss this Key West institution on your Key West road trip! For a mid-day snack, be sure to grab a chocolate-dipped frozen slice of Key Lime pie on a stick. YES – it’s as good as it sounds.

wooden boardwalk leading out to Smathers Beach - One of the best beaches in Key West

Smathers Beach

This deep sandy beach located on the southern shoreline of Key West is arguably the best beach on the island .

Despite its stunning white sand, it’s not bursting at the seams with visitors. During most times of the year, you’ll have no problem finding a spot to lay your beach towel.

Southernmost Point Marker

This painted concrete buoy is a popular photo spot that marks the piece of land furthest south in the Continental United States. From here, it’s said only to be a short 90 miles to Cuba.

Snapping a selfie at the Southernmost Point Marker is a must on a Florida Keys road trip. A little Key West travel tip – go early!

The line to get your photo gets super long. If you go before 9 a.m., there are very few tourists waiting. This way, you can take a few photos.

Dolphin Watch and Snorkel with Honest Eco on their Electric Boat

Set sail with Key West’s first electric catamaran for a truly memorable eco-friendly experience with local wildlife.

Dolphins are regularly spotted in the water just offshore of Key West, and the snorkeling is good with clear waters.

This is the exact boat trip we took with Honest Eco. Check rates here .

Mile Marker Zero

This spot here ceremoniously marks the end of your Miami to Key West drive. This is the end of the road – Mile Marker Zero.

There are two signs, one on each side of the road – one for the end of the road and one for the beginning.

We suggest joining this guided bicycle tour of Old Town Key West , as it visits several of the stops on this list and more, including Mile Marker Zero.

Romantic Dinner at Latitudes on Sunset Key

Finish off any good road trip in style with dinner at Latitudes, voted one of the most romantic dinner spots in the country.

If you want a table at Latitudes for sunset, you need to make reservations as soon as you start planning your road trip.

Dinner tables are booked months in advance. If you have less time, you can also dine here for lunch, but you won’t get the full effect without the sunset, but still some great food.

Scallops at Matt's Stock Island Kitchen restaurant in Key West

Where to Eat in Key West

There’s no shortage of great food in Key West. We were really surprised at all the good food we had while visiting – we didn’t have a plate that we weren’t impressed with.

In a city full of top-notch restaurants, it can be hard to pick where to go. Make sure to indulge in some fresh fish too. Here are some of our favorite places with the best seafood in Key West.

Here’s a list of some of our favorite restaurants in Key West and standout meals from our recent trip to Key West. Make sure to check out our complete best restaurants in Key West article.

Cafe Marquesa

Our favorite meal in Key West was at Cafe Marquesa. We enjoyed everything we had. Their menu often changes as everything is fresh. We highly recommend the shrimp & grits appetizer and beignets as a dessert.

The restaurant is one of Zagat’s highest-rated restaurants in Key West. The chef, Graham Dailey, has been on Iron Chef and trained under Anthony Bourdain. If you are putting together a Key West map with foodie destinations, Cafe Marquesa should be on it.

Matt’s Stock Island

If you love brunch, you have to go to Matt’s Stock Island for their Sunday brunch. Every Sunday from 10:30 am – 2 pm includes three buffets (including a raw bar), unlimited small plates, and bottomless Bloody Marys & Mimosas.

We dined for dinner one evening as we weren’t in town on a Sunday morning. We started our meal with the crab beignets and scallops & bacon, and each got today’s catch blackened. Make sure to save room for dessert too. The Tahitian Vanilla Ice Cream Sammich is where it’s at!

Kermit Key Lime Pie shop

In addition to the pies, Kermit’s is a local’s favorite lunch spot. On the menu are nice wraps and awesome fries for reasonable prices.

Of course, save room for pie because leaving without trying a slice of Key Lime Pie would be a sin!

Latitudes at Sunset Key

If you only have one splurge meal, it should probably be Latitudes out on Sunset Key, and it should be dinner at sunset. If you are looking for one of the best waterfront restaurants in Key West this is it!

As the name of the island suggests, the sunsets here are pretty amazing and make for a special night. Make your reservations well in advance.

Cuban Coffee Queen

Start your day off right with a cup of classic Cuban coffee. This tasty little shop has two locations, one downtown and another by the waterfront.

In addition to coffee, the Cuban Coffee Queen serves up smoothies, Cuban-inspired sandwiches, breakfast favorites, and even desserts. Don’t miss the giant Key West postcard painted on the side of their waterfront location.

If you are looking for a more filling meal, make sure to check out our best Cuban food in Key West article . There are tons of great Cuban restaurants in Key West.

Miami to Key West Road Trip FAQs

Q: what is the distance from miami, and how long does it take to drive from miami to key west, florida.

A: There are 165 miles between Miami and Key West, and if you drove it straight, the Key West drive time would take a little over 3 hours.

However, with all the coolest stops between Miami and Key West, you should really plan on 2-3 days for a proper Key West road trip.

This will give you enough time to stop and visit some state parks, Key Largo, Islamorada, John Pennekamp Coral Reef State Park, the Everglades, Bahia State Park, and many more Key West drive highlights to experience the Florida Keys truly.

Q: How is the drive from Miami to Key West? Is it Worth it?

A: YES, it is one of the most scenic drives! Stop thinking about a Miami to Key West road trip and start planning. Keep reading to see all of the best stops between Miami and Key West along the route.

Q: Is it safe to drive from Miami to Key West?

A: Yes, the road from Miami to Key West is a popular drive with tourists and is very safe. You will mainly drive on the Overseas Highway (US Route 1), which goes from Key Largo to Key West.

Drive safely, take your time, and get ready for an epic road trip!

Depending on where in Miami you start your journey, it can take one hour to two hours to drive to Key Largo. Once in Key Largo, you will get on the Overseas Highway.

This part of the Key West drive is a straight shot. There is only one road to Key West. You literally can’t get lost.

Q:) How many bridges are the drive to Key West?

There are 42 bridges along the drive to Key West.

The most famous bridge in the Florida Keys is the Seven Mile Bridge, which is located just outside of Marathon. Seven Mile Bridge is seven miles long and connects Knight’s Key to Little Duck Key.

Q:) How many Keys are in the Florida Keys?

A:) There are over 800 keys that make up the Florida Keys that stretch over 180 miles. The longest key is Key Largo.

Q:) Driving Miami to Key West – When is the Best Time?

A:) There honestly isn’t a bad time. Driving to Key West during the weekdays, you’ll have fewer cars on the road and traffic.

If you are starting in Miami, make sure to check the traffic in Miami. We have always found leaving Miami early in the morning was better.

Once you are out of Miami and by Homestead/Florida City, traffic isn’t an issue. If you leave Miami before 8 a.m., there is a Starbucks in Florida City that you will be driving right by if you need some caffeine. It is about an hour’s drive from Miami to Florida City.

Q:) When is Hurricane Season in Key West and the Florida Keys?

A:) Technically, the Atlantic hurricane season runs from June 1 and ends November 30 every year.

Typically, hurricanes in Key West and the Florida Keys are more common from mid-August until mid-October. Remember, Florida is the hurricane capital of the United States.

The Miami to Key West drive is one of the coolest Florida road trips. 

Key west drive overview.

We hope our ultimate driving guide to Key West Florida has inspired you to take a Florida road trip. A Florida trip is always a great idea. We always have a great time in Southern Florida!

The beaches in Florida are a good portion of why we keep coming back time and time again.

If you have any Key West questions for us leave a comment below! If you have any Key West travel tips to share with us let us know!

Top 17 Things To Do in Key Largo Florida

sunset in the Florida Keys - Featured image with text over Things to do in Key Largo

Driving from Miami to Key West? Make sure to stop in Key Largo! There are tons of things to do in Key Largo you won’t want to miss.

15 Reasons to Put Panama City Beach on YOUR Bucket list

Orange beach sunset with text over - Things to do in Panama City Beach Florida - Featured Image

Panama City Beach is the perfect beach vacation. With its gorgeous beaches, diving, state parks, and more things to do in Panama City Beach.

14 Fun Things To Do in Fort Myers

Things to do in Fort Myers featured image woman standing between palm trees on Fort Myers Beach

With an average of 271 sunny days a year there isn’t a bad time to visit Fort Myers. The white sandy beaches are gorgeous, ton of things to do in Fort Myers, tasty restaurants, and much more to offer.

Don’t Forget to Pin Me for later!

View of the seven mile bridge from above in the Florida Keys during a road trip

Thursday 2nd of March 2023

Years ago I drove thru the Keys stopping in different spots and was on cloud 9 all day. It was one of the best days on earth so far for me and I am 63 now. You feel so free!!!

Hannah Lukaszewicz

Friday 24th of March 2023

The Keys def are cloud 9! You should come to do the drive again!!

Wednesday 11th of January 2023

Do you have a suggestion as to where to stay in Key West?

Friday 5th of January 2024

Right in Key West, we stayed at the Southern Most Resort and it was a great location. We walked most places and if needed took a cheap Uber.

Saturday 26th of November 2022

Thank you for this article. Trying some of these locations on our road trip to key west and can not wait!

Tuesday 1st of November 2022

Great article! I am planing a Miami to Keys roundtrip drive in March, I love many of the idea written here.

Friday 18th of March 2022

This information was fantastic! I have made my list and we are going on our trip soon. This was all so perfect. Now making the hotel reservations and cant wait for the food! I have stars by some of the places that I for sure dont want to miss. Thanks for the valuable info.

Map to Paradise

The Ultimate Road Trip Guide to Key West

Embarking on a road trip along the breathtaking Overseas Highway is a dream come true for many travelers. Connecting mainland Florida to the idyllic Florida Keys, this iconic stretch of road offers stunning vistas, turquoise waters, and a sense of adventure like no other. In this blog post, we invite you to join us on a Florida Keys adventure, as we traverse the Overseas Highway and explore the hidden gems that await along the route. Buckle up, roll down the windows, and get ready to immerse yourself in the beauty of this unforgettable journey.

key west

Table of Contents

Big pine key and the lower keys.

As your journey begins, start with a delicious Cuban coffee stop at a local café to energize your trip. We recommend checking out 1. La Colada Gourmet “THE HOUSE OF CUBAN COFFEE” (1518 SW 8th St, Miami, FL 33135) for an authentic experience.

Make a detour to explore the fascinating 2. Coral Castle (28655 S Dixie Hwy, Homestead, FL), an extraordinary feat of engineering and craftsmanship. Don’t forget, it’s a dog-friendly destination.

Next, indulge in fresh fruits and refreshing shakes at 3. Robert Is Here (19200 SW 344th St, Homestead, FL), a beloved fruit stand that’s been serving locals and visitors for decades.

Take a scenic drive through the southern portion of the 4. Everglades National Park , marveling at the unique ecosystem and wildlife that call this vast wilderness home.

Starting in the Keys, Key Largo welcomes you with its vibrant marine life and inviting beaches. Stop by John Pennekamp Coral Reef State Park , where you can snorkel, dive, or take a glass-bottom boat tour to discover the colorful underwater world. Don’t miss the chance to savor delicious seafood at local waterfront restaurants, such as the iconic Sundowners (103900 Overseas Hwy, Key Largo, FL 33037), Key Largo Fisheries Backyard Café (1313 Ocean Bay Dr Suite A, Key Largo, FL 33037) or Mrs. Mac’s Kitchen (99336 Overseas Hwy, Key Largo, FL), a local favorite known for its famous Key Lime Freeze and dog-friendly outdoor seating.

Next, make a pit stop at Betsey the Lobster (Mile Marker 102.7, Key Largo, FL) to pick up quirky souvenirs and delightful magnets to commemorate your journey.

Heading south, you’ll reach Islamorada, known as the “Sportfishing Capital of the World.” Take a break and cast a line for some unforgettable fishing experiences. Visit Theater of the Sea (84721 Overseas Hwy, Islamorada, FL 33036) to swim with dolphins or explore the History of Diving Museum (82990 Overseas Hwy, Islamorada, FL 33036) to delve into the fascinating world of underwater exploration. Fuel up with a visit to the quirky and dog-friendly Robbie’s Marina (77522 Overseas Hwy, Islamorada, FL 33036), where you can hand-feed tarpon and enjoy waterfront dining at the Hungry Tarpon. If you have time, pay homage to the resilient spirit of the Florida Keys at the Hurricane Memorial (Mile Marker 81.6, Islamorada, FL), a poignant reminder of the region’s history and resilience.

Learn about the conservation efforts to protect sea turtles at the Turtle Hospital (2396 Overseas Hwy, Marathon, FL), where you can witness these incredible creatures up close. Reservations are highly recommended! Next, take a leisurely stroll on the Little Duck Key Pedestrian Bridge, marveling at the breathtaking views of the turquoise waters and surrounding mangroves.

And before heading back on your journey, savor a mouthwatering Lobster Reuben sandwich at Keys Fisheries (3390 Gulfview Ave, Marathon, FL), while enjoying panoramic views of the marina.

As you venture further, the serene and secluded paradise of Big Pine Key and the Lower Keys unfolds before you. Explore the fascinating wildlife and spot adorable and unique Key deer at the National Key Deer Refuge . These deer are the smallest subspecies of white-tailed deer and can be found no where else but the Florida Keys. For an unforgettable experience, head to Bahia Honda Bridge and discover the remnants of the old Seven Mile Bridge (36850 Overseas Hwy, Big Pine Key, FL). Here you’ll get to experience panoramic views of the surrounding turquoise waters. If you haven’t refueled yet, take a pitstop at the dog-friendly No Name Pub (30813 Watson Blvd, Big Pine Key, FL 33043). This beloved local establishment known for its delicious pizza and rustic charm.

Your journey culminates in the vibrant and eclectic city of Key West, the southernmost point of the continental United States. Immerse yourself in the rich history and lively atmosphere of Duval Street, lined with shops, bars, and vibrant street performances. Visit the Ernest Hemingway Home and Museum (Whitehead St & South St, Key West, FL). Here, you can meet the descendants of the author’s famous polydactyl cats. Don’t forget to catch the famous sunset celebration at Mallory Square, accompanied by street performers and breathtaking views. For a dog-friendly dining experience, check out Sandy’s Cafe (located at 1026 White St.). This cafe serves delicious food in a cozy atmosphere. For more dog friendly restaurants in Key West, check out our blog post, _________.

The Florida Keys’ Overseas Highway offers an unforgettable road trip experience. Get ready to have an adventure filled with natural beauty, water adventures, and charming towns along the way. From Key Largo to Key West, each destination has its own unique attractions and flavors to discover. So, grab your sense of adventure, hit the road, and embark on a journey through paradise. The Overseas Highway awaits. Get ready to be mesmerized with its stunning vistas and the promise of an extraordinary Florida Keys adventure.

For more road trip itineraries and guides, visit: maptoparadise.com

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How to Take the Ultimate Florida Keys Road Trip

The best beach bars, hotels, restaurants, and places to visit on a drive down Florida’s Overseas Highway from Key Largo to Key West.

A drive down Florida's Overseas Highway from Key Largo to Key West offers the perfect blend of eccentric bohemia and chic joie de vivre . As the mile markers decrease, Old Florida charm sharpens into focus. Strip malls hawking beach sundries and snorkeling tours along the upper reaches of U.S. 1 give way to dazzling turquoise flashes as the road becomes more bridge than highway. The route south is festooned with the Keys' ubiquitous kitsch — a giant, spiny lobster presides over a local arts village, lipsticked manatees clutch mailboxes, and hand painted mermaids tempt passersby with the promise of sunset cocktails.

You could drive the 113-mile stretch in a little over three hours, but why would you want to? Road trips , especially one as iconic as this, are all about the stops along the way. So put the top down and cue Jimmy Buffet. Here's our guide to the best the Florida Keys has to offer.

Ease yourself into the Keys' laidback vibe just south of Homestead with a detour onto Card Sound Road. A stop into Alabama Jack's is a must, especially if you're a first-timer. The scrappy, waterside seafood shack has been the Keys' unofficial welcome wagon since 1947 and serves some of the best conch fritters around. Live music and the line of Harleys outside add to the honky-tonk scene.

With your internal clock synced to island time, cruise over Card Sound Bridge and into Key Largo where you'll find John Pennekamp Coral Reef State Park at mile marker 102.5. Explore the park's prolific marine life and a portion of the 360-mile Florida Reef Tract — North America's only living coral barrier reef — on a guided snorkeling tour . Or rent kayaks and head out for a paddle through miles of mangrove-lined wilderness trails.

Key Largo is at the epicenter of sustainability efforts in the Florida Keys, especially when it comes to reef health. At the Coral Restoration Foundation , researchers are rearing and planting corals in undersea nurseries. For a unique experience, snorkelers and divers looking to add an eco-tourism stint to their travels can assist scientists with outplanting and reef monitoring at active restorations sites.

After a day of sea and sun, check into the breezy Baker's Cay Resort , a lush retreat tucked into a secluded setting with gorgeous Florida Strait views. The resort partners with local environmental organizations to create eco-friendly guest programming. It was also the first resort in the Keys to join Reef Relief's " Skip the Straw " campaign.

You could easily spend a few days hopping around the string of tiny islands that make up Islamorada and while you do, The Moorings Village is the perfect place to call home.

Built on a former coconut plantation, the resort is home to eight private cottages nestled amidst tropical landscaping just steps from the Atlantic. Eight-hundred palm trees dot the property, and there's no shortage of hammocks for lounging beneath the verdant fronds.

Grab a paddleboard and head out for an ocean jaunt, watch the world go by from the cool shade of your porch, or while away a few hours by the gorgeous pool. If you can tear yourself away, single-speed beach cruisers are available for a pedal around town. Check out the galleries around the corner in the Morada Bay Arts and Cultural District — every third Thursday is the district's evening art walk — or pop into the beer garden at the Florida Keys Brewing Company for a hyper-local tasting flight.

Robbie's Marina , one of the Florida Keys' most iconic landmarks, sits on the tip of Lower Matecumbe Key, about five miles south at mile marker 77.5. The epitome of the archipelago's barefoot affability, Robbie's is a waterside shantytown of sorts that includes an outdoor marketplace, a marine sports outpost, and the Hungry Tarpon restaurant, named for the school of enormous silver fish that have been circling the docks for decades. Seven bucks will get you a bucket of bait and admission to the dock, and feeding the leaping, thrashing creatures provides a memorable diversion.

Afterwards, head out for an eco-tour through Islamorada's pristine waters with Captain Sam Zeher or just chill dockside with one of Robbie's Trailer Trash Bloody Marys, complete with a beef-jerky straw.

When the dinner hour beckons, shake the sand from your toes and head to Pierre's , an elegant plantation-style house with a wide verandah overlooking Florida Bay. A few miles north at Marker 88 , the chef serves the kind of super-fresh seafood one would expect to find in the sportfishing capital of the world. Tuck into cracked coconut-crusted shrimp and fresh Florida lobster on the outdoor patio with a glass of fruity Chardonnay — for a relaxed joint, Marker 88 has an excellent wine list. At either spot, the famous Keys sunset is guaranteed to put on a memorable show.

Even before Hemingway's old man took to the sea, the Keys were a saltwater angler's paradise, legendary for big game like sailfish, wahoo, and blue marlin. Though pulling a trophy fish from the ocean can be a thrill, sometimes the best part of casting a line is eating your catch later.

One of the best ways to do so is on a hook-and-cook adventure at Hawks Cay Resort on Duck Key, a pocket-sized island about 20 miles south of Islamorada. When it comes to relaxation, the resort offers a stunning adults-only enclave called Oasis Cay.

Get out onto the water with lifelong conch (i.e., Florida Keys native) Captain Dave Perry , who has been fishing the Keys for decades and runs charters out of the Hawks Cay Marina with Captain Justin Brunk. In addition to blue water hunting, the two specialize in fishing the reef for snapper and grouper, fish that can later be blackened, grilled, or fried for a hyper-local meal at Angler and Ale , the resort's dockside restaurant.

Connecting Marathon to the Lower Keys, the Seven-Mile Bridge is a highlight of any Keys road trip and driving it feels like being immersed in an ocean-themed movie. But before you do, take a ferry out to picturesque Pigeon Key for a dose of Keys history.

In the early 1900s, Florida tycoon Henry Flagler envisioned an Overseas Railroad linking mainland Florida to Key West. The project was nicknamed Flagler's Folly — no one believed his ambitious plan would come to fruition — yet, despite naysayers, the rail line was finished in 1912 complete with the engineering marvel that became the Seven-Mile Bridge. During the railroad's construction, more than 400 workers lived on Pigeon Key, which is now listed on the National Historic Register. Tours of the tiny island leave three times daily from the Pigeon Key Visitor's Center and offer a deep dive into the story of the railroad, its ill-fated demise, and the scenic highway travelers drive today.

The Lower Keys

Take a detour for some beach bliss at Bahia Honda State Park , a 524-acre swath of nature tucked between the Atlantic and the Gulf. Don't forget to drop by Sandspur Beach, long considered one of the best in the Keys.

On Big Pine Key, stop into the new Florida Keys National Wildlife Refuges Nature Center, which features exhibits spotlighting the Keys' four wildlife refuges including the nearby National Key Deer Refuge . Established in 1957, the refuge protects approximately 9,200 acres of land on Big Pine and No Name Keys that serves as habitat for endangered Key Deer. Stick to the speed limit around here — the diminutive creatures have been known to dart into the road, especially at dawn and dusk.

About 30 minutes south, you'll find authentic, Old Keys spirit on the docks of Geiger Key Marina at The Fish Camp . Founded by local restaurateurs Michelle and Bobby Mongelli, also behind the well-loved Hogfish Bar and Grill on nearby Stock Island, this open-air tiki bar and seafood joint claims to be on "the back side of paradise," which certainly feels accurate when you're sitting waterside with a plate of succulent Key West pink shrimp and a cold beer. The Sunday afternoon barbecue is legendary.

Head out to explore the labyrinth of waterways around Stock Island on a guided kayak tour with Lazy Dog Adventures . Trips leave from a tiny inlet on Cow Key Channel and wind through the mangrove tunnels and saltwater creeks hugging the edge of the Atlantic. The vibrant ecosystem provides a habitat for manatees, sea stars, tropical fish, and all kinds of shorebirds — many of which you'll encounter while paddling through the Keys' backcountry wilderness.

Key West exudes the same anything-goes bonhomie it did back in the day of rumrunners and speakeasies — only now it's infused with a shot of modern flair. Colorful conch cottages line the streets of Old Town, swank cocktail salons mingle with celebrated watering holes on Duval, and feral fowl give new meaning to free-range as they strut along the sidewalks crowing with carefree abandon. It also has an eclectic mix of top-rated hotels to suit every traveler.

Find respite from the downtown bacchanalia at the Parrot Key Hotel and Villas . The entire property breathes Old Key West charm. Walkways edged with white-picket fences wind through tropical gardens past hidden swimming pools and quaint, two-story clapboard bungalows. Bright-blue Adirondack chairs sit on covered porches, hammocks swing beneath shady palms, and ceiling fans spin lazily overhead at The Grove, the resort's new open-air restaurant. Parrot Key's complimentary shuttle delivers guests throughout the day to either a private beach club at Smathers Beach or to the heart of Old Town. For a DIY adventure, a fleet of single-speed beach cruisers invites exploration.

At four miles long and two miles wide, Key West is made for biking. Pedal through dappled sunlight along Whitehead Street to the Ernest Hemingway Home and Museum . Inside, passionate docents supply a glimpse into the profound yet tragic genius of one of the Lost Generation's most colorful characters. Pay further tribute to Papa at the Hemingway Rum Company , which produces the award-winning Papa's Pilar, named for the author's beloved fishing boat. The company's flagship headquarters, housed in a former tobacco warehouse, is part distillery, part tasting room, and part museum. Find a spot at the bar and sample delicious, dark and blonde Solera-blended rums amidst all variety of Hemingway-themed ephemera.

When the sun starts to set, climb aboard Danger Charters ' elegant, three-masted schooner for a wine-tasting sail that offers a polished alternative to the nightly circus — think fire juggling acrobats and hoop-jumping cats — at Mallory Square. Or take a quick jaunt on the private ferry to Sunset Key for a gastronomical adventure overlooking the Gulf of Mexico at Latitudes , the signature restaurant at Sunset Key Cottages . There, you'll dine on yellowtail, grouper, or cobia by the light of tiki torches with your toes in the sand. Innovative cocktails, crisp white tablecloths, and dreamy island views round out a memorable evening.

Florida Keys Road Trip – A Spectacular Drive from Miami to Key West

Enjoy the breathtaking turquoise waters around the islands of the Florida Keys on this fun-in-the-sun road trip.

Our Florida Keys road trip has all the best places to stop on a drive to Key West.  Experience the huge variety of outdoor activities in this tropical paradise.

Table of Contents

Florida Keys Road Trip Itinerary: 5 to 7 Days 

We recommend a one week trip to visit the major attractions of the Florida Keys.  To shorten your trip, remove the optional days.

  • Day 1 :  Key Largo
  • Day 2 :  Islamorada and Marathon
  • Day 3 :  Big Pine and Lower Keys
  • Day 4 :  Big Pine and Lower Keys (optional day)
  • Day 5 :  Key West
  • Day 6 :  Key West
  • Day 7 :  Key West (optional day)

Florida Keys Road Trip Map

The Florida Keys are made up of 5 regions. Click on any of the colored regions on the map to see our detailed articles.

20 Best Things To Do in the Florida Keys

  • Explore John Pennekamp Coral Reef State Park , the first undersea park in the US.
  • Enjoy a nostalgic voyage aboard The African Queen .
  • Experience the thrill of hand-feeding tarpon at Robbie’s of Islamorada .
  • Photograph ‘Betsy’ and see the vibrant arts and crafts at Rain Barrel Village .
  • Enjoy the natural beauty and history of Crane Point Museum and Nature Center.
  • Learn about sea turtle rehabilitation and conservation efforts at the Turtle Hospital .
  • Take a tram ride and explore the history of Pigeon Key’s Historic District .

Big Pine and the Lower Keys

  • Snorkel at Looe Key Reef, which teems with marine life.
  • Explore the mangroves on a backcountry kayak adventure .
  • Relax on the beaches of Bahia Honda State Park and walk the trail to the Old Bahia Honda Bridge
  • Wander through the charming streets of the Key West’s Old Town .
  • Step into the literary history of Hemingway at the Ernest Hemingway Home and Museum.
  • Discover more of Key West’s rich heritage in the many fascinating Key West Museums.
  • Pose and snap a photo at the Southernmost Point of the Continental US .
  • Witness the energy of street performers and breathtaking sunsets at Mallory Square .
  • Experience the eerie tales on the Key West Ghosts & Gravestones Tour .
  • Climb to new heights at the Key West Lighthouse & Keepers’ Quarters .
  • Immerse yourself in the enchanting world of butterflies at the Key West Butterfly & Nature Conservatory .
  • Discover history and enjoy the beach at Fort Zachary Taylor Historic State Park .
  • Sail into a stunning sunset on a Key West Sunset Cruise .

The first stop on your Florida Keys road trip is Key Largo.

Key Largo is known as the “Diving Capital of the World”.   John Pennekamp Coral Reef State Park protects part of the only living coral reef system in the continental United States, teeming with colorful marine life.  Explore the reef on diving, snorkeling, or glass-bottom boat tours.

Inland waterway and boat from deck of boat underway

The African Queen , the actual vessel used in the classic film, offers a nostalgic cruise through Key Largo’s canals and near-Atlantic waters.  Enjoy recreating scenes from the film and the Captain’s entertaining commentary.

At the Laura Quinn Wild Bird Sanctuary , walk the boardwalk surrounded by native vegetation and wetlands to see a variety of bird species.  The birds are housed in large enclosures with natural perching areas and are fed an appropriate diet. The sanctuary is dedicated to the care and rehabilitation of non-releasable birds.  Don’t miss the daily pelican feeding sessions.

For more details on Key Largo’s natural wonders and attractions, see our complete article, Key Largo in One Day .

Marina foreground green space mid-ground houses and water behind

Islamorada is a great destination to explore unique tropical attractions, or just to unwind and relax.  This village-like area, spread over six islands, offering activities for every interest.

Stop at the Rain Barrel Village and take your photo with ‘Betsy’, the giant lobster sculpture.  Inside this artisan village, find an eclectic collection of crafts and art galleries and fun shops showcasing local artists. 

For a get-up-close interaction with marine life, visit Theater of the Sea .  Experience the thrill of wading or snorkeling with dolphins, sea lions or sharks.  This marine park is a great family destination.  Everyone, parents and kids alike, enjoy the dolphin, sea lion and parrot shows.

Andy laying on dock with hand in air after tarpon leapt out of water for food - Robbie's of Islamorada.

Robbie’s of Islamorada is a must-visit attraction. Witness the tarpon feeding frenzy while enjoying a delicious seafood sandwich and local beer at the Hungry Tarpon Restaurant.  After your meal, buy a bucket of fish and feed the tarpon from the dock.  Be careful, they have a good jump as they grab the food from your hand.  Robbie’s is truly a unique experience.

For more details on visiting the Big Pine Key area, see our complete article, 9 Best Things To Do in Islamorada .

Aerial shot of highway through Islamorada - thin ribbon of road with offshoots of settlement surrounded by water

Marathon, Florida

At the half-way point on a Florida Keys road trip, Marathon offers a ton of recreational, fun activities.

For those wanting to have intimate encounters with marine life but in controlled environments, there are several top quality locations.  Interact with marine creatures in touch tanks at Florida Keys Aquarium Encounters .  At the Dolphin Research Center , there are up-close encounters, swimming and wading with the dolphins.  Learn about dolphins and sea lions at this interesting facility.

The Turtle Hospital in Marathon is dedicated to rehabilitating injured sea turtles.  Enjoy a guided public tour through the facility.  See the different tanks where they rehabilitate the turtles for their eventual release back to ocean.

The Pigeon Key Historic District is the former work camp where workers constructing Henry Flagler’s Overseas Railroad lived.   The island’s museum and buildings showcase the story of these workers and the railway they built.

Steam engine-styled tram and car Old Seven Mile Bridge

Located at the end of the restored eastern section of the Old Seven Mile Bridge , Pigeon Key is accessible by walking, biking or taking a tram from the Visitor Center.  On the island, enjoy a guided tour and explore the public buildings before returning on the tram. Visitors have the option of snorkeling or fishing from the dock and beach area as well.

For more details on visiting the Marathon area, see our complete article, 8 Best Things To Do in Marathon Florida .

Sea turtle head front fins above water Turtle Hospital Marathon Florida

The Big Pine Key and the islands of the Lower Keys offer a variety of outdoor activities which showcase their natural beauty.

Learn about the endangered Key deer at the National Key Deer Refuge .  Drop into the visitor center of the refuge, located on Big Pine Key.  There are several hiking trails on Big Pine and Upper Sugarloaf Keys to explore the area and maybe see the small deer.

Kayaking is the best way to explore the untouched mangroves of the Lower Keys.  Book a guided kayak tour to get the most out of this adventure through the pristine waters of a natural paradise.

Val grabbing mangrove branch from kayak pulling kayak through forest

Looe Key Reef, part of the only coral reef in the continental United States, is a popular snorkeling and diving spot known for its diverse marine species.  Book a chartered boat tour to explore this amazing coral reef.

For beach lovers Bahia Honda State Park is paradise, offering three beautiful sand beaches, snorkeling opportunities, as well as kayak and paddle board rentals. Walk the trail to see the Old Bahia Honda Bridge, once part of the Overseas Railroad.

For more details on visiting the Big Pine Key area, see our complete article, Big Pine and the Lower Keys .

Two-lane highway on thin strips of land surrounded by water

While the road trip ends at the lively and historic city of Key West, the fun certainly keeps going.

Take a stroll in Key West’s Old Town and see the beautiful architecture, restaurants and art galleries of the area.  At night, Key West becomes even more animated with live music pouring out of the many bars along Duval Street.

Conch Tour Train of 4 cars with engine through treed neighbourhood

The city’s rich history is on display in Key West’s many museums.  The most popular museum is the Ernest Hemingway Home and Museum .

Be sure to get your photo beside the Southernmost Point Monument , a huge, colorful buoy.

Finally, no trip to the Florida Keys is complete without witnessing a breathtaking Key West sunset at Mallory Square .

For more incredible things to see in Key West, see our complete article, A Weekend in Key West – The Best Things to Do .

Sun setting behind island in bay in front of pier

Florida Keys Activities

With its spectacular natural beauty, the Florida Keys offer a variety of outdoor activities for everyone from kids to adults and the thrill-seeker to the lay-on-the-beacher.

Best Beaches in the Florida Keys

All beaches in the Keys offer stunning turquoise water.  Beyond that there is a wide range of water depth, stillness, beach types (sandy, rocky, natural) and nearby amenities.

Beach with swimmers in the turquoise water

Here are the 6 most popular beaches in the Florida Keys, each offering something a little different.

Snorkeling and Diving in the Florida Keys

The Florida Keys are renowned for incredible diving and snorkeling locations.  With vibrant coral reefs, abundant marine life and crystal-clear waters, the area is paradise for underwater enthusiasts.  Whether you’re an experienced diver or a novice snorkeler, there are lots of awe-inspiring spots to explore.

Andy underwater snorkeling

Here are the 6 most popular places to go snorkeling and diving in the Florida Keys.

Birding in the Florida Keys

With its strategic location along bird migration routes and tropical marine climate, there are a wide range of bird species to see in the Florida Keys.  See waders, shorebirds, waterfowl, raptors, songbirds and thousands of birds flying over during migrations.

Two shorebirds on sand in Florida Keys

Here are the 5 most popular places to go bird watching in the Florida Keys.

Biking in the Florida Keys

No matter your cycling level, the Florida Keys have a cycling experience for you.  Ride along the ocean and by mangrove forests on bridges whose supports were laid over a century ago for the Overseas Railway.  Florida State Parks allow bikes on the main park roads.  Old Town Key West is a great place to explore by bike. 

Andy bicycle road white building garden background

Here are the most popular places to go cycling in the Florida Keys.

Best Florida Keys Fishing Charters

The waters of the Keys are home to many different fish species in a variety of marine ecosystems.  The area is known to have some of the best fishing opportunities in the world.  Book a fishing charter with experienced local fishing experts and get the most out of your fishing adventure, regardless of whether you are a rookie or a pro.

Islamorada is called the “Sport fishing Capital of the World”, so it’s a great place to start. 

White fishing boat moored at Florida Keys dock

Here are some of the most popular fishing charters in the Florida Keys.

Florida Keys – Know Before You Go

The following are a few things to know it is best to know before you head to the Florida Keys to get the most out of your visit.

How far is it from Miami to Key West?

The distance from Miami Airport to Key West is 160 miles (255 km). The distance from Key Largo to Key West is 105 miles (170 km).

Can you drive from Miami to Key West?

Yes, drive US#1 south from Miami to Key West.  The portion of US#1 from the southern limit of Florida City to Key West is called the Overseas Highway .

How long will it take to drive from Miami to Key West?

The drive from Miami Airport to Key West is about 3.5 hours non-stop.  Just the portion from Key Largo to Key West takes about 2.5 hours.

Best time to visit the Florida Keys

The best time to visit the Florida Keys is between March and May .  The Florida Keys are always a busy travel destination.  These months are considered the shoulder season, and less busy.  They are also still in the dry season with milder temperatures and lower humidity.

Another consideration is mosquitoes.  November through May is considered the dry season.  Outdoor activities are much more pleasant with many fewer of those pesky mosquitoes.

We have been to the Keys in both the summer and the winter seasons.  In June we definitely noticed an increase in the number of mosquitoes when we were out in the mangroves.

Andy leaning on rail below sailboat beam sunset behind

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Andy is the co-founder of Avrex Travel, where he shares his many travel experiences. Andy enjoys videography and creating great Road Trips for his readers.

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key west florida road trip

44 Islands and 42 Bridges: A Florida Keys Road Trip

It’s only 113 miles from Key Largo to Key West, but take it slow and savor the subtropical, sometimes kitschy, flavor, of these fragile isles.

A street performer entertains his audience on Mallory Square in Key West, Fla. Credit... Scott McIntyre for The New York Times

Supported by

By Elaine Glusac

  • Dec. 17, 2018

Seagulls and squadrons of brown pelicans flew alongside my rented Hyundai as I drove across the astonishing seven-mile stretch of U.S. Highway 1 that runs across Moser Sound, just south of Marathon, in the Florida Keys. The proximity of birds and water blurred the distinctions between sea and sky, drive and flight.

The string of coral islands that arc from the Florida peninsula south toward Havana has a long history of attracting pirates, profiteers and seekers of a Caribbean lifestyle within the United States. Henry Flagler, an early developer of the Florida Keys, inadvertently gave the country one of its most scenic roadways when his Overseas Railway, running from mainland Florida down to Key West, was destroyed in a 1935 hurricane. That land route eventually became the Overseas Highway, or U.S. 1, vaulting across channels, and linking 44 islands, via 42 bridges.

key west florida road trip

I first drove the route with my sister in the early 1990s with a beer-filled cooler, tanning ambitions and the kind of dropout, sunbaked attitude that still drives the party crowd to the Keys, particularly Key West. The distractions along the way haven’t changed much. Local police and sheriff’s vehicles are still parked on the sides of the highway, jittery reminders that speed limits are strictly enforced. Cyclists share narrow shoulders over the 113-mile route from Key Largo to Key West. Manatee-shaped mailboxes, fishing marinas and seafood shacks proliferate. But most distracting are the views themselves, with the sparkling Atlantic to the left and the aquamarine Gulf of Mexico to the right as the road skips across scores of breezy, swim-inviting straits.

key west florida road trip

Gulf of Mexico

Upper Matecumbe Key

detail below

Atlantic Ocean

1. Dagny Johnson Key Largo Hammock Botanical State Park

2. John Pennekamp Coral Reef State Park

3. Fish House

4. Bungalows Key Largo

5. Playa Largo Resort & Spa

6. Robbie’s

7. Indian Key Historic State Park

8. Alligator Tree Lighthouse

9. Curry Hammock State Park

10. Dolphin Research Center

11. Bahia Honda State Park

12. Big Pine Kayak Adventures

13. National Key Deer Refuge

14. Matt’s Stock Island Kitchen & Bar

Over the course of repeated trips, I’ve come to appreciate the nature and wildlife of the Keys, home to endangered Key deer, mangrove forests and the only living barrier reef off the continental United States.

Hurricane Irma, which struck in September 2017 with Category-4 fury, threatened the delicate balance by which so many humans and animals exist amid the mangroves and bays. In November — 14 months and much cleanup later — I drove the route to assess the scars as well as the renewal, from recently opened (or about to open) resorts to a new coterie of mermaids.

Below is a guide to this classic coastal road trip. You could drive it in a single afternoon, but you won’t want to. Three languid days is more like it.

From the rental car center at Miami International Airport, it’s just over an hour’s drive on mostly suburban highways to the Everglades bogs that edge Key Largo, the northernmost Key and the first to introduce visitors to both the natural attractions of the islands and Keys kitsch. At Dagny Johnson Key Largo Hammock Botanical State Park , I stretched my legs in a native hardwood forest alongside bird-watchers who could identify a palm warbler just by its call, before hitting the bustling Fish House restaurant trimmed in strings of tiki- and flamingo-shaped lights.

Its proximity to Miami has made 18-mile-long Key Largo — a place where thick foliage obscures the water from the T-shirt and shell shops — attractive to developers eager to lure those who may not want to drive any farther down the highway.

“South Florida traffic is our bread and butter year-round,” said Herbert Spiegel, a consultant for the new Bungalows Key Largo , as he guided a tour of one of the island’s newest resorts, with its fleet of electric boats, a Himalayan salt room in the spa, four restaurants and bars, and an adults-only policy. “Florida is all about kids,” he added. “This is something different.” (And it doesn’t come cheap: all-inclusive rates at the resort, which opens this month, start at $1,300 per night, per couple).

Like the nearby Playa Largo Resort & Spa , the 135-cottage resort replaces a former R.V. campground, a trend that is nudging Key Largo upscale. But as the first stop nearest to the reef, it still attracts divers and ocean lovers across the economic spectrum to John Pennekamp Coral Reef State Park , where snorkeling tours explore the vibrant corals and the tropical fish they support in 70-square-miles of protected waters.

The everyday — in the form of schools, grocery stores and one very large Starbucks — mingled with signs for bird sanctuaries and state parks over the next 20 tropical miles from Key Largo to Islamorada. Spread across six lush islands, the community has an old-money heritage and a reputation as the sport fishing capital of the Keys, both of which came together in the bonefishing tournament that the late President George H.W. Bush ran for a decade from Cheeca Lodge & Spa , a vintage property with roots that go back to 1946. It’s no wonder the recent Netflix series “Bloodline,” a dark story built around a prominent Keys family, was based in affluent Islamorada.

key west florida road trip

Keys History &

Discovery Center

Lodge & Spa

Pierre’s

Morada Bay Beach Cafe

Midway Cafe & Coffee Bar

Pines and Palms Resort

The fictional Rayburn House inn from that series is the actual Blue Charlotte villa at the Moorings Village , where 18 rental cottages, some dating back to the mid-1930s, occupy a former coconut plantation. The hurricane denuded the property and killed its signature palm tree that bowed over the water.

“Not a blade of grass was left,” said Debbie Pribyl, the general manager of the Moorings, where the cottages have all been reroofed and the landscaping replanted. On this November day, three fashion photography crews were using the beach as a backdrop. “We got more sand than we started with.”

That ocean-side beach is private, but the two restaurants that the resort runs on the Gulf side aren’t. The casual Morada Bay Beach Cafe and the more refined Pierre’s draw nightly sunset crowds to tables set in the sand near speakers disguised to look like coral rocks emitting samba music as twilight paddleboarders stroke by.

Modest roadside inns, including the newly rebuilt Pines & Palms Resort with apartment-like rooms, eclectic restaurants like Midway Café and an arts district with a brewery and galleries contribute to Islamorada’s bohemian character. A new self-guided tour available via a free cellphone app from the history museum Florida Keys History & Discovery Center introduces hurricanes, pirates and island pioneers, winding up back at Cheeca Lodge where many of these original “Conchs” were buried.

To delve deepest into Keys history, Brad Bertelli, the curator of the Florida Keys History & Discovery Center told me, travelers have to leave the road at Islamorada, and become waterborne.

He and I launched rental kayaks from Robbie’s marina in Islamorada, a popular stop for feeding tarpon the size of teenagers, and headed for the offshore Indian Key Historic State Park . The 11-acre, mangrove-fringed island, with a shady tamarind grove and spiky sisal plants bordering the paths, holds the remains of a 19th-century wrecking village devoted to salvaging goods from ships that ran aground on the reef.

I n the 1830s, Indian Key was the seat of Dade County, site of a bowling alley and an inn promising “one of the most favorable situations in the United States for persons who are suffering from pulmonary, dyspeptic and numerous chronic diseases, and obliged to seek refuge from the chill blasts of a northern winter,” according to a sign posted on the site. Prominent Keys travelers, including the ornithologist John James Audubon, passed through.

“Wreckers were thought of as the pirates of the day,” said Mr. Bertelli, looking the part with a bandana tied around his head. “Like used car salesmen, there were some bad apples.”

Today, the ghost of its town square is a large field surrounded by rock foundations of storehouses, cisterns and homes, eventually abandoned after the Second Seminole War in 1842. A three-story observation tower offers views to distant Alligator Lighthouse, marking the reef where the wreckers plied their trade , and, in the opposite direction, Lower Matacumbe Key, the source of fresh water, which allowed the island to flourish.

Middle Keys

Another 30 miles south, past innumerable cormorants perching on power lines, and you enter another world. Lobster traps line the street to Keys Fisheries in Marathon, a commercial marina harboring fishing boats and pleasure sailboats, and a dockside restaurant where baby nurse sharks school in the shallows, waiting for scraps. The restaurant is an apt introduction to the working heartland of the Keys. Here, locals and those just passing through put in orders for lobster Reubens under superhero pseudonyms and wait to hear, “Captain Marvel, your order is ready.”

Commerce mingles with conservation in Marathon, home to two nonprofit marine attractions, the Dolphin Research Center and the Turtle Hospital . Both fund their operations largely through visitor tours.

key west florida road trip

Keys Fisheries

AquaVentures

Beach Resort

Housed in a former motel painted sea green, the Turtle Hospital treats animals that are rehabilitating after swallowing so much plastic they can’t submerge, or have tumors growing around their eyes, a condition linked to water quality. Visitors see the operating room, the research lab and tanks filled with turtles ranging from hatchlings to 300-pound adults.

“It’s a very exciting time to be in sea turtle medicine,” said Bette Zirkelbach, the energetic manager of the Turtle Hospital on a tour, as she described a pioneering study in the lab on blood turtle types.

Nature-based tourism isn’t new to the Keys — snorkeling, diving and bird-watching are popular throughout the islands and, as I drove, a radio news broadcast urged listeners to use the “I Spy a Manatee” mobile app to both identify the animals’ locations and encourage safe boating around the slow-moving creatures. But getting travelers out of motorized fishing boats and into kayaks is relatively new on Marathon, where Miranda Murphy and Steve Tomek run three-year-old AquaVentures , which offers guided kayak tours in the tangled mangrove channels at Curry Hammock State Park.

As a naturalist, Ms. Murphy treats the waterways like living aquariums, pointing out schools of baby snapper and using a net to pull up starfish and jellyfish that illustrate the role of mangroves as nurseries of the sea. “It’s like a touch tank in the wild,” she said.

In March, AquaVentures will move its base of operations to the new 24-acre Isla Bella Beach Resort . Kayak tours of the mangrove tunnels in nearby Boot Key will take off from a canal at the resort where, on my visit, six manatees spent hours in the warm shallows.

Bahia Honda

Seven Mile Bridge is the largest span in the Keys, and so exhilarating to cross that I returned another day to experience the drive in the blush light of dawn. It separates the Middle from the Lower Keys, and more commercial islands from some less developed ones, beginning with Bahia Honda Key, home to Bahia Honda State Park .

Beheaded palm trees and white sand beaches shorn of their shady sea grape trees testify to Bahia Honda’s location near the eye of Irma. This fall, one of its beaches reopened and snorkelers were trolling the shallows, but its popular Sandspur Beach, once lined with sea grapes decorated by visitors in seashells and driftwood, remains closed. Still, from the top of the old Bahia Honda Bridge, part of the original railway, there are hypnotic views across a 30-foot-deep channel that represented one of the most challenging to track-builders, sometimes limited by the tides to two 45-minute shifts a day.

Big Pine Key

Six miles west, much of Big Pine Key and neighboring No Name Key comprise the National Key Deer Refuge established in 1957 to protect the dwarf Key deer, an endangered subspecies of the North American white-tailed deer that grows just three feet tall. At the refuge visitors’ center, in a strip mall where a pair of free-ranging roosters foraged the parking lot, volunteers told tales of deer showing up beside a Winn Dixie grocery store dumpster, and extolled the resilience of the herd, which is now estimated to have between 500 and 800 deer. Many of the mangrove areas that edge their habitat remain barren after Irma.

Here, I met Bill Keogh, the easygoing owner of Big Pine Kayak Adventures , who guides paddling trips from Big Pine Key to the “backcountry,” a largely protected region of undeveloped mangrove islands. He still sees baby stingrays, snappers and sharks and, post-storm, a preponderance of lobsters on mangrove island fragments dispersed by the hurricane . “It’s the same biomass out there,” he said, “but it’s concentrated in new real estate.”

Leaving him at sunset, I crossed a bridge to No Name Key to look for deer, which I found not only there — collie-sized critters galloping across the sandy road — but, on my return to the highway, where I stopped to watch an elfin stag, doe and fawn grazing a town lawn.

Stock Island

After 25 quiet miles crossing calm bays with views to distant patches of mangrove isles, I reached the outskirts of the city of Key West on Stock Island, a traditionally blue-collar refuge for shrimpers, commercial fishermen and tourism industry employees. With its mobile homes and canals moored with houseboats, it retains a grittiness that its more manicured neighbor, the island of Key West, has largely lost. But it, too, is experiencing development, now mingling marinas, newly paved streets and bushy bougainvillea with a pair of new resorts including the Perry Hotel Key West .

With art installations made of propellers, the 100-room hotel facing a recreational marina nods to the shrimp-trawling boats across the channel. Its main restaurant, Matt’s Stock Island Kitchen & Bar, has become a dining destination for upscale versions of local seafood, such as black grouper with cornbread gnudi and crawfish-thyme butter, recommended by my Russian waitress who said she came to the Keys on vacation and has stayed seven years.

“The islands got me,” she laughed.

The next day, the Perry’s free 15-minute shuttle dropped me in teeming downtown, tourist-thronged Key West, the end of U.S. 1 and home to harbor-front bars and souvenir shops with a prevalence of mermaid ornaments, statues and paintings. In this setting, the Captain’s Mermaid boutique owned by Kristiann Mills, a native Conch who identifies as a mermaid, is a tranquil, if glittery, refuge. She explained that many of her mermaid “pod” teach “mermaiding,” or swimming in a long tailfin , and that she is launching the first Key West Mermaid Festival , July 5 to 7, to draw attention to conservation.

“We’re a little angry the ocean’s being polluted and we’re coming on land to tell you about it,” said Ms. Mills, with the warm smile and flowing hair you might expect of a mermaid.

Home of the Conch Republic, which tried to secede from the union in 1982, Key West has long attracted nonconformists, artists and especially writers, from Ernest Hemingway — whose former house-turned-museum is famously filled with descendants of his six-toed cat Snow White — to Judy Blume, who co-founded Books & Books @ the Studios of Key West , a bookstore within a nonprofit gallery just blocks from the bar-lined Duval Street.

“Duval is a tiny Bourbon Street,” said Shannon McRae, the general manager of Key West Food Tours , over a Hemingway daiquiri off Duval on her company’s new Craft Cocktail Crawl. The three-hour tour visits dives as well as chic lounges. “We want to surprise you and let you drink like a local.”

Key West, a village of tidy bungalows and Victorian captain’s homes, offers much more than bars, of course, and it isn’t hard to escape the rowdies on neighborhood walks or in attractions like the Key West Butterfly & Nature Conservatory , a calming sanctuary of blue morphos, pointed leafwings and dusky swallowtails.

key west florida road trip

Books & Books

@ The Studios

of Key West

Captain’s

Mermaid Boutique

Ernest Hemingway Home and Museum

Key West Butterfly &

Nature Conservatory

Southernmost Point

of the Continental U.S.

Around the corner, selfie-takers lined up at an oversize buoy marking the Southernmost Point of the continental United States, painted with an arrow indicating “90 miles to Cuba.” Many came from cruise ships to get their Instagram shot. Cruise traffic is growing on Key West, where 405 calls are expected in 2019 versus 307 in 2016.

Many ships sail out before sunset, which is a shame as sundown cues a carnivalesque celebration nightly at seafront Mallory Square that’s both a tribute to nature and a showcase for quirky characters who make their living in Key West. At one end of the seafront strip, I watched a ringmaster run house cats through hoops like circus felines ; on the other end a contortionist quipped, in the outsider’s humor so common to the Keys, “I call this an economic recovery. It’s an illusion.”

Elaine Glusac is a frequent contributor to the Travel section.

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a beach in Florida Keys, Florida

The Ultimate Florida Keys Road Trip

Take in all the Florida Keys has to offer on this epic road trip.

Colorful waterfront homes line the coast in Florida Keys.

Embrace the laid-back Keys life on a classic drive down the Florida Keys Overseas Highway (U.S. 1). The roughly 100-mile (one-way) route island-hops along the southern rim of the Everglades and Florida Bay from Key Largo south to Key West. Featured stops celebrate all things Keys: fresh-caught seafood, old-school roadside attractions, and unspoiled state and national parks. While the Keys largely have bounced back from Hurricane Irma, recovery efforts continue in some areas. Before hitting the road, check the Florida Keys & Key West website for updates.

a boardwalk in John Pennekamp Coral Reef State Park in Key Largo, Florida

Convenient boardwalks lace through the timeless mangrove swamps of John Pennekamp Coral Reef State Park in Key Largo, Florida.

Key Largo is the Gateway to the Florida Keys. Ease into the Keys like a local by detouring east off U.S. 1 (south of Homestead) and onto Card Sound Road (CR 905). Before crossing the Card Sound Bridge to North Key Largo, stop for conch fritters at Alabama Jack’s , an old-school Florida beach bar. Continue the vintage vibe with a canal tour (reservations required) aboard the African Queen . The restored steamboat—made famous in the 1951 classic movie of the same name—is docked at Marina Del Mar (Mile Marker 100). Take a deep dive into Key Largo’s natural side at John Pennekamp Coral Reef State Park (Mile Marker 102.5), the nation’s first undersea park. Book a snorkeling tour to explore one of the park’s shallow (averaging five to 15 feet deep) inner reefs. For deepwater views without getting wet, take a glass-bottom boat tour to Molasses Reef, located about six and a half miles offshore. Consider taking an Everglades tour in Key Largo for a classic Florida adventure: a wet and wild airboat tour in Everglades National Park .

Eat and Stay: Mrs. Mac’s Kitchen and Playa Largo Resort & Spa

scenic road in Islamorada, Florida

The 113-mile long Overseas Highway in the Florida Keys is worth the drive.

Drive south across the Tavernier Creek Bridge (Mile Marker 91) and you’re officially in Islamorada . Widely known among anglers as the “sportfishing capital of the world,” the village of Islamorada is made up of Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key, and the offshore Indian Key and Lignumvitae Key state parks. Stop at the Rain Barrel Artisan Village (Mile Marker 86.7) to browse the jumble of shops in the back and snap an Instagram pic of the 30-foot-high Florida spiny lobster out front. In the Morada Way Arts and Cultural District (Mile Marker 81.6), tour the art galleries and sip an Iguana Bait or other microbrew at the Florida Keys Brewing Company . Try a slice of honest-to-goodness gold—not green—key lime pie at the cozy Midway Cafe and Coffee Bar (Mile Marker 80.5). At Robbie’s Marina (Mile Marker 77.5), choose your favorite way—boat, canoe, Jet Ski, kayak, or SUP—to play on the water.

Eat and Stay: Green Turtle Inn and Pines & Palms Resort

a turtle at The Turtle Hospital. Marathon, Florida

The Turtle Hospital in Marathon, Florida, first opened in 1986 and works to rehabilitate injured turtles, educate the public, assist in research aiding sea turtles, and support environmental legislation that promotes clean and safe water and beaches.

Located about an hour south of Key Largo and an hour north of Key West, the 10-mile-long Marathon island chain is the approximate midpoint of the Florida Keys. On the drive from Islamorada south to the city of Marathon (Mile Marker 59.9), stop at Long Key State Park (Mile Marker 67.5) for bird-watching, hiking, and snorkeling. To get out on the water, rent a boat or kayak from All Aboard Boat Rentals (turn left at Mile Marker 54.5). Get up-close views of sharks, rays, and other local marine life; take a marine biologist­–led tour (included with admission); and even go snorkeling in a 200,000-gallon saltwater tank (extra fee) at Florida Keys Aquarium Encounters (Mile Marker 53), slated to reopen in mid-December. Schedule a 90-minute, behind-the-scenes tour of the Turtle Hospital (Mile Marker 48.5) to help support the facility’s sea turtle rehabilitation efforts.

Eat and Stay : Brutus Seafood Market & Eatery and Tranquility Bay Beach House Resort

Everglades Sunset National Park in Key West, Florida

Everglades National Park is the largest tropical wilderness in the United States.

Seven Mile Bridge , the Keys’ most famous and longest bridge, links Marathon (Mile Marker 46.75) to the Lower Keys (at Sunshine Key, Mile Marker 40). Driving the east-west span delivers 360-degree water views—Florida Strait to the east and Gulf of Mexico to the west—typically reserved for boaters. To see the crystalline green-blue waters, wait until daylight to cross the bridge. Approaching Big Pine Key (Mile Marker 33), the largest of the Lower Keys, slow down and follow posted speed limits to protect the Lower Keys’ endangered key deer. Stop at the National Key Deer Refuge visitors center (check website for current hours) for directions to wildlife viewing areas such as the Blue Hole and Watson/Mannillo Trails. Glide through mangrove trails looking for dolphins, tropical birds, and other wild things on a Key West Eco Tours guided kayak or paddleboard backcountry tour. The two-hour trips depart from the Geiger Key Paddle Hut at Geiger Key Marina (Mile Marker 10.5).

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Eat and Stay: Boondocks Grille & Draft House , Ramrod Key, and Parmer’s Resort , Summerland Key

Mallory Square in Key West, Florida

Mallory Square in Key West, Florida, is the community's social and commercial hub.

Continue southwest on U.S. 1 to its southern terminus, Mile Marker 0 in Key West . On the way, stop in Stock Island to go snorkeling with Namaste Eco-Excursions at Stock Island Marina Village (left at Mile Marker 5) or rent a kayak or SUP at Lazy Dog (Mile Marker 4.2). In Key West, park at Old Town Garage in the Historic Seaport. Walk or ride the Old Town Trolley to get around. Buy a one-day tour pass to hop on and off the trolley near must-see attractions, such as the Custom House , the Key West Butterfly & Nature Conservatory , and the Ernest Hemingway Home & Museum . Take the requisite selfie at the Southernmost Point Buoy , marking the southern tip of the continental United States. For the best views in town, climb 88 steps to the top of the historic Key West Lighthouse , people-watch at Mallory Square , and take a “Red Sails in the Sunset” cruise aboard the Jolly II Rover tall ship. From Key West, retrace your route north on U.S. 1 to complete the trip.

Eat and Stay: Thirsty Mermaid Raw Bar and Restaurant and the Gardens Hotel

Maryellen Kennedy Duckett lives, writes, and drives the backroads in East Tennessee where she wakes up curious every day. You can follow her on Twitter @mekd .

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key west florida road trip

YOUR KEY WEST EXPERTS!

Ultimate Road Trip from Miami to Key West (Guide to the Best Stops in the Florida Keys)

key west road trip camera in side mirror

Driving down, or up, the Overseas Highway should be on everyone’s bucket list.  If you fly into Miami or Fort Lauderdale, then you will truly enjoy your Key West road trip.  Flying into Key West directly?  No worries, you can either rent a car or check out Up the Keys , which can take you on a private tour of the lower keys. When you step out of Key West and explore the rest of the Keys you gain a new perspective and truly appreciate the beauty and uniqueness of these islands.

A bit of back story, our first trip to the Keys, we drove down.  Loved every minute of it, except most of the trip was after sunset… so, plan accordingly.  Make sure you can at least see most of the Keys during the day, to truly appreciate the beauty and maybe plan sunset in Marathon, at the Seven Mile Bridge.  We love to stop at Sunset Grille and have a bite to eat and stretch on our way down.  If we are lucky enough to time it for sunset… well all the better.

Sunset Grille Marathon

Did you know the Florida Keys Overseas Highway is 113 miles long?  It joins the mainland of Florida to Key West.  Once you get to Key Largo, it’s about 100 miles to Key West, which if traffic is light, should take you about 2 ½ hours.  But, this is a two-lane highway and if there is any traffic, then plan to be driving longer.  During busy weekends and lobster season, travel times up and down the Keys can easily double.  Watch the traffic conditions on your GPS or peek at the road cams to check on traffic .

Key west Road Trip old overseas highway bridge

Honestly, most of us are in a hurry to get to Key West, we don’t plan to stop very much and truly take in all of what the Keys offers.  Or for that sake, what the drive offers.  But, let me tell you what you are missing, and maybe, just maybe, you will plan your next trip to take advantage of these amazing places.  

Heading down from South Florida, you can plan a stop at the Everglades National Park.  It’s the perfect place to see the natural beauty of Flordia.  You can easily plan a day trip if you staying in Key Largo. 

Below are affiliate links to book your sunset sail.  I will earn a commission if you use these links to book your trip and I truly appreciate your support!

Everglades National Park

Key west road trip everglades national park canal

This park is a 1.5 million-acre wetland preserve.  Noted as a grassy, slow-moving river, the Everglades is made up of coastal mangroves, sawgrass marshes, and pine flat woods.  It’s home to hundreds of animal species including the endangered leatherback turtle, Florida panther, and West Indian manatee.  It’s the third-largest park in the lower 48.  I had seen pictures of the Everglades as a kid and they, in no way, did they show off how really cool this area of Flordia is.  We explored the area a bit, but, have plans to head back and really explore and take advantage of all the outdoor activities.  Stay tuned…. But, in the meantime…

What can you do here?  So many options… but to list a few:

  • Bird watching
  • Kayaking and Canoeing
  • Ranger-leg programs
  • Slough Slogging
  • Wildlife viewing

You can hit up the Everglades National Park website to plan your trip, and here is a link to the best hotels in the area.

Key west road trip overseas highway

As we drive on down the road, I always say we are heading home once I see the blue cement dividers… if you have driven the Overseas Highway, you will know exactly what I mean, but honestly, you cant’ miss them.  Thus our road trip begins with our first stop, Key Largo.  But, first, if you are heading down early in the day, take Card Sound Bridge and stop at Alabama Jacks for lunch.  Great food, live music, but watch the time… the place closes at 7 pm.

key west florida road trip

From this point forward, everything will be noted by mile marker numbers.  It’s the way the Keys gives directions.  Plus, once you get used to the system, it’s easier to figure out where you are in the Keys. Key Largo is at mile marker (MM) 100.  Which means… 100 miles until Key West.  But, still a whole lot of driving in store.  

What to do in Key Largo… well, let’s break this down.  Key Largo is the self-proclaimed Dive Capital of the World, so snorkeling and diving would be a must here.  If you are planning to spend a day or two here, plan to head out on the water.

Snorkel John Pennekamp Coral Reef State Park and see Christ of the Abyss.  So, true confession time, I can’t swim.  So I don’t snorkel or dive, but the hubby loves to snorkel.  I usually sit top side and enjoy the water and sun.   So, if you are like me, there is still stuff to do here.

This is one of the most famous scuba diving sites in the world.  Divers come from all around the world to see the Christ statue.  Because of this, there is a high number of scuba divers and snorkelers.  There is an abundance of sea life to see here too.  You will see what the Florida Keys are known for such as grouper, snapper, grunts, angelfish, nurse sharks, moray eels.

Key Largo waterway

This is the first undersea park in the United States.  Established in 1963 it is adjacent to the Florida Keys National Marnie Sanctuary and they cover approximately 178 nautical square miles of coral reefs, seagrass beds, and mangrove swamps.  This area protects the only living coral reef in the continental United States. The park is open daily 8am until sunset. There is a park entrance fee and reservations are recommended during peak season.  

In the park, you can camp, fish, swim, and picnic.  Plus tours to snorkel, scuba, and explore on a glass bottom boat are available.  Don’t forget to check out the kayaks and paddleboards too

African Queen Key Largo

Cruise aboard the African Queen .  Honestly, we had been traveling down the Keys for several years and didn’t even know about this.  The actual African Queen boat from the movie, with Humphrey Bogart and Katherine Hepburn… right in Key Largo.  How did I find out?  A friend of mine was planning a trip and made sure to include a stop in Key Largo to ride the African Queen.  The boat has been there since 1982 and in 2012 she celebrated her centennial year.  This is a really cool thing to do while visiting the Keys, cruise a piece of history.

Key Lime Pie Factory – Ok, don’t we come to the Keys to eat Key Lime pie?  Or is that just me?  There are many, many places to stop to enjoy a slice, but add this to your list. The co-owner uses a recipe passed down from her grandmother.  Stock up on everything Key Lime from the shop.  This probably will tide you over until you hit the next stop for pie.

Florida Keys Wild Bird Rehabilitation Center .   Open daily from sunrise to sunset, the Center’s mission is to rescue, rehabilitate and release native and migratory wild birds that have been harmed or displaced.  Admission is free, but donations are greatly appreciated.  Explore the Laura Quinn Wild Bird Sanctuary and visit with non-releasable wild birds, take a walk along the boardwalk and watch sunset.

Florida Keys National Marine Sanctuary – As soon as you step foot into any of the waters around the Flordia Keys, you will have entered the National Marine Sanctuary.  This Sanctuary protects 2,900 nautical miles of water surrounding the Keys.  There are more than 6,000 species of marine life to see as well as shipwrecks and other treasures.

Best Places to Eat?

We, probably like you, have a routine when we drive down.  Hobo’s (MM 101) is one of my favorite places to stop for lunch or dinner.  It’s a great place to stop and stretch your legs and enjoy a meal.  Other places?  Key Largo Conch House , The Buzzard’s Roost , Mrs. Mac’s Kitchen to name a few.  

Hobos stone crab dinner

Looking for an amazing waterfront tiki bar with live music?  Check out Gilbert’s Resort (MM 107).  They have a marina and you can rent jet skis, kayaks, and paddleboards.  Want to stay the night?   They offer rooms that offer waterfront views just steps away from the Tiki bar and all of the action.

Islamorada is from MM 90 to 72.  It encompasses 6 of the Florida Keys known for their coral reefs.

Old Road Gallery – This is a hidden gem in the Keys.  You can wander the property and explore the winding paths and check out the Sculpture Garden.

Founders Park – This 45 acre park offers a swimming pool, splash pad, sports facilities, playgrounds, and ocean access.  The park hours are sunrise to sunset and there is a small admission fee.  On the beach, you can enjoy a picnic under a Tiki hut.  Want to stop and stretch your legs?  Head out on the fitness or walking trails.  Does your fur baby need a chance to run a bit?  They have a one acre fenced dog park.  This is a fun stop, or if staying in Islamorada great place to spend the day.

Rain Barrel Village – If you have driven by and seen Betsy the Lobster (who is larger than life) then you know right where this place is.  This artisan village has places to shop and talk with the artists.  Plus you can stroll through the tropical gardens or grab a bite to eat.  But… don’t forget to get your picture taken with Betsy!

  Windley Key Fossil Reef Geological State Park .  You are probably noticing a theme… lots of state parks to visit in the Keys.  But, each offers a different perspective of this amazing place.  Windley Key Fossil Reef was a former quarry used by Henry Flagler to help build the Overseas Railroad.  After the railroad was completed the quarry produced exquisite pieces of decorative stone called Keystone. Today you can walk through the quarry on this island.  Check out the self guided trails and enjoy a picnic.

Theater of the Sea .  Everyone wants to swim with dolphins and at the Theater of the Seas… you can do that.  Here you will see dolphins, sea lions, sea turtles, fish, sharks, stingrays, alligators, and birds.  They are open 365 days a year and feel free to bring your well-behaved dog on a leash to enjoy the property.  They have a restaurant on site as well as a private lagoon side beach.

Key west road trip Islamorada brewing company beer taps

Islamorada Brewery and Distillery.   One of my favorites stops is here.  I have never had a bad beer here… and I think you won’t either.  My go to is usually the coconut key lime Ale. It ranks as a 4.25 on my Untapped scale.  Grab some beers to stash in your cooler for your final destination.  I always suggest several options… again, the beer is really that good. In the same building is their distillery.  They have vodka (gluten free), dark barrel-aged spiced rum, and gin.  Don’t forget to grab some swag with there!  Our home bar has several of the small tasting glasses.  

  Lobster Trap Art Gift Shop and Gallery .  Here you can buy unique frames and art from local artists.  A Florida Keys art print really should be shown off in a lobster trap picture frame… don’t you think?

Keys History and Discovery Center .  This two story building is a great place to learn all about the history of the Florida Keys.  They have rotating exhibits so be sure to stop by because you will usually see something you didn’t the time before.  

  History of Diving Museum .  If you are into diving, then this is a must see place.  Even if you don’t dive (remember I can’t swim?) this is a cool place to visit.  Interactive exhibits, On the third Wednesday of every month they have a free program covering special topics.  Want to dig deeper into the history of diving?  They have the Bauer Diving History Research Library.  It houses the largest collection of historic and rare literature about diving history.

Hurricane Monument.  This is a monument to “The Great Hurricane”.  That was the category 5 one that hit September 2, 1935.  Many, many lost their lives and the Overseas Railroad was torn up and never rebuilt.  Hurricane Irma (2017) was the third strongest Atlantic hurricane behind the 1935 Labor Day Hurricane and Hurricane Dorian (2019)

 Florida Keys Brewing Company.   If you enjoy beer and art… then this is your stop.  Located in Morada Way Arts and Cultural District you will be able to wander in and out of amazing galleries and enjoy a great beer in the beer garden.  The Florida Keys Brewing Company is the Upper Keys’ first microbrewery.  Around the corner and down the block are the galleries.  We didn’t even know the galleries were down the street until we went to find an artist the hubby follows on Instagram.  Then we saw the magic of this place.  Art and beer.  Great place to spend an afternoon for sure!

Morada Bay .  Funny story… we found this place by accident.  But, what a wonderful accident.  This place serves amazing food and you can eat on white sand sitting at tables and chairs painted in rich tropical colors.  Add this to your list!

Robbie’s Marina of Islamorada .  Voted the number one place in the Keys that every tourist should visit.  This is where you can feed the tarpon.  Imagine hand feeding massive tarpon!  There is a small fee to do this… just a word of caution… watch out for the pelicans, they will try to steal your tarpon food!  Want to simply watch others do this, that’s fine too.  They have an amazing restaurant on site as well as the perfect place to enjoy a signature cocktail.  They recommend the Trailer Trash Bloody Mary.

Lignumvitae Key Botanica State Park.   This State Park is located on 280 acre Lignumvitae Key and can only be reached by private boat or boat tour.  Here you can experience island living 1930’s style.  You can take a self guided tour of the historic William J. Matheson house and hardwood hammock.  

Indian Key Historic State Park – In 1836 Indian Key became the first county seat for Dade County.  Today the island has an uninhabited ghost town. This is only accessible by boat.  Here you can swim, hike, and kayak (rentals available from Robbie’s or Backcountry Cowboys)

Alligator Reef Lighthouse.  Located 4 nautical miles east of Indian Key.  It was established in 1873 and automated in 1963.  You can usually see it as you drive the highway.  Great place to head to by boat to snorkel.

Anne’s Beach.  This is a rare find in the Florida Keys.  It has a natural sandy beach and … it’s free.  The park has two parking lots and restroom facilities.  There is a boardwalk that winds through the mangroves as well. Perfect place for a picnic.

Key West Road Trip pink Cadillac at Islamorada

My favorite stop to eat?  Lorelei’s.   The views are amazing and they have outside seating and live music.  The Square Grouper is also an eatery place to check out.

Other places of note are the Green Turtle Inn , Islamorada Shrimp Shack , MEAT Eatery, and Taproom .  These we highlighted on the Food Network’s Diners Drive-ins and Dives. 

Key West Road trip beer at square grouper

Maraton is set on 13 islands, known for their beaches and barrier reef.  Marathon covers mm 60 to mm 47.  It’s located about 1 hour from Key West and Key Largo, which makes it the Heart of the Florida Keys.  

Don’t have a car and staying in Key West?  No problem take a guided tour with Up the Keys .  They will take you to see all that Marathon and the Lower Keys offers.  Consider the Tiki Bar tour… so many cool places to check out and fun drinks to try.

Up the Keys

Dolphin Research Center .  I love this place.  It’s a rescue, research facility that lets you see the dolphins up close.  Plan to spend time here.  You can meet the dolphins, and even book a time to swim with them.  Take time to learn the Center’s history they don’t have “shows” but let the dolphins play and show off for the crowds as they would in the wild.

Curry Hammock State Park .  So, what is a hammock?  It’s a stand of trees, usually hardwoods that form an ecological island in a contrasting ecosystem… in other words, it’s a group of trees that are all by themselves in an area.  There are many in Florida and very cool to see.   This State Park is 1,000 acres and the largest uninhabited parcel of land between Key Largo and Big Pine Key.  It has large areas of Rockland hammocks and a mangrove swamp.  Great place to kayak and paddleboard.

Crane Point Museum & Nature Center .  With your price of admission, you can get a free fish pedicure… interested?

Florida Keys Aquarium Encounters .  This was voted the best place to take the kids 5 years in a row.  Plan a day trip and enjoy the touch tanks, feed the animals, and even feed the sharks.  Snorkel or dive the coral reef and experience the aquarium environment or check out the other encounters they offer.  They also have a great grill on site that serves beer and wine

EAA Air Museum.   This place is small but nice.  Admission is free, but donations are greatly appreciated.

Sombrero Beach .  A lovely sandy beach on the Atlantic Ocean.  It is a turtle nesting beach too so during nesting season some areas of the beach may be restricted.

Turtle Hospital .  The mission is the rescue, rehabilitate, research, and release sea turtles.  You can visit the hospital and see current patients,  Go on the guided tour to learn more about them, and meet the turtles.  Reservations are recommended. 

Pigeon Key .  Pack a picnic, bring your snorkel gear or your beach chair and a book.  This is a secluded island paradise.  Take one of the daily tours and learn the history of this island.  The ferry service runs three times a day.  From the ferry, you will get great views of the Old Seven Mile Bridge.  The visitors center is located at MM 47.5 and this is where you catch the ferry. 

Oceanfront Park.   This is a free public park.  It is dog friendly park. Great place to picnic, fish, or launch a kayak.

Thunderbolt Wreck Dive Site.  This is Marathon’s most popular dive site.  

  Shady Palm Art Gallery.   The Gallery has items made by over 50 local artists.  If you are looking for a unique gift or something beautiful to bring home… this is the stop.

Seven Mile Bridge.  No trip on the Overseas Highway is complete without a drive over the Seven Mile Bridge.  Finished in 1982, it is the longest in the Florida Keys.  As you cross the bridge, the Old Seven Mile Bridge can be seen.  Of, course we all remember seeing it in the movie “True Lies”.  Plan to stop at Sunset Grille for a view of the bridge and an amazing Tiki experience.  

fred the tree

Fred the Tree  – Be sure to look for Fred on the Old Seven Mile Bridge.  He has a fan following on Facebook if you want to stay in touch!

Big Pine Key

Big Pine Key is at MM 34.  This place is home to the Key Deer, the Blue Hole, and No Name Pub. 

Bahia Honda State Park water view

Bahia Honda State Park .  I love this park.  Walk up and see the Old Bridge or plan a picnic or spend the day playing in the water.  Here you can see wildlife and birds.  If you are staying in Key West, this is a great day excursion.  We always plan to be there for sunset.  The view of the sun setting in the water with the bridge in view is amazing. The park has Calusa Beach on one side and Sandspur Beach on the other.  At the top of you can see where the Gulf and the Atlantic meet.  Pretty cool for sure.

Key Deer seen on Key West Road Trip

National Key Deer Refuge .  You must plan a stop to see the Key Deer.  We have driven around the Refuge, but honestly, the best way to see them is with Up the Keys .  They take you on all of the back roads and get you very close to the deer.  You will learn the story, which is amazing, about how the Refuge was created.  Plus, you can stop at Bahia Honda, and the Blue Hole all in the comfort of an air conditioned van.

Blue home Florida Keys alligator

Blue Hole.  Blue Hole is a freshwater lake on Big Pine Key.  It is an abandoned rock quarry and the perfect geological environment to create this wonder.  The water is clear and you will see all kinds of fish, turtles, and a few alligators, who love the shade of the deck overlooking the lake. 

Summerland Key Old Bridge Key West Road Trip

Best place for a drink?  Check out No Name Pub.

Our last stop?  Key West

Key west welcome sign

At the end of the road, MM0.  A place that offers unique experiences to all who come.  Tour museums, experience the Key West sunset from the water, tip a few pints on Duval Street, and of course get your picture taken with the Southernmost Point Buoy.  Want to know the 25 top things to do in Key West?  Check out our video and link to what we say is the top things .

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The Ultimate Florida Keys Road Trip

The 113-mile drive along Route 1 yields stunning views and can't-miss attractions.

key west florida road trip

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With low-key vibes, scenic photo ops and must-see roadside attractions, from coral-filled parks to Key lime pie institutions, Florida's Overseas Highway offers plenty of reasons to hit to road.

The Overseas Highway through the Florida Keys offers a quintessential U.S. road trip. As Route 1 hops its way from Miami to Key West, Florida, the urban rush evaporates and a clock- and care-free beach vibe settles in. Prepare for all things Americana on this drive: kitschy roadside attractions, down-home cuisine, spectacular wildlife and natural beauty. The journey culminates in Key West, an independent island that knows how to have a good time.

The 113-mile trip takes about three and a half hours without stopping. But you'll want to stop. A lot. Towns and attractions along the route are commonly marked by mile markers, and the markers count up from there as you move north through the Keys. Without further ado, here are standout places you shouldn't skip as you drive along Route 1.

[See: The Best Family Beach Vacations in the USA .]

John Pennekamp Coral Reef State Park Mile Marker: 102.5

If you have time to spare, this Key Largo park is the place to go snorkeling or scuba diving in the Keys. Don a mask and fins and swim down to check out the underwater Christ of the Deep statue, as well as over 600 types of fish and marine animals. Don't feel like getting wet? There are glass-bottom boats, canoes and kayaks that you can use to cruise the reefs and mangroves.

Mrs. Mac's Kitchen Mile Marker: 99.5

Kick off your Keys journey with a classic bite: a cool slice of Key lime pie. Mrs. Mac's on Key Largo has one of the best pies in the Keys. The restaurant is everything you'd expect a mom-and-pop Keys shop to be: the walls are covered in license plates and knick-knacks, and the menu is full of comfort dishes with a heavy helping of seafood. Best of all, if the restaurant is full, there's a newer, larger outpost located a half mile down the road.

Robbie's Mile Marker: 77.5

Farther down Islamorada, Florida, Robbie's is an eclectic tropical village. Rent a boat, browse the colorful island art sales or sit at the casual bayside tables and listen to live music by guys sporting flip flops. Save time for the biggest attraction here: the tarpon feeding. For a few bucks, you can hand-feed the large silver fish from the dock.

The Turtle Hospital Mile Marker: 48.5

While it may not look like much from the outside, the Turtle Hospital in Marathon, Florida, is a fascinating spot to learn about the endangered sea turtles that call the waters around the Keys home. This is a working turtle rescue and rehabilitation center, and a 90-minute tour will introduce you to the animals and their stories. If you don't have time for a tour, stop into the visitor center for a quick look at the exhibits.

[See: The Best Summer Vacations of 2016 .]

Seven Mile Bridge Mile Marker: 47

After passing through Keys that are so close together it's hard to detect their boundaries, the route opens up to cross a wide swath of water. The famous Seven Mile Bridge connects the Middle Keys with the Lower Keys and offers sweeping views of the archipelago's turquoise waters. In fact, it's one of the longest bridges in the U.S.

Next to the highway bridge is the Old Seven Mile Bridge, which was built in the early 20th century for the railroad. Stretch your legs a bit on the 2-mile walk along the old bridge from Marathon to Pigeon Key. You can spot sharks, turtles and seabirds as you stroll along the former train tracks.

Bahia Honda State Park Mile Marker: 37

On the other end of Seven Mile Bridge, you'll come to Florida's Bahia Honda Key, which is largely undeveloped aside from this popular state park. Stop for a photo op – or to spend the day swimming, kayaking or picnicking next to the crystal clear waters. The beach here is one of the most beautiful in Florida.

No Name Pub Mile Marker: 30

A drive off the highway and down some back roads on Florida's Big Pine Key takes you to this historic hole-in-the-wall pub. Nearly every inch of the bar is papered with dollar bills. Grab one from your wallet, scribble your name and a message on it, and use the bar's staple gun to leave your mark. Make sure to keep an eye out for Key Deer as you're driving in this area. The miniature deer are about the size of a dog and aren't found anywhere else in the world.

Key West Mile Marker: 0

At the end of the road lies Key West , a freewheeling isle where you'll find a happy mix of history and a continuous happy hour. One top spot to see in the Conch Republic is Mallory Square . Make sure to time your drive so you arrive with time to park and make your way to this waterfront square before sunset. Every night a crowd gathers to celebrate the sun's descent. Another must-see is the Ernest Hemingway Home and Museum , where the famous writer lived for 10 years and penned some of his most famous works. The well-preserved home is now a museum, with a lovely garden and a resident population of six-toed cats. The Southernmost Point, a colorfully painted buoy marks one of the extremities of the U.S, is also worth checking out. While it's not actually the geographic southernmost point, it has become a symbolic photo op for anyone road-tripping through the Keys. Also, make sure to stroll along Duval Street, the lively heart of Key West, where you'll find many of the island's bars and restaurants.

[See: Most Scenic Road Trips .]

Where to Stay

You can complete the entire drive in one day, making it to Key West for the night. Or you can break up the journey and take your time savoring the diverse atmospheres of the Keys. Either way, your lodging options are as varied as the Keys themselves, and range from ultra-high-end hotels to casual campsites.

Tags: Travel , Florida , Vacations , Travel Tips

About En Route

Practical advice on the art of traveling smarter with tips, tricks and intel from En Route's panel of experts.

Contributors have experience in areas ranging from family travel, adventure travel, experiential travel and budget travel to hotels, cruises and travel rewards and include Amy Whitley , Claire Volkman , Holly Johnson , Marsha Dubrow , Lyn Mettler , Sery Kim , Kyle McCarthy , Erica Lamberg , Jess Moss , Sheryl Nance-Nash , Sherry Laskin , Katie Jackson , Erin Gifford , Roger Sands , Steve Larese , Gwen Pratesi , Erin Block , Dave Parfitt , Kacey Mya , Kimberly Wilson , Susan Portnoy , Donna Tabbert Long and Kitty Bean Yancey .

Edited by Liz Weiss .

If you make a purchase from our site, we may earn a commission. This does not affect the quality or independence of our editorial content.

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The Ultimate Miami To Key West Road Trip Itinerary (2024 Guide)

Picture of Alesha and Jarryd

  • Last Updated: February 3, 2024

Plan the perfect Miami to Key West road trip that includes incredible national parks, Florida wildlife and the best of the Florida Keys!

Miami and Key West are two of the hottest places to travel to. Raging with parties on one end and thriving with long stretches of sandy beaches and blue waters on the other, these two cities are well-known as the top vacation spots in Florida , full of fun and sun to soak in. 

Combining these alluring travel destinations, this Miami to Key West road trip adds flavor and spice with stops at unique and sought-out attractions, such as Everglades National Park and National Key Deer Refuge.

After experiencing Miami ’s intoxicating Cuban culture, world-class art galleries, upscale shopping, and boisterous party beaches, it’s time to hit the road and drive along the eye-catching seven-mile bridge that helps to connect the upper and middle Keys to the lower Keys.

You’ll end up in the iconic city of Key West , where you can easily spend a few days soaking in all the natural beauty and culture here.

Get ready for the time of your life on an unrivaled adventure heading to the stunning island city of Key West, where the water strikes you with its beauty and the Key lime pie is the freshest you’ve ever tasted!

Table of Contents

Where to Start Your Miami to Key West Road Trip

The best time of year for the miami to key west drive, how long is this road trip, coral castle snack bar & coffee shop, biscayne national park, everglades national park, john pennekamp coral reef state park, key largo, history of diving museum, florida keys brewing company , indian key historic state park, lignumvitae key botanical state park, dolphin research center, curry hammock state park , florida keys aquarium encounters, turtle hospital , bahia honda state park , national key deer refuge, planning your miami to key west road trip.

Our Miami to the Florida Keys road trip itinerary perfectly curates the top points of interest along the way for a more fluid drive without unnecessary detours.

We save you the hassle of finding what attractions to see along the way so that you can have the Miami to Key West road trip of a lifetime.

Check out our 3 days in Miami itinerary so you know what to do in the city before you hit the road!

We’re starting this Miami to Key West road trip in Miami before heading through some national parks and continuing along the south coast for a few hours or days while you soak in all the attractions.

Then, as you travel along the famous Seven Mile Bridge, you’ll pass the Upper Florida Keys and continue to the Middle and Lower Keys. You’ll pass various mile markers on your way down to Key West, which can be helpful for keeping track of your travels.

If you don’t have your own car, be sure to rent one! It’s the best way to do this road trip, as tours and public transport don’t allow you the freedom and flexibility to explore all the cool stops.

The best way to get around is to rent a car and explore on your own! We recommend Rental Cars , which has the largest range of vehicles for the best value on the market.

Spring is the best time of year to head out on a Miami to Key West drive. Away from peak tourist season, you can find better travel accommodation pricing while avoiding large crowds for the best Key West road trip.

Alternatively, fall is also a great time as the weather cools and summer crowds subside. If you’re planning to travel to South Florida during fall, keep in mind that hurricane season stretches until the end of November.

Summer can be hot and busy. And during the milder winter months, you can expect a lot of “snowbirds” to take up much of the accommodations.

Without stops, the Miami to Key West drive time is a little under three and a half hours. With these recommended stops for this road trip, we recommend taking a few days to experience these unique attractions.

This southern Florida road trip is entirely customizable, so if you’re running short on time, you can easily skip a stop or two to head straight to the next one.

You can fly directly into Key West International Airport, but a road trip to Key West is much more rewarding because there is so much to see and do on the way!

Read Next: Be sure to read our post on all of the best day trips from Miami .

Miami to Key West Road Trip Itinerary

The famous Florida city of Miami exudes a rich Cuban influence paired with its long stretches of beaches. Spring breakers flock to Miami Beach to party the vacation away on the sandy shores of Miami’s shoreline. 

The nightlife in Miami is notorious for its vibrant and boisterous nature, hosting top performers such as Nicki Minaj, Skrillex and Drake.

Celebrities flock to Miami to party the day and night away alongside everyone else, having welcomed big names like Leonardo di Caprio, George Clooney, and Kim Kardashian, so don’t be surprised if you see one of your favorite celebrities while in Miami! 

Though its nightlife is notorious, Miami is more than parties and beaches. The city is rich with activities that please various tastes.

For example, the Vizcaya Museum & Gardens is a National Historic Landmark that dates back to its foundation in 1916. You can also explore the Cuban neighborhood of Little Havana, or tour various art museums.

Other top things to do in Miami:

  • Vizcaya Museum & Gardens
  • Wynwood Walls
  • Bayside Marketplace
  • Bayfront Park
  • South Beach

Find even more of the best things to do in Miami here .

Miami

A unique stop along this drive from Miami to Key West, Coral Castle Snack Bar & Coffee Shop features furniture and items constructed from coral rock. Walking through the grounds, visitors will find a piece of coral rock shaped into the form of the state of Florida.

There’s also a sundial and dual-chambered well. But, more eye-catching than these pieces is what the shop is named after – the massive coral rock castle!

The castle weighs 1,100 tons. It was finished in 1941 by one dedicated man who immigrated to the United States from Latvia.

The man, Edward Leedskalnin, is said to have only used simple tools like wedges and chisels to construct the impressive structure and the many others made from coral rock open for viewing on the grounds.  

While observing these outstanding pieces of work by Leedskahlnin, visitors can stop by Coral Castle Snack Bar & Coffee Shop for a refresher. The bar and coffee shop sells handhelds like tuna salad sandwiches, hamburgers, and Caprese sandwiches with views of the coral rock creations to savor while you eat. 

Other top things to do in the area:

  • Knaus Berry Farm
  • Homestead Miami Speedway
  • Fruit & Spice Park
  • R. F. Orchids
  • Robert Is Here

Protecting nature and history, Biscayne National Park is a jewel that should not be overlooked on a Miami to Key West road trip!

The largest marine sanctuary in the National Parks System, the park preserves 10,000 years of human history, from the time of prehistoric tribes to that of shipwrecks of explorers scouring for land and gold.

The park is a sight for sore eyes with its shocking blue waters, prosperous coral reefs, and greenery-rich islands. 

People travel from all over to dip in Biscayne National Park’s waters, where its marine life ecosystems are flooded with vibrant tropical fish and coral reefs.

From fishing, snorkeling, kayaking, and swimming, it’s common to find people hitting the water in Biscayne National Park for a fresh day out in the water for chances to see manatees, dolphins, and sea turtles! 

Within the grounds of Biscayne National Park is the Boca Chita Key. On the key is the iconic historic lighthouse that many people launch off from to go snorkeling in the clear blue waters of the park.

Offshore from Boca Chita Key is the third largest coral reef in the world, with exotic marine species like parrot fish and blue neon gobies swimming about. 

  • Crandon Park
  • Historic Virginia Key Beach Park
  • Bill Baggs Cape Florida State Park
  • Deering Estate

Biscayne National Park

For many reasons, the Everglades National Park is one of the most well-known parks in the United States, which of course, makes it an unquestionable stop on our Miami to Key West drive.

It is the largest wilderness east of the Mississippi River and the largest tropical wilderness in the nation.

It protects endangered species such as the American crocodile, the Florida panther, and the manatee. It is also the only place on the planet where crocodiles and alligators coexist peacefully.

As one of the largest wetlands on the planet, the Everglades National Park surprisingly used to be bigger. It used to provide drinking water for over 7 million Floridians.

The park welcomes visitors to enjoy its lush environment with outdoor recreational opportunities like hiking, fishing, bird watching, and camping. Like this airboat tour and wildlife show, boat tours are an exceptional opportunity to travel to Everglades National Park by water to see crocodiles, alligators, and turtles.

This tour, in particular, treats tourgoers with specialty alligator sausage and alligator tail and a show of alligator wrestling techniques used by Native Americans. 

  • Big Cypress National Preserve
  • Miccosukee Indian Village
  • Museum of The Everglades

Exploring more of Southern Florida? Check out our list of the best things to do in Fort Lauderdale !

After touring the Everglades, drive along the Overseas Highway until you leave the mainland and enter Key Largo . Here you’ll find your next stop on the route to Key West!

The country’s first undersea park, John Pennekamp Coral Reef State Park , was founded in Key Largo in 1963, adjacent to the Florida Keys National Marine Sanctuary. A highly recommended stop along the Miami to Key West drive, this park in Key Largo is a place of history and beauty.

Part of the National Register of Historic Places, the park’s creation was designed to protect the only living coral reef in the United States.

The park’s namesake is dedicated to Miami newspaper editor John D. Pennekamp. He contributed significantly to the founding of the Everglades National Park and the up-and-coming John Pennekamp Coral Reef State Park.

This top Key Largo attraction is home to mangrove swamps, tropical hammocks, shore birds, damselfish, barracudas, anemones, and many more marine life species. Key Largo is the dive capital of the world, so do your best to spend some time underwater!

There are recreational opportunities for park visitors to see these vibrant species up close and personal by joining a glass-bottom boat tour, kayaking , canoeing, scuba diving, or snorkeling. Either way, opportunity awaits for all to explore the underwater rainforest of John Pennekamp Coral Reef State Park!

Other top things to do in the Key Largo area:

  • Rowell’s Waterfront Park
  • Dagny Johnson Key Largo Hammock Botanical State Park
  • Crocodile Lake National Wildlife Refuge

Key Largo

Committed to sharing the stories and impact of diving, the History of Diving Museum showcases its collections and interpretations of artifacts related to diving. It is a unique gem to stop at on the Overseas Highway on your Miami to Key West drive.

The museum shares the history of underwater exploration that has influenced history worldwide. The museum has a special dedication to the local diving history of the Florida Keys and South Florida. 

The History of Diving Museum’s exhibits feature photographs, antiques, documents, oral history, books, and many more intriguing items detailing the extensive history and foundation of diving.

This includes subjects such as freediving, treasure hunting, and marine biology that utilize diving to break through the water barrier to reach the underwater world’s treasure trove. 

  • Lorelei Restaurant & Cabana Bar
  • Keys History & Discovery Center
  • Theater of The Sea
  • Islamorada Brewery & Distillery

Want to explore more of the Sunshine State by car? Here is a 2 Week Florida Road Trip Itinerary that might inspire you!

A trendy microbrewery in the Upper Keys, the Florida Keys Brewing Company exudes an alluring tropical ambiance while serving fresh local brews. It’s one of the best places to check out on the Overseas Highway as you head to Key West.

The brewery is a refreshing taste of the local vibes and brews in the Morada Ways Arts and Cultural District.

Tours are available of the brewery, along with tastings of a flight of Florida Keys Brewing Company’s brews made and canned 100% locally. Grab a growler of your favorite Florida Keys Brewing Company beer or go big and buy a keg! 

Settle down with a fresh brew in the Beer Garden. Lay back, relax in one of the chairs, and play a game of giant Jenga or cornhole. And make sure to check the schedule as Florida Keys Brewing Company hosts live music that can be enjoyed in the Beer Garden.

The Indian Key Historic State Park is an island once an integrated town in the 19th century. The island was the first county seat for Dade County in 1836.

Today, the Indian Key is an abandoned ghost town with only remaining leftover ruins and structures. When traveling from Miami to Key West, this park is a hot attraction to hit up.

During its active days, Indian Key was where a running business salvaged cargo from shipwrecks that banked in the Florida Keys.

In 1840, Indian Key was attacked by Indians, and many of the town’s structures were destroyed except one building. This ended up in the island being abandoned. 

At present, Indian Key Historic State Park is a fun outdoor recreational spot people love to hang out. Anglers test their luck for local catches like Spanish mackerel, tarpon, and bonefish.

The island is accessible by kayak or canoe, with opportunities to see sea turtles and dolphins. Once you reach the island, picnicking, hiking, and snorkeling are all other popular activities to consider while visiting Indian Key Historic State Park.

Then head back to the Overseas Highway and continue driving south on your Florida Keys road trip!

  • Robbie’s of Islamorada
  • Blond Giraffe Key Lime Pie Factory
  • Crane Point Hammock
  • Islamorada Wine Co.

Islamorada

Accessed exclusively by tour or private boat, Lignumvitae Key Botanical State Park is nestled on Lignumvitae Key.

The tropical island is flooded with thriving virgin tropical hardwood hammocks as turquoise waters gently crash against its shores. It is a captivating stop on a road trip from Miami to Key West.

The virgin tropical hardwood hammock was common in most of the Upper Keys of Florida, but that is no longer the case. Now, people can view these plants in Lignumvitae Key Botanical State Park, where they prosper and grow widely. 

The backstory of Lignumvitae Key lands with a Miami chemist, William J. Matheson. The chemist purchased the island in 1919, establishing a caretaker’s home, a windmill for electricity, and a cistern for rainwater.

Today, the island acts as Lignumvitae Key Botanical State Park, with self-guided tours available to explore the secluded island. 

Read next: 24 Exciting Things To Do In Orlando, Florida

A nonprofit education and research facility in Key West, the Dolphin Research Center’s mission is to protect, rehabilitate, and research marine mammals. 

With a prime focus on dolphins, the Dolphin Research Center also rescues and rehabilitates other marine animals, including whales and sea lions. The center uses its experiences in rescuing these unique species to assist marine mammals in distress better.

The Dolphin Research Center’s dedication has extended to the licensed approval of the Federal Government needed for the center’s go-ahead to assist endangered manatees in need of help. 

Admission to the Dolphin Research Center allows visitors to see these marine mammals up close and personal. There’s also a fun chance to swim in a safe and educational environment with the dolphins.

  • Keys Cable Park
  • Keys Fisheries
  • Cabana Club

Dolphin Florida

The largest undeveloped piece of land between Big Pine Key and Key Largo, Curry Hammock State Park , is a magnificent sight.

Curry Hammock State Park’s sanctuary is home to many avian species, native and migratory, like the peregrine falcon. Finding solace in the warmth of the park is a frequent activity for locals and tourists alike in this little tropical paradise. 

Kiteboarders come on windy days to show off their skills, while kayakers and canoers adventure the waters on calmer days.

Curry Hammock State Park has a campground for visitors to stay. Either way, visitors can savor easy access to its swimming and paddle through the beautiful waters and scenic hiking trails on land. 

Other top things to do in this area of Key West:

  • Sombrero Beach
  • Coco Plum Beach

Another excellent stop on the drive from Miami to Key West is the Florida Keys Aquarium Encounters , which features unique exhibits in an educational environment designed to inspire and teach others about the importance of conservation. 

With admission to Florida Keys Aquarium Encounters, visitors can add on one encounter. There are three popular encounters many visitors choose from.

During the Big Shark Bay Encounter, visitors can feed and interact with adult nurse sharks with a chance to assist a marine biologist in a shark training session! 

On the Stingray Cove Encounter, visitors can immerse themselves in the water alongside friendly stingrays and hand feed these water gliders.

The Coral Reef Snorkel Encounter is one of the most popular, where visitors can snorkel or dive in a coral reef tank alongside sharks, fish, and stingrays. 

  • Island Fish Company
  • Curly’s Coffee & Marina
  • Marathon Lady Party Boats

Planning to explore the north of Florida? Check out our list of things to do in St. Augustine .

Just 10 minutes down the Overseas Highway toward Key West is a sea turtle rehabilitation and rescue center that has done wonders in its commitment to rehabilitating injured turtles. Once the Turtle Hospita l rehabs the injured sea turtles, they are returned to their natural habitat. 

The Turtle Hospital uses outreach programs and local school visitations to educate others on the importance of sea turtle conservation.

The hospital researches how to protect turtles better and works toward bettering environmental legislation to protect turtles from further environmental safety concerns. 

Guided educational tours of the Turtle Hospital are provided to learn more about the facilities and rehabilitation area for turtles. A presentation is given on turtles before visitors get a behind-the-scenes look at where the sea turtles are rehabilitated. 

  • TJ’s Tiki Bar

A must-stop along this Florida Keys road trip, Bahia Honda State Park is located on Bahia Honda, an island in the lower Florida Keys.

The park is a top-rated attraction when driving from Miami to Key West. On weekends and holidays, arriving early is highly recommended, as the park will close when maximum capacity is reached. 

Surrounded by the iconic clear blue waters and sandy beaches of the Florida Keys, Bahia Honda State Park is a paradise of breathtaking sunsets, salty breezes, and sun-touched kisses. 

The old railroad bridge in the park was the act of Henry Flagler, who made it his mission to bring the railroad to the Florida Keys.

The mission was a success until a hurricane eventually destroyed the railroad. It then served as an overseas highway but now stands as an iconic landmark, especially the old seven-mile bridge that stretches out stubbornly across the waters next to the newer seven-mile bridge.

From lazing in the sun at Sandspur Beach to swimming in the shocking blue waters and trying water sports, Bahia Honda State Park is a stop worth taking on this road trip from Miami to Key West. 

  • Calusa Beach & Loggerhead Beach
  • Sandspur Beach
  • Little Duck Key

Florida Keys

Endemic to the lower Florida Keys, the Key deer are an endangered subspecies of white-tailed deer. The National Key Deer Refuge in Big Pine Key protects this endangered species as a national interest of preservation. 

The refuge is a sanctuary for more than the rare and endangered Key deer. Here you can find mangrove forests, tropical hardwood hammocks, pine rockland forests, salt marsh wetlands, and freshwater wetlands. Within this refuge are over 20 threatened and endangered animal and plant species. 

Guests are welcome to visit the refuge on their Florida Keys road trip to experience the beauty of these rare species and habitats.

However, we recommend first stopping at the Nature Center for a tour through educational exhibits and other features, including a mangrove aquarium and a Key deer story exhibit.

  • Big Pine Key Flea Market
  • Big Pine Key Park
  • Artists In Paradise Gallery
  • Grimal Grove

You’re almost in Key West! Here is our list of the 20 best things to do when you get there.

You’re at the end of your epic Florida Keys drive! The home of the world’s third-largest barrier coral reef, Key West , is full of notoriety, natural beauty, and the best Key lime pie ever tasted.

To visit Key West is to be welcomed by rejuvenation and creativity. For years, writers and artists have flocked to Key West for inspiration—some big names, including Ernest Hemingway, Robert Frost, and Tennesse Williams. 

The lowest record temperature in Key West is 41°F, recorded in 1981. This feature, of course, is a sought-out aspect of many wishing to escape the harsh winter months in colder areas. It’s also why Key West is a perfect year-round paradise to visit.

On this dolphin-watching and snorkeling eco-cruise tour , you can watch bottlenose dolphins in their natural habitat and snorkel in the striking blue waters for an underwater adventure.

Also while visiting Key West, stop by the iconic Southernmost Point Buoy to snap a photo at the bottom of the continental United States!

Nature lovers can also go snorkeling in the stunning Dry Tortugas National Park, and those looking for a bit of culture and shop and sightsee on Duval Street.

There are so many incredible things to do in Key West, so enjoy your time here!

  • Dry Tortugas National Park
  • Loggerhead Key Lighthouse
  • Duval Street
  • Fort Zachary Taylor Historic State Park
  • The Hemingway Home & Museum
  • Southernmost Point Buoy
  • Key West Lighthouse

Dry Tortugas National Park

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Miami to Key West Drive: Florida Keys Stops, Stays + Map!

Miami to Key West Road Trip Itinerary

Visiting the Florida Keys is a classic U.S. vacation, with beaches, clear blue waters, and adventurous activities like snorkeling, kayaking, and camping.  One of the best ways to experience the Florida Keys is with a Miami to Key West road trip. Get tips on how to plan an itinerary that includes all the best of the Keys: quirky roadside stops, beautiful beaches, state and national parks, and waterfront bars and restaurants for sunset each night.

As far as road trips go, a Miami to Key West drive belongs on every bucket list.  You’ll follow the Overseas Highway, a 113-mile stretch of U.S. Route 1 which spans the coral and limestone islands of the Keys and connects mainland Florida to Key West. 

Driving to Key West lets you discover all the best sights, eats, and adventures of the Florida Keys along the way.  Experience amazing snorkeling in Key Largo, kayak and relax on the sandy beaches of Bahia Honda State Park, and watch the spectacular sunset in Key West — plus so many more things in between!

In this guide, I’ll share all the tips you need to plan a Florida Keys road trip, with drive tips, must-see sights, restaurants, and other fun stops along the way.  I’ll also suggest how many days to spend in each location and advice on the best places to stay on your Miami to Key West drive.

This article contains affiliate links. If you click through and make a purchase, I might earn a commission, at no additional cost to you. Thanks for your support in this way! Learn more in my Disclosure Policy .

Pin this Miami to Key West Road Trip Planner for later!

In this guide to a miami to key west drive.

Florida Keys Road Trip: Top Sights from Miami to Key West

Planning Tips: When to Visit | How Long to Stay | Driving the Overseas Highway | Road Trip Map | Itinerary Overview  

Must-See Florida Keys Sights: John Pennekamp State Park | Bahia Honda State Park | Sombrero Beach | Turtle Hospital | Robbie’s | Duval Street | Key West Beaches | Hemingway House | Southernmost Point | Dry Tortugas National Park

Overnight Stops: Key Largo | Islamorada or Marathon | Key West

Miami to Key West Drive: Road Trip Planning

The Florida Keys is an archipelago of 800 tropical islands that stretches 120 miles off the coast of Florida. The Keys begin just south of Miami and continue to the uninhabited Dry Tortugas, one of the most remote U.S. National Parks. 

These vacation planning tips will help you make the most of your road trip adventure from Miami to Key West with quirky local spots, popular sights, and beautiful Florida beaches .

So get your road trip playlist and Instagram sunset captions ready — we’re going on a Florida Keys road trip!

In December I returned again to to the Upper and Middle Keys for a long weekend . See the Instagram Reel below of my Keys mini-road trip, and follow me for more adventures!

View this post on Instagram A post shared by Adrienne 🌎 Adventures + Photos (@thehaphazardtraveler)

view of sunset in the Florida Keys

The Best Time to Drive the Florida Keys

The Keys are one of the warmest and sunniest destinations in the United States, with average high winter temperatures of 75-80 degrees.  The best time for a Florida Keys scenic drive is between March and May, after the busy tourist season is over and when hotel rates are more reasonable. 

It’s best to avoid the peak hurricane season of August and September.

I just visited again in December and although we had some rain and clouds, the weather was warm and I got to do almost everything I wanted to!

The hottest months in the Florida Keys are July and August, with average high temperatures of 90 degrees.  June, August, and September are the months with the most rainfall.

Check weather averages for your visit on Holiday-Weather.com .

Transportation: Airports & Car Rental

The best airports to begin a Florida Keys road trip are the Miami International Airport (MIA) or Fort Lauderdale (FLL), about 30 miles north.  I recommend checking both – there are often direct flight deals for me from D.C. to Fort Lauderdale on United that make it worth flying in there.

Car rental is available at both airports and both have rental car centers attached to the terminal, which really helps with getting your adventure started!

If you’re short on time, it’s usually possible to rent a car one-way for an extra fee.  In this case, you would pick it up in Miami and return it at the airport in Key West (EYW), or vice-versa.  When I last checked rates, this added around $100 to the weekly price with most of the major companies.

Check car rental rates : Alamo | Budget | Hertz | Expedia

photo of a US Route 1 road sign

How Long to Stay for a Florida Keys Road Trip

How does a month sound?  But seriously, I’d recommend at least a week to see the best of the Keys.  It’s a great way to extend a budget trip to Miami .

You can save time on your Keys road trip by paying extra for your car rental and only making the drive one-way.  If you have a little less time or a few extra days, I’ll include other options in the itinerary below.

I’ve also just visited the Upper and Middle Keys on a long weekend! I flew into Fort Lauderdale (there are often great flight deals here) and stayed in Layton near Marathon, exploring everything from Key Largo to Bahia Honda.

Driving the Overseas Highway | U.S. Route 1

The Florida Overseas Highway spans 113 miles and 42 bridges, connecting the mainland of Florida from Miami to Key West. 

Actually the southernmost leg of U.S. Route 1, the Overseas Highway (or Highway 1) follows a trail which began in 1912 when Henry Flagler extended his Florida East Coast Railroad to Key West. This railroad route ran until 1935, when the Keys sustained extensive damage from the strongest hurricane to strike the U.S.

A new highway was built to replace it by the end of the 1930’s, which paved the way for the Keys to become the tourist destination they are today.  In the 1980’s, 37 bridges were replaced with wider, heavier spans, including the most famous portion of the road: the Seven Mile Bridge at Marathon.

Known as the “Highway That Goes to Sea,” the Overseas Highway is a scenic drive.  Most sections of the road are well-paved, although there is currently some overnight construction near Islamorada (December 2022 – but it didn’t impact my trip much).

Straight through, it would take 4-5 hours to drive from Miami to Key West for the 160-mile trip.  The total time depends on traffic, since parts of the road are still only two lanes.  But there are many sights and stops along the way, making it a perfect leisurely road trip to spread over several days.

aerial photo of the Overseas Highway Seven Mile Bridge

Overseas Highway Mile Markers from Miami to Key West

Mile markers along the Overseas Highway are often used as address locators. The highway ends in Key West at mile marker 0.  Other stops: Key Largo is mile marker 102, Islamorada begins at 90, Marathon at mile 60, and the Seven Mile Bridge at 47.

Restrooms/Rest Stops on Your Road Trip

There aren’t any rest areas along the Miami to Key West road trip route, but there are many restaurants and convenience stores that have restrooms available.  If you stop at any of the state parks, you might need to pay an entrance fee.

There is a visitor’s center run by the Chamber of Commerce on Key Largo, and a commercial visitor’s center for Key West located on Big Pine Key.

Miami to Key West Drive - Florida Keys road trip -

Gas Stations & Supplies

There are gas stations every few miles along the route through the Keys. The longest stretches in between are perhaps 10 miles, so just keep an eye on your fuel gauge.

Grocery Stores

You’ll also find grocery stores and smaller markets through the Keys. Some of the main grocery stores are:

  • Key Largo: Winn-Dixie and Publix
  • Islamorada: Publix and The Trading Post, a 24-hour market across from the Cheeca Lodge. *Note that you can buy Key Lime Pie Lady brand goodies here late-night
  • Marathon: Winn-Dixie and Publix
  • Big Pine Key: Tom Thumb and Winn-Dixie
  • Key West: Winn-Dixie and Publix

In case you forget sunscreen, bug repellent, motion sickness tablets, etc. there are several chain pharmacies throughout the Keys. The larger grocery stores have pharmacies, as well as:

  • Key Largo: Walgreens and CVS
  • Islamorada: CVS
  • Marathon: Walgreens and CVS
  • Big Pine Key: Walgreens and CVS

photo of a catamaran sailing in the virgin islands

Florida Keys Catamaran All-Inclusive

Want to explore the Florida Keys in a totally different way? Check out this luxury Florida Keys catamaran sailing experience !

Miami to Key West Drive Map

The map below shows the best sights for your Miami to Key West drive.  To see details, click the arrow on the top left to view the different layers.  You can scroll to see the different categories – stops, beaches and parks, more top sights, and restaurants.  You can also click each item on the map for more information.  Save the map by clicking the star after the map name – this will save it to your own Google Maps folder.

Miami to Key West Road Trip Itinerary & Stops

Use this overview to get an idea of the suggested number of nights for each destination, as well as must-see sights.  Keep reading for the full details on each step of the itinerary including more sights, restaurants, tours, and recommended hotels and Airbnbs.

Distance from Miami to Key West: 160 miles | Estimated Driving Time: 4 hours

Itinerary Length: 5-8 nights depending on selected sights & stays

photograph of north and south signs for route 1

Miami | Bonus South Florida Stop to Start Your Trip

Got extra time? If you haven’t visited Miami before, you should tack on a few days here at the start of your trip. Gorgeous beaches, non-stop nightlife, and luxe hotels have made it one of the most popular vacation spots in the U.S.

  • Miami Beaches: Miami Beach has calm, crystal-clear water and soft sands, as well as cafes, sidewalk bars, and a boardwalk for strolling. South Beach is where the action is, with endless nightlife and celebrity-chef eateries. For a quieter spot, check out North Miami Beach, with its open-air bandshell and plenty of bars, restaurants and parks great for families.
  • Wynwood Walls: Just minutes from Downtown Miami, this collection of giant wall murals covers six buildings. Wynwood Walls has become a famous Instagram spot thanks to famed artists from across the globe.
  • Art Deco Historic District: Miami is famous for sleek, colorful architecture. But Miami is especially famous for its 1920’s and 1930’s Art Deco Historic District in Miami Beach. It’s located between 5th Street and 23rd Street, along Ocean Drive, Collins Avenue and Washington Avenue
  • Everglades National Park: If you want to explore this top 5 U.S. National Park, it’s best seen on a day trip from Miami or a a stop on your first day (turn south at Florida City). The 1.5-million-acre wetlands preserve is made up of coastal mangroves and marshes home to hundreds of animal species. Here you can spot leatherback turtles, crocodiles, dolphins, and perhaps even the Florida panther and West Indian manatee.

Upper Florida Keys: Miami to Key Largo – 63 miles, 1 hour

Stay in Key Largo: 1-2 nights

Top Sights: Robert is Here | Alabama Jack’s | John Pennekamp State Park | Mrs. Mac’s Kitchen

Middle Keys: Key Largo to Marathon – 47 miles, 1 hour

Stay in Islamorada or Marathon: 2-3 nights

Top Sights: Diving Museum | Rain Barrel Village | Robbie’s | Turtle Hospital |Sombrero Beach | Bahia Honda State Park

Alternatively, you can combine the first two stops and use Islamorada as your base for exploring the Upper and Middle Keys.  Islamorada is only about 30 minutes from Key Largo and 35 minutes from Marathon.  I did this so that I could get a weekly vacation rental, and it worked out great.

I’ve also stayed in Layton, between Islamorada and Marathon, to explore the Upper and Middle Keys.

Lower Florida Keys: Marathon to Key West – 50 miles, 1 hour

Stay in Key West: 2-3 nights

Top Sights: Key West Lighthouse | Ernest Hemingway House | Key West Butterfly Conservatory | Duval Street | Smathers Beach | Mallory Square | Southernmost Point Marker | Dry Tortugas National Park

Key Largo | Miami to Key West Drive First Stop

view of a dock in Key Largo, Florida Keys

Key Largo is the first stop on a Miami to Key West road trip, and is most famous for its world-class diving and snorkeling.  It’s accessible via U.S. Route 1 or the Card Sound Bridge – take the slightly longer Card Sound toll route if you want to stop at Alabama Jack’s bar.

Key Largo is also known for watersports like kayaking, paddleboarding, and fishing. To the west on the mainland lies Everglades National Park.  Read on for the best things to do in Key Largo for your Miami to Key West road trip, as well as a variety of options for where to stay, including family-favorite Baker’s Cay resort .

Top Key Largo Sights

Robert is here | homestead, florida (mainland) fruit stand.

Robert is Here Fruit Stand & Farm

This family owned fruit stand has been around since the 1950’s and is located on the mainland of Florida. It all began when Robert’s dad, a farmer, set him up with a roadside table to sell cucumbers and a sign declaring “Robert is here.” 

Well, Robert is still here, and from those humble beginnings has built a fruit mecca and tourist destination.  In addition to hundreds of exotic fruit varieties, there’s an animal farm, kids’ play area, famous milkshakes (including key lime, of course), and a band on weekends.

Itinerary priority: Add if you have extra time and want a classic Florida experience.  It’s the perfect place to pick up fresh produce and also a good stop if you’re on a longer road trip.

Website | Google Maps | Address: 19200 SW 344th St, Homestead, FL 33034

Alabama Jack’s | Classic Key Largo Biker Bar

photo of license plates hanging from the ceiling at Alabama Jack's

This biker/tiki/dive bar (yes, that’s a lot of slashes!) is found in the town of Card Sound.  It’s been around since the 1950’s and has become a traditional first stop in the Keys for many road trippers.  Alabama Jack’s has the reputation of the best conch fritters in the Keys, cold beers, and friendly service.

On the weekends the house band, Card Sound Machine, has played in the afternoons for over 30 years.  Alabama Jack’s closes at sunset, perhaps so you’re not carried off by mosquitoes from the nearby swamps.

Itinerary priority: Add this if you have extra time and want a classic quirky Keys experience.  Be sure to take the toll road headed out of Miami or Homestead.

Facebook | Google Maps | Address: 58000 Card Sound Rd, Key Largo, FL 33030

John Pennekamp Coral Reef State Park & Florida Keys National Marine Sanctuary

photo of a coral reed at John Pennekamp State Park in Key Largo

John Pennekamp Coral Reef State Park is a must-see as the first underwater state park in the U.S.  It includes 70 nautical square miles of the Atlantic. The famous “ Christ of the Deep ” statue is here, an 8 foot tall sculpture sunk 25 feet deep. 

You can also snorkel from the shore at John Pennekamp, canoe or kayak, or take a glass-bottom boat tour. Cannon Beach is one of the most popular spots.

The adjacent Florida Keys National Marine Sanctuary extends 2,800 square nautical miles from Key Biscayne in the north down to Dry Tortugas.  Experienced divers can take an excursion to the artificial reef of the sunken USS Spiegel Grove.  

Itinerary priority: Must-see.  Key Largo is a world-class snorkeling and diving destination and one of the top sights on a Miami to Key West road trip.

Website | Google Maps | 102601 Overseas Hwy, Key Largo, FL 33037

Tours: In December, I went on this half-day tour with Silent World Dive Center . They have a snorkel-only boat (which I prefer — you don’t have to wait for divers to get in and out of the boat with all their equipment), and the staff was super friendly, knowledgeable, and professional! More top-rated tour options with online booking: | Half Day Snorkeling | Private Snorkeling Tour | Half-Day Scuba Tour

African Queen Canal Cruise | Key Largo Excursion

Yes, that African Queen – from the 1951 movie starring Humprey Bogart and Katharine Hepburn!  Relocated from Africa and restored, the iconic boat now cruises the waters of Key largo offering canal and dinner cruises.  There are several departures daily, and on weekends you can take a dinner cruise with roundtrip transportation to the Pilot House Marina. 

Itinerary priority: A quirky addition for classic movie buffs.

Website | Address: 99701 Overseas Hwy, Key Largo, FL 33037

Florida Keys Wild Bird Rehabilitation Center

Florida Keys Wild Bird Rehabilitation Center

The Laura Quinn Wild Bird Sanctuary in Tavernier is a center for wildlife rehabilitation, and is home to over one hundred resident birds who cannot be returned to the wild.  See rescued hawks, owls, vultures, pelicans, gulls, songbirds, and more. Visitors can learn about the birds and the ecosystems of the Florida Keys.

Itinerary priority: This is a quick stop – less than an hour – interesting for nature and wildlife lovers.

Website | Google Maps | Address: 92080 Overseas Hwy, Tavernier, FL 33070

Where to Eat & Drink in Key Largo

Mrs. Mac’s Kitchen   Iconic Key Largo favorite with kitschy decor, fresh seafood, and some of the best coconut shrimp and key lime pie in the Keys (try it yourself to see if you agree!).  There are two locations on the Overseas Highway – the first is the original and closes mid-afternoon. The second, a few blocks away, is larger and has more parking and seating.

Caribbean Club   Classic dive bar and Key Largo tradition with amazing sunset views

Pilot House Restaurant   Local favorite overlooking a marina with fresh seafood and a tiki bar vibe

Sundowner’s Key Largo Seafood eatery with a glass dining room and outdoor waterfront seating

Mrs Macs Kitchen Key Largo - original location

Where to Stay in Key Largo | Top Accommodation Picks

Check out these top picks in the Key Largo area for your first stop from Miami to Key West.

Best Key Largo Hotels

$ Gilbert’s Resort | Budget waterfront stay with pool, private beach, tiki bar and views. Check rates on Booking.com | Expedia

$$ Sunset Cove | Rooms and cottages close to sights; some pet-friendly rooms, breakfast, kayaks, and private beach.  Check rates on Booking.com | Expedia

$$$ Coconut Palm Inn | Resort in Tavernier with rooms and suites, breakfast, and thoughtful service touches.  Pool, private beach, kayaks. Check rates on Booking.com | Expedia

$$$$ Kona Kai | Luxury adults-only resort and botanical gardens in Tavernier. Spa, hot tub, heated pool, tennis in a spectacular setting. Check rates on Booking.com

Gilbert’s Resort - Key largo hotel

Key Largo Vacation Rentals

Looking for more space or a local stay? Check out these Key Largo area vacation rentals.

Islamorada | Second Keys Road Trip Stop

Islamorada Sunrise Florida Keys

Islamorada is a village made up of 6 of the Middle Keys, and the halfway point between Miami and Key West.  It’s known as the “Sportfishing Capital of the World,” thanks to its bounty of options for professional fishing charters with experienced captains. 

There are many choices of mid-range to luxury resorts in Islamorada, as well as shopping, restaurants, sights and eco-experiences. 

During one of my Keys road trips, I stayed here as a base for exploring everything from Key Largo to Marathon.  Read on for the best things to do around Islamorada on your Miami to Key West road trip!

Top Sights In the Islamorada Area

Rain barrel village.

sculpture of a giant lobster named Big Betsy

This quirky stop is a garden oasis with shops, galleries, and boutiques.  Spend a few hours and grab a snack at the local eateries too.  You’ll want to get a selfie with its iconic giant lobster named Betsy!

Itinerary priority: A fun stop, great for souvenirs and Instagram ops.

Website | Google Maps | Address: 86700 Overseas Hwy, Islamorada, FL 33036

History of Diving Museum

photo of an exhibit at History of Diving Museum in Marathon Florida

For divers and adventurers, the History of Diving Museum is a cool stop for your itinerary.  Explore more than 4,000 years of diving history (yes, really) from breath-holding divers to early diving machines and helmets to the revolutionary invention of SCUBA.  Includes the world’s largest collection of diving memorabilia.

Itinerary priority: A well-done museum and a must-see for diving aficionados.

Website | Google Maps | Address: 82990 Overseas Hwy, Islamorada, FL 33036

Robbie’s | Islamorada Restaurant, Bar & Activities

photo of a tarpon jumping up to eat a fish

Robbie’s is a fun waterfront restaurant and bar with a bonus: from its dock, you can feed tarpon fish which grow up to 8 feet. The trick is avoiding aggressive pelicans and trying not to scream when the tarpons jump to snatch the fish!  Robbie’s is also a spot for booking local fishing charters and other excursions.

Itinerary priority: A great photo spot and place to book local tours.  If you’re afraid of fish bigger than you are, skip that part.

Website | Google Maps | Address: 77522 Overseas Hwy, Islamorada, FL 33036

Holiday Isle Tiki Bar at the Postcard Inn

retro tiki bar

Calling tiki bar lovers and cocktail connoisseurs! You’ll want to make a stop at the Tiki Bar at the Postcard Inn to see where the Rum Runner was invented. 

Legend has it that in 1972, the bartender Tiki John was tasked with creating a cocktail to get rid of excess inventory.  He mixed banana liqueur, Meyers rum, brandy, and grenadine. And behold – the Rum Runner was born!

Itinerary priority: A must-see for tiki and cocktail connoisseurs. It’s been restored and the resort itself is very upscale; if you prefer your tiki bars a little less flashy, try nearby Lazy Days .

Website  | Address: 84001 Overseas Hwy, Islamorada, FL 33036

Where to Eat & Drink in Islamorada

Florida Keys Brewing Company | Tasting room and beer garden with a fun vibe and pretty courtyard. Try a flight of local beers and get a growler to go. A must for beer lovers!

Morada Bay | Luxury dining at Pierre’s; casual fare at its Beach Cafe, perfect for drinks, dinner, and sunset on a white sand beach

Marker88 | This restaurant has been a Keys tradition since 1967, and offers beachfront dining and amazing sunsets

Lorelei Cabana Bar | Seafood Restaurant known for conch and stone crab chowders, mahi fish tacos, and gorgeous sunsets

Islamorada Brewery and Distillery | Distillery and brewery with a beer garden with food trucks and local music. Try their key lime pie frozen cocktail!

Islamorada Brewery and Distillery

Where to Stay in Islamorada | Top Accommodation Picks

$ Sunset Inn  Trendy, family-friendly budget stay with pool, close to sights. Check rates on Booking.com | Expedia  

$$ Lime Tree Bay Resort   Studios, rooms, and 2-3 bedroom suites, some with kitchenettes. Beachfront with pool and breakfast.  I loved my stay here – I had a studio with a kitchenette overlooking the water. Check rates on Booking.com | Expedia

$$$ Islander Resort   Stylish resort with private beach, 3 pools, lanais, many amenities. Check rates on Booking.com | Expedia

$$$$ Cheeca Lodge  Luxury resort with spa, golf course, pools, tennis, private beach. Plus there’s a 24-hour grocery store across the street. Check rates on Booking.com   |  Expedia

Sunset Inn - Islamorada Hotel

More Islamorada & Marathon Stays

Marathon | miami to key west drive stop.

Marathon Florida - Keys road trip stop

The Florida Keys city of Marathon is made up of 13 islands, and is known for beaches, fishing, and a barrier reef. Marathon is a mini archipelago of its own.

Marathon is actually made up of East and West Sister’s Island, as well as a collection of smaller keys, like Boot, Knights, Hog, Vaca, Stirrup, Crawl, Little Crawl, Deer, Fat Deer, Long Pine and Grassy Key.

Find out the best things to do in Marathon for your itinerary, including turtle conservation, snorkeling and nature experiences.

Top Marathon Sights for Your Road Trip

Sombrero beach.

Sombrero Beach Marathon - Florida Keys best beaches

Sombrero Beach in Marathon is a calm public beach perfect for swimming.  There are restroom facilities here as well as picnic shelters with grills, and plenty of room to spread out on its long white sand beach. 

From April through October, loggerhead turtles nest here, so you might see some small areas roped off to protect the eggs.  

Itinerary priority: This is a great option for a beach day if you stay at a hotel that isn’t beachfront – bring a cooler with what you’ll need for the day, and pick out a spot to relax. I think it’s also one of the nicer beaches in the Keys, which are known for rocky rather than sandy coastlines!

Website | Google Maps | Address: Sombrero Beach Rd, Marathon, FL 33050

Sombrero Beach Marathon - Florida Keys best beaches

The Turtle Hospital 

Top Florida Keys Sights - Turtle Hospital Marathon

This small non-profit organization is dedicated to the rescue, rehabilitation, and release of endangered sea turtles. Visit on a guided tour to get a behind-the-scenes look at their hospital facilities and see their turtle rehabilitation tanks close-up! 

The entrance fee and gift shop support their rescue efforts.  It’s very popular, so be sure to make a reservation.

Itinerary priority: This is a Florida Keys must-see. It’s a great family activity and unforgettable experience!

Website | Google Maps | Address: 2396 Overseas Hwy, Marathon, FL 33050

key west florida road trip

Seven Mile Bridge

Seven Mile Bridge sunrise - Florida Keys Road trip

The Seven Mile Bridge begins around mile marker 47 and connects Knight’s Key in the Middle Keys to Little Duck Key in the Lower Keys. 

This is the most iconic portion of the Overseas Highway, frequently featured in movies about the Keys.  You’ll get spectacular views of turquoise water reaching all the way to the horizon.

A section of the old original bridge has been restored for pedestrian and bicycle traffic. This is a great place to watch both sunrise and sunset. A parking lot on the southbound side also has a waterfront park with shelters for picnics.

This is a must-see, obviously, as there’s no other road to Key West!

Seven Mile Bridge pedestrian bridge - Florida Keys Road trip

Bahia Honda State Park | Bahia Honda Key

view from the Old Bahia Honda Bridge

Bahia Honda is one of the islands of the Keys, and is home to a namesake state park.  It’s possible to visit here on the day that you drive to Key West, since it’s located past the Seven Mile Bridge around mile markers 38.5-36.

Be sure to visit its three beaches. Turn right when you enter the park to get to Calusa Beach and Loggerhead Beach, located near the concession shop and the Old Bridge. Or turn left and drive past the camping areas to reach mile-long Sandspur Beach.

Other activities at Bahia Honda include snorkeling, kayaking, hiking, biking, and spotting birds and wildlife. Limited campsites are available. There are picnic shelters and tables throughout the park, as well as restrooms in the beach and camping areas.

The hiking trail on the southwest end of the island leads to the top of the Old Bahia Honda Bridge, and has spectacular views of the island and the waters below.

Itinerary priority: Bahia Honda State Park is a Florida Keys must-see for your road trip!  Bring a picnic lunch and spend a few hours here.

Website | Google Maps   | Address: 36850 Overseas Hwy, Big Pine Key, FL 33043

view of old Bahia Honda Bridge

National Key Deer Refuge

photo of a Key Deer

The endangered Key Deer is the smallest subspecies of the North American white-tailed deer. Poaching and habitat loss had reduced their numbers to only a few dozen animals by the 1950’s. Luckily, the establishment of this Refuge allowed for protection and a dramatic recovery.

The deer now number close to a thousand, 75% of which are concentrated on Big Pine and No Name Keys.  Stop at the visitor center for information and drive slowly through Big Pine Key or hike to spot them.

Itinerary priority: This is an interesting addition for nature lovers and photographers.

Website | Google Maps | Address: 30587 Overseas Hwy, Big Pine Key, FL 33043

Where to Eat and Drink in Marathon

Florida Keys Steak & Lobster House | Fine dining favorite of tourists and locals

Fish Tales Market & Eatery | Seafood market and restaurant serving local seafood, burgers, sandwiches, salads

Lighthouse Grill | Waterfront restaurant and bar with a menu of fresh seafood and local favorites

Sweet Savannah’s | Bake shop and ice cream spot serving a variety of desserts including key lime pie with an outdoor garden

Irie Island Eats | Hidden local gem with carry out and outdoor seating past the Seven Mile Bridge

No Name Pub | Quirky, iconic Keys bar with pizza, chili and bar food on Big Pine Key

Square Grouper | Highly-rated foodie favorite with fresh seafood, small plates, desserts, and microbrews with a waterfront view on Cudjoe Key

Seven Mile bridge aerial view

Where to Stay in Marathon | Top Accommodation Picks

$ Coconut Cay Resort | Colorful budget hotel with a pool, mini-fridge, microwave, kayaks. Check rates on Booking.com |  Expedia

$$ Seascape Resort & Marina | Midrange beach resort with kayaks, paddleboards, bicycles, mini-fridges, microwaves | Check rates on Booking.com |  Expedia

$$$ Isla Bella  | Luxury resort with rooms and 1-2 bedroom suites, some with kitchenettes. Beachfront with pool, spa and restaurants. Check rates on Booking.com | Expedia

$$$ Tranquility Bay Resort  | Luxury resort with rooms and 2-3 bedroom cottages. Beachfront with pools, spa and restaurants. Check rates on Booking.com | Expedia

Coconut Cay - Marathon Florida hotels

Key West | Florida Keys Road Trip End

Airbnbs in Key West

Although Key West might be the final stop on this Florida Keys road trip, the fun is just beginning! Famed for its beaches, water sports, nightlife, and pastel “conch-style” architecture, Key West packs a lot into its 7 square miles. 

It’s also at the southern end of the Florida Keys National Marine Sanctuary, which extends Key West’s playground with adventurous snorkeling and diving opportunities.  

Read on for the best things to do here and save time to visit Dry Tortugas National Park, the top day trip from Key West!

Top Sights and Things to Do in Key West

Duval street.

photo of restaurant and bar on Duval Street in Key West

Duval Street, and specifically its 6-block stretch within the Key West Historic District, is the epicenter of Key West’s famous party atmosphere.  You could spend your entire time in Key West exploring its galleries, shops, boutiques, restaurants and bars. 

Be sure to check out Sloppy Joe’s Bar , a hangout of Ernest Hemingway and host to the “Papa Look Alike Contest” in July.

Itinerary priority: This is a must-see in Key West!

Mallory Square

aerial photo of Mallory square waterfront in Key West

Mallory Square is a waterfront plaza at the end of Duval Street, adjoining the seaport. With shopping, restaurants, bars, and the best place in Key West to see the sunset, be sure to save time in your itinerary for this spot!

Itinerary priority: This is an iconic place for sunset, so try to add it if you can.

Website | Google Maps   | Address: 400 Wall St, Key West, FL 33040

Smathers Beach | Best Beach in Key West

sunrise photo at Smathers Beach Key West

Located on the south shore of Key West, Smathers Beach is the island’s longest and calmest beach, with nearly a mile of soft white sand and palm trees.  It’s a public beach, with chair rental and food trucks available.

For more beaches, you can also check out Fort Zachary Taylor State Park.

Itinerary priority: Add it to the list if you haven’t yet had enough beach time and won’t be able to see Dry Tortugas.

Google Maps | Address: 2601 S Roosevelt Blvd, Key West, FL 33040

Southernmost Point

photo of the monument for the Southernmost point in the US in Key West

This simple but iconic monument is located at the southernmost tip of the continental U.S., 90 miles north of Cuba.

Itinerary priority: If you don’t have a photo here, have you even been to Key West?

Google Maps | Address: Whitehead St &, South St, Key West, FL 33040

The Ernest Hemingway Home and Museum

exterior photo of the Heminway Home and Museum in Key West

The Hemingway Home was the residence of American writer Ernest Hemingway in the 1930s. Located across from the Key West Lighthouse, the Hemingway House is the most popular tourist attraction on the island. 

Legend has it that its many celebrated polydactyl (6-toed) cats are descendants of one that Hemingway owned.  The cats have the run of the home and gardens.  If you have time, visit the lighthouse across the street for the best views of Key West.

Itinerary priority: The Hemingway House is a must-see for history and literature buffs, as well as cat lovers.

Website | Google Maps | Address: 907 Whitehead St, Key West, FL 33040

interior photo at the Hemingway House

Key West Butterfly and Nature Conservatory

photo of a butterfly

Take a break from Duval Street and walk among hundreds of butterflies & birds including flamingos in this glass-enclosed conservatory.  In the learning center, you can explore butterfly migration and science, then look for butterfly souvenirs in the adjoining gift shop.

Be sure to wear bright colors if you want the butterflies to land on you!

Itinerary priority: It might sound nerdy but I loved it, so I’m going to rate this one a must-see.

Website | Google Maps | Address: 1316 Duval St, Key West, FL 33040

Dry Tortugas National Park Day Trip

aerial view of Dry Tortugas National Park

Almost 70 miles west of Key West lies the remote Dry Tortugas National Park.  Accessible only by boat or seaplane, the park is the home of historic Fort Jefferson, crystal clear blue waters, coral and marine life, and a vast assortment of bird life. 

Get my detailed guide for a Dry Tortugas day trip or camping here .

Itinerary priority: Dry Tortugas is a bucket-list destination as one of the most remote U.S. National Parks.  If you’re out of time or money on this trip, you’ll have to save it for your next Key West visit!

Websit e | Google Maps | Ferry terminal address: 100 Grinnell St, Key West, FL 33040

Dry Tortugas National Park Day Trip - Dry Tortugas National Park Snorkeling

Dry Tortugas National Park: Day Trip, Snorkeling & Camping

Planning a trip to Key West? Be sure to include a visit to Dry Tortugas, one of the least-visited U.S. national parks for pristine beaches, spectacular snorkeling, and even camping.

Take in History at the Truman Little White House

Harry S. Truman vacationed here under orders from his doctor that he take a warm vacation.  He also had friends, cabinet members, and foreign officials visit for fishing trips and poker games. 

Truman set up shop there for 175 days of his presidency from 1946 through 1952, which gave the circa-1890 naval site the name “The Little White House.” The surrounding neighborhood, known as Truman Annex, is a leafy shaded area with parks and vacation homes.

Address: 111 Front St, Naval Air Station Key West, FL 33040 | Website | Google Maps

Where to Eat and Drink in Key West

Captain Tony’s Saloon | Old school pub dating to 1851

Blue Heaven   | Quirky, iconic spot with Floridian-Caribbean cuisine & key lime pie.  Located in a tropical plant-filled garden where Hemingway once officiated boxing matches

The Flaming Buoy Filet Co. | Steak & seafood spot in a funky tropical space

The Stoned Crab | Top Key West eatery specializing in fresh seafood including stone crab and lobster, plus cocktails 

Key Best Pizza and Coffee  | Affordable family-friendly spot with the best pizza on the island

Better Than Sex   | Key West dessert restaurant with a speakeasy atmosphere

Where to Stay in Key West | Top Accommodation Picks

Key West has a wealth of accommodation options for every traveler, from budget and luxury stays to clothing optional resorts . There are also Airbnb rental homes in the traditional Key West “conch-style” architecture.

Old Town is the best place to stay for first-time travelers and for proximity to sights, restaurants, and nightlife.

All of the resorts below offer parking; although most hotels in the historic district add an extra charge for this, since space is limited.

$ Blue Marlin Motel  | Bright budget stay with a pool in a great location. Parking available for an extra daily fee.  Check rates on Booking.com | Expedia

$$ Harborside Motel & Marina  | A top midrange Key West pick with pool, kitchenettes, and free parking.  Check rates on Booking.com | TripAdvisor

$$$ Havana Cabana  | Resort style hotel with pool, bar, restaurant and fun vibe. Hourly shuttle to Duval and free parking.  Check rates on Booking.com | Expedia

$$$$ Southernmost Beach Resort  | Luxury resort in historic Old Town with pools, restaurants, spa, and private beach. Parking available for an extra daily fee. Check rates on Expedia

Blue Marlin Hotel - Key West

Don’t miss my guide to the best rentals and Airbnbs in Old Town Key West – from budget options to luxury stays for a group.

Best Key West Airbnb - Airbnb Key West Fl - Airbnbs in Key West

Airbnb Key West Florida: Best Rentals with Pools & More!

Planning a Florida vacation? Get tips on the best Key West Airbnb stays for solos, couples or groups of any size: honeymoons, families, bachelorettes & more!

Ready to hit the road?

Have you decided to add a Miami to Key West road trip to your bucket list?  Pin this guide for later, so you’ll have my updated tips when you’re ready to book! 

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I was a travel hot mess, but I got better! I kept the name and now blog my best tips for culture + adventure travel from around the globe. Follow along for travel advice, destination guides, and photography from faraway lands and at home in Washington, DC.

Travel Writer | Photographer | Licensed Drone Pilot Member, Society of American Travel Writers (SATW)

Divergent Travelers

Ultimate Florida Keys Road Trip Planner (Driving to Key West from Miami)

Taking a road trip through the Florida Keys is one of the best adventures you can have in the USA. The 110 mile stretch from Miami to Key West traverses the appropriately named Overseas Highway, crossing 42 bridges while taking you on a wild ride through one of the most picturesque, quirky and fun places in the USA.

While the drive to the Southernmost city in the United States only takes 4 hours to complete, you’d be at a total loss to miss the many stops along the way. Each island offers something different and sets the tone for your arrival into the fabled Key West, 90 miles north of Cuba.

Hold on to your hat, the Florida Keys is open for business and an epic road trip awaits you.

Don’t leave home without:   Lonely Planet Miami & the Keys (Travel Guide)

Epic Miami to Key West Florida Keys Road Trip Guide

Table of Contents

Miami to Key West Road Trip Facts

Overseas Highway, Florida Keys

  • Distance from Miami to Key West – the total distance from the Miami International Airport to Key West is 110 miles. The entire stretch of road is a paved highway.
  • Miami to Key West drive time – if you were to drive straight through, the drive would take you on average of 4 hours. Something to note is that the Overseas Highway is a slower moving 4 lane highway, 2 northbound lanes, and 2 southbound lanes, with an average speed limit of 40MPH.
  • Best time to visit the Florida Keys – the best season in between March and May as the weather is stable and the large crowds from the winter season have begun to disappear. You’ll also enjoy more reasonable prices. July is the hottest month averaging 86°F  ( 30°C ) and January is the coldest month averaging 70°F (21°C) . The most rain falls in September.
  • The recommended number of days – our road trip lasted 6 days and we structured it with 2 nights in Key Largo while heading southbound, 2 nights in Key West and 1 night in Marathon while heading northbound. This said I would highly recommend that you extend your trip to a full 7-8 days giving you an extra 1-2 nights in Key West.
Don’t forget:   Miami and the Keys: destination touring map & guide (National Geographic Destination Map) . This will allow you to stop at all of those hidden gems along your drive. 

Rent a Car in Miami

Rental Car in the Florida Keys

Unless you’ve decided to drive from your hometown, you’ll be flying into the Miami International airport and be in need of a vehicle to start your Florida Keys road trip.

Be sure to make a rental car reservation before flying to Miami as all classes of rentals are in high demand and the chances of there being an affordable option available on arrival are slim.

The roads from Miami to Key West are paved and easily traveled, so it really comes down to preference for the type of vehicle you choose to rent.

We went with a mid-sized car for comfort and fuel economy but that’s not to say it wouldn’t be fun to rent a jeep or convertible for the drive.

Need to book a car for your road trip adventure? We use Discover Car Hire for comparing car prices to find the best deal. They search both local & international rental companies.

Car Insurance for Your Road Trip

Rental cars come with the minimum levels of liability insurance required by the state that is provided by the rental company.

While it meets the requirements, it is not enough coverage to have peace of mind or cover you in the case of a serious accident.

You have the option of purchasing an extended policy when you pick up your rental but also remember that a good travel insurance plan will also provide you with great car rental insurance.

Florida Keys Road Trip Highlights Map

HOW TO USE THIS MAP:  Above you’ll find a map of our highlights on the Miami to Key West drive in the Florida Keys. Click on the top left of the map to find separate layers marking the route and points of interest. You can hide and show different layers, or click icons on the map to see the names of places we mention in this travel guide. “Star” the map to save it to your own Google Maps, or open the map in a new window for a larger version.

Can’t Miss Stops from Miami to Key West

Skip ahead to:, key largo – florida keys.

Sunset in Key Largo, Florida

The closest Key to mainland Florida, Key Largo is an absolute gem with some amazing natural landscape to enjoy making it a fantastic first stop when heading form Miami to Key West on a road trip.

While it’s no Key West, this island is an absolute paradise bursting with local character and relaxing Caribbean vibes.

Not to mention, Key Largo is an icon having debuted in literature written by Ernest Hemmingway and a famous song by the Beach Boys.

Key Largo is a great place to explore the water. You will find several companies offering snorkel or diving adventures.

If snorkeling or diving is not your thing, you could instead book a Kayak or Paddleboard Eco Tour allowing you to explore the beautiful mangroves of Key Largo.

Traveling 68 miles from Miami it takes around 1 ½ hours to reach Key Largo, which is the perfect amount of driving for the first day.

This gives you time to arrive, find your hotel and get settled before heading off to dinner for a spectacular sunset on one of the islands many piers.

Plan the ultimate Key Largo Itinerary

Places to Visit in Key Largo

John pennekamp state park.

John Pennekamp State Park, Key Largo, Florida

The majority of our time on Key Largo was spent exploring this stunning natural area.

We started our day with a boat trip out to the only living coral reef in the United States, where we spent 2 hours snorkeling in the waves. Book your snorkeling adventure today in John Pennekamp State Park.

Despite us having the privilege to snorkel and dive on some of the best reefs in the world, we found the reef here healthy and beautiful.

What stood out the most was the large populations of colorful fish, so it’s definitely worth the effort.

Back on land, we spent a couple of hours walking the trails in the park. The trails are well-groomed and easy to follow offering fantastic views of the ocean and thriving mangrove forests along the shore.

John Pennekamp State Park, Florida

Entrance into the John Pennekamp State Park costs $8USD per vehicle (2-8 persons) and the park hours are 8 AM until sunset.

Snorkeling tours cost $29.95 for a 2.5-hour trip and run at fixed times 9 AM, 10:30 AM, 12 PM, 1:30 PM, 3 PM and 4:30 PM daily.

Getting Here:  the State Park entrance is located at Mile Marker 102.5 on the Oceanside of the highway.

Places to eat in Key Largo

Sundowners, Key Largo, Florida

  • SUNDOWNERS : This is the place to be for sunset as they have a prime location on the water. Not to mention the flowing plates of seafood and tropical cocktails on offer. Even if you just come for drinks and appetizers, we enjoyed live music and a truly spectacular sunset. Hot tip: Be sure to make a reservation if you want to dine during sunrise.
  • THE FISH HOUSE : Just as the name suggests, this is the place to go if you like fresh fish. The perfect place to grab lunch, this restaurant specializes in fresh local seafood including snapper, mahi-mahi, grouper, Florida lobster and stone crab.
  • MRS MAC’S KITCHEN : Fun and quirky, this is the place to meet locals while enjoying the perfect mesh of southern fare and island seafood. If the food isn’t enough to attract a visit, maybe the hundreds of license plates that decorate the interior of this eatery will draw you in for a look.

Places to stay in Key Largo

Kona Kai Resort, Key Largo

Kona Kai Resort – two words for this charming boutique property, simply paradise. Tucked away off the busy highway, this resort is an oasis of smartly decorated rooms, white sand, swaying palms, and salty ocean breeze.

Each room features a small apartment complete with a bedroom, sitting area, and kitchen. They offered continental breakfast and a variety of complimentary non-motorized water activities from their private dock.

We found the Kona Kai extremely comfortable and would recommend any length of stay while in Key Largo.

Islamorada – Florida Keys

Sunset in Islamorada, Florida

What we loved about Islamorada was the complete change in vibe from Key Largo. They are so close together, yet offer such a different experience and feel. Islamorada has a less commercial feel to it and was a place we felt that we could connect with the local people of the Florida Keys.

Not to mention that the road leading both onto and off of the island offers a spectacular display of bright turquoise water with access from small pull-offs where white sand rolls gently into the water.

Spend some time here enjoying the water activities available. Islamorada offers a wide range of options, from guided fishing tours to local island brewery tours .

We used Key Largo as a base for exploring Islamorada, as the islands are very close together. This is a great option if you have a limited amount of time but still want to experience both islands.

It’s also nice to check into a place for 2 nights instead of 1, so we would recommend this approach.

Don’t miss a thing: Islamorada Itinerary

Places to Visit in Islamorada

History of diving museum.

History of Diving Museum, Islamorada, Florida Keys

Featuring one of the world’s largest collections of international diving helmets and artifacts, this museum is a must-stop for anyone who scuba dives, is fascinated with history or dreams of underwater exploration.

We were absolutely enamored by the layout of this museum, taking us through the entire evolution of diving from open bottom helmets to today’s popular SCUBA and everything in between.

I especially loved the display featuring the history of underwater photography and the chance to see the evolution of cameras, hard to believe how far we’ve come from Ikelite housings the size of briefcases to a GoPro.

Entrance into the History of Diving Museum costs $12USD for adults, $6USD for children 6-11 and free for children under 5. The museum hours are 10 AM to 5 PM every day of the week.

FLORIDA KEYS BREWING

Miami to Key West Road Trip - Florida Keys Brewing

Located in the heart of the Morada Way’s Arts and Cultural District we enjoyed an afternoon in the tasting room of this locally-owned brewery.

Owner Craig McBay, with his wife Cheryl, opened the doors to the Florida Keys Brewing Company in March 2015 as the first brewery to take up residence in the Florida Keys. We loved the sense of island life that they bring to their brews, featuring Key limes, citrus, hibiscus, and honey.

The Tasting House is open every day of the week from Noon to 10 PM.

ROBBIE’S

Robbie's Tarpon Feeding, Islamorada, Florida

This place is an institution and no road trip from Miami to Key West would be complete without a stop to feed the Tarpon from Robbie’s pier.

Even if you can’t bring yourself to dangle your arm over the dock edge for the thrill of an up to 100-pound monster fish jumping up to retrieve the fish in your fingers, it is worth paying the $2.00 admission to watch the spectacle in person.

When you’ve had enough of the thrill, you’ll find that Robbie’s also offers a full market of locally made crafts to shop and quirky food stands to check out.

With public restrooms available, this is a great place to pull over and stretch your legs on your drive from Miami to Key West.

Admission to the Tarpon dock at Robbie’s cost $2.00 per person. Buckets of fish can be purchased for $3.00 each. Hours for visiting are 7 AM to 8 PM.

Places to eat in Islamorada

Places to eat in Islamorada - Marker 88

Sticking to the theme of a classic Florida Keys sunset, the Marker 88 is located on a pier facing the Gulf, complete with a white sand beach, music, and Caribbean vibe, it is THE place to watch the sunset in Islamorada.

Featuring Florida Keys inspired flavors infused into freshly caught seafood, it’s a delectable place to sip on a Hemmingway and watch the sun disappear on the horizon.

Places to stay in Islamorada

Miami to Key West Road Trip - Sunset

Cheeca Lodge : featuring 214 spacious rooms on 27 acres of lush garden, all lined with turquoise water and towering palms, this lodge is an oasis in paradise. The property also features a 525-foot pier, touting it as the longest in the Keys, which is the perfect place to enjoy the sunset or cast a reel. This Islamorada luxury resort offers snorkeling, sea kayaking, bicycling, scuba diving, and 3 first-class restaurants.

Casa Morada : this privately owned hotel offers 16 upscale suites giving an atmosphere that is private, peaceful and serene.  The highlight of the resort is Casa Morada’s spectacular private island which is accessed by a dramatic footbridge and features a freshwater pool, secluded cabana and the Sunset Gazebo bar with stunning views of the Gulf of Mexico.

Marathon – Florida Keys

David Stock on the Overseas Highway, Florida Keys

Our stop in Marathon was a short one, as we used the island for a transit stop to break up the trip back to Miami from Key West.

We ended up leaving Key West in the early afternoon, around 2 PM and began driving north.

We stopped at the Bahia Honda State Park and then cruised into Marathon by 5 PM. This gave us enough time to settle into our room and head down to the water for one of the best sunsets we had during our road trip.

If you have the time, there is a great helicopter tour that leaves from Marathon. You get to fly over the city of Marathon, then along the entire length of the Seven Mile Bridge to the small island of Money Key.

Enjoy looking down into the clear blue water, full of marine life and colorful reefs.

Places to Visit in Marathon

Bahia honda state park.

Bahia Honda State Park, Florida Keys

Located before you arrive at Marathon when heading northbound on the Overseas Highway, this park is stunning and to think we almost drove right by without stopping makes us cringe.

What the park lacks in green vegetation it makes up for in endless expanses of white sand beaches. It also gives you access to hiking up on to one of the original bridges that were constructed from Miami to Key West.

Bahia Honda State Park did experience some damage when Hurricane Irma came through at the end of 2017 but rehabilitation efforts are in place and most of the park is still accessible.

Definitely make some time to pull into this state park, bring some drinks, snacks and plan some time just relaxing.

Entrance into the park is $8USD per vehicle (2-8 persons) and the hours are 8 AM to sunset every day of the year.

Places to eat in Marathon

Marathon Key Beach

BUTTERFLY CAFE

Located inside the Tranquility Bay Resort, this café offers an intimate and cozy setting with a wide array of food options.

Meshing together Italian fare with fresh seafood, it’s a great place to sit outside and enjoy the ocean air among tiki torches. Check out the menu here .

Places to stay in Marathon

Tranquility Bay Resort, Marathon, Florida

Tranquility Bay Resort : This property is the kind of place you can check into for a week-long vacation and never leave from.

It’s huge, offering all the amenities you could imagine, multiple pools, a private white sand beach, towering palm trees, golf course and more.

The accommodation features spacious townhouse-style rooms laid out as 2 level apartments with a living area, full kitchen, upper and lower decks, multiple bedrooms and en-suite laundry. It’s a true home away from home.

Big Pine Key – Florida Keys

Miami to Key West Road Trip - Big Pine Key

This part of the Florida Keys holds the essence of the island chain, an opportunity to step away from the commercialism and explore the wild side of Florida.

With most of the land being a protected preserve, it’s the perfect place to head into the uninhabited backcountry with a kayak and get up close with the nature that makes Florida such an American icon.

Of all the islands on our trip, Big Pine Key was the only one that showed any lasting damage from Hurricane Irma.

Unfortunately, this was the hardest-hit area and the storm pulled up a huge amount of mature mangrove forest in its path changing the face of the island.

Despite this, it is still gorgeous and totally worth a stop for a kayaking adventure , at the bare minimum.

Our Stops in Big Pine Key

Big pine kayak.

Florida Keys Kayaking - Big Pine Key

Bill Keogh has lived in the lower keys for two decades, meaning he knows the area better than anyone could imagine.

His daily kayaking eco-tours offer the opportunity to explore dense mangrove forests, learn about the balance of the local eco-system, see wildlife and all around enjoy a special day on the water.

If you have more time to spend and want to really get into the heart of the backcountry, Big Pine Kayak offers multi-day paddling trips that combine time on the water with camping.

Kayaking day trips on Big Pine Key cost $50USD and operate seven days per week. Bookings are essential to ensure availability, so be sure to plan ahead if you’d like to go on a kayak adventure during your Florida Keys road trip.

Places to eat in Big Pine Key

Places to eat in Big Pine Key Florida Keys - No Name Pub

NO NAME PUB

The first time we read their slogan ‘a nice place if you can find it’ we knew we had to visit. Lucky for us, this little dive pub is located just down the road from Big Pine Kayak and about as local as you can get.

The high of your visit will be walking through the doors to discover the walls coated in hanging currency from around the world. Not one square inch of space has been left uncovered.

You’ll find typical pub food, generous portions, and friendly locals. Our recommendation? Try the Fish Dip.

Key West – Florida Keys

Miami to Key West Road Trip

Glorious, iconic and legendary, this island at the end of the road lives up to its reputation.

For as long as I can remember I’ve dreamed about a road trip from Miami to Key West, to not only visit the amazing islands along the route but to arrive in Key West and partake in all the adventure there is on offer.

The dream finally came true this year and Key West didn’t hesitate to meet and exceed my expectations.

From the history to the exciting adventure on offer and everything in between, Key West is a place that every traveler should visit at least once in their lives.

An absolute must is escaping to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day catamaran adventure to historic Dry Tortugas National Park .

History buffs and outdoor enthusiasts alike will love this unique voyage on a luxurious, state-of-the-art catamaran.

Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Another bonus, breakfast, and lunch are included!

If you are looking for a day of more active water activities you have many great options to choose from. Key West offers a plethora of tours from a Sail, Snorkel & Kayak adventure to Shipwreck Snorkel & Wild Dolphin Encounter .

Plan the ultimate Key West Itinerary

Top adventures in Key West

Backcounty helicopter tour.

Key West Helicopter Tour

Hands down the most spectacular way to experience Key West is from above. The standard helicopter adventure takes you over and around the entire island before landing you back at the airport.

However, we would highly recommend a splurge on the Ultimate Experience tour that includes the standard and eco backcountry tours in an amazing 30-minute flight.

Flying away from Key West, over the massive reef that surrounds the island and out over a vast expanse of uninhabited islands was the highlight of our trip.

Not only is it absolutely gorgeous but the amount of marine life you can see from the air will have you second-guessing a swim later.

On the day of our flight, we saw several sharks including a massive Bull Shark that was easily 12 feet in length.

Helicopter tours with Air Adventures , the only helicopter tour operator on the island, leave from the Key West International Airport.

PARASAILING

Key West Parasailing - Divergent Travelers

For as long as I can remember I’ve wanted to take a road trip from Miami to Key West and go parasailing .

Call me crazy, but it was a fulfilling moment to be tethered from the back of a speed boat soaring 300 feet up in the air over the bright blue waters of the most southern tip of the USA.

We sailed high above the water with Fury Adventures and loved the fun staff and top-notch equipment. Parasailing trips last 1 hour and depart on the hour from 9 AM to 6 PM daily.

REEF SNORKELING TRIP

Key West - Reef Snorkeling

One of the things that make Key West appealing is the close access to the only living coral reef in the United States and there is no shortage of available boat tours that will take you there.

We booked a morning snorkel trip with Sebago Watersports and lucked out with perfect weather, meaning we were able to travel out to one of the most beautiful sections of the reef.

Not to mention, since Key West is a notorious party destination, the morning snorkel departure was only half full. This made for an amazing, uncrowded snorkeling trip .

Our hot tip, skip the drinks the night before and book a morning tour to really have an intimate experience with the Florida Keys reef.

SHIPWRECK MUSEUM

Shipwreck Museum in Key West

Not only is Key West a fantastic place to soak up the tropics but it is also an island that is rich in history.

During the times of pirates and colonization, many ships ran aground on the massive reefs off the shores of Key West. It became known as one of the richest places to plunder and salvage amongst ship crews.

As a result, many ships rest on its shores and the museum takes you through the history of the many shipwrecks fabled pasts. If you like pirate lore or are at all fascinated by the colonial days, this museum is worth a visit.

SMATHERS BEACH

Smathers Beach, Key West

The best beach in Key West is an obligatory visit. As you can imagine, it features stunning stretches of white sand that ease gently into warm Caribbean waters.

Beach chair and umbrella rentals are available on-site, as well as free parking access in a lot across the road from the beach entrance.

The most enjoyable aspect is the boardwalk-style access points that lead you through avenues of palm trees. Many food trucks also frequent the area so you could easily spend a full day here if you had the time.

Are you a beach lover? Check out these other Key West Beaches we love!

SOUTHERNMOST POINT

Southernmost Point, Key West

When you stand at this monument you can look out and know that you are exactly 90 miles from Cuba. You’re also at the Southernmost Point in the continental United States .

It’s a fantastic spot for an obligatory travel photo but keep in mind it’s probably one of the most popular things to do in Key West.

It’s best to arrive either first thing in the morning or in the evening as the lines in the middle of the day can go on for blocks. I am talking hours of wait time to have your chance at the buoy.

SUNSET AT MALLORY SQUARE

Mallory Square Sunset Celebration - Key West - Lina Stock

Watching the sunset in Key West is an obligatory activity and you haven’t done it right until you’ve attended the sunset celebration at Mallory Square. The iconic celebration takes place daily, starting two hours before sunset.

The square fills with people and vendors selling a variety of Key West nibbles like conch fritters, fresh-made guacamole, and coconut drinks. Not to mention the street performers. It is the perfect way to end the day.

If you are looking for something a little quieter, or maybe you just want to celebrate the sunset on the water, then booking a Champagne Celebration Sunset Cruise is the tour for you.

Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy a great selection of alcoholic and nonalcoholic beverages and a gourmet cheese buffet.

Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect day.

NIGHT KAYAKING ON IBIS BAY

Night Kayaking Key West

We’ve never gone for a paddle in illuminated kayaks before, so this was something very unique for us to try in Key West.

The tour departs from the pier in front of the Stoned Crab restaurant next to the Ibis Bay Resort after sunset and spends the better part of 3 hours paddling around the Ibis Bay in search of marine life.

It is an eco-conscious tour and we found the guide to be both funny and informative. He pointed out a wide variety of marine life and we learned a lot about the eco-system of the waters that surround Key West.

The glass bottom kayaks with light illumination provided an interesting element and allowed us to see everything on the ocean floor as we passed by. If you’re looking for something unique and different, definitely give the night kayaking tour a try.

Best Places to eat in Key West

The stoned crab.

Places to eat in Key West - David Stock

Simply put, this place is amazing and our favorite place to dine in Key West. Set on the pier at the Ibis Bay Resort, The Stoned Crab allows you to enjoy the atmosphere of Key West paired with the most amazing options of seafood one could wish for.

All of their seafood is locally sourced and at the end of each meal, you are presented with the cards of the fisherman that made your catch. It’s a unique aspect and an all-around enjoyable experience.

KERMIT’S KEY LIME SHOPPE

Kermits Key Lime - Lina Stock

While you can certainly order a sandwich here, your primary reason to visit is their famous Key Lime Pie on a stick.

No visit to Key West, or the Florida Keys for that matter, would be complete without a visit to Kermit’s Key Lime Shoppe . And it doesn’t stop at the pie, you’ll also find Key Lime salsa, chutney, taffy, jelly beans, tea, olive oil and well, you get the picture.

LUCY’S RETIRED SURFER BAR

What we loved about this restaurant was the location, away from the bars and busy piers on Key West. From the moment we were seated, we were able to relax and enjoy the quiet ambiance around us.

It’s a refreshing place to get away from the hustle of Duval Street and they serve a delicious variety of seafood, creative burgers and tropical island cocktails. Be sure to order a Shark Attack drink.

Places to stay in Key West

Miami to Key West Road Trip - The Marker Hotel

The Marker – featuring 96 guest rooms with private balconies, swimming pool, dining options, and onsite valet parking, The Marker blends the traditional architecture of the island with luxury. Notably, it is the only new hotel to be built in Key West in 20 years.

We loved our spacious room and found the location to be perfect for exploring more of the island on foot. The hotel is located roughly a 10-minute walk from Duval Street and it’s easy to hop right onto the boardwalk that follows the edge of the city.

One of America’s Best Road Trips

Mile 0 in Key West, Divergent Travelers

It’s undeniable that a road trip from Miami to Key West through the Florida Keys is a classic American road trip.

From the moment we arrived in Key Largo until we drove all the way down and back, we found ourselves immersed in unique American culture, stunning scenery and a place like no other in the USA.

Someone once told me, ‘you haven’t lived until you’ve road tripped through the Florida Keys’ and I have to admit, they were right.

Plan your own road trip: How to Plan A Road Trip in 10 Easy Steps
This post was made possible in partnership with  The Florida Keys & Key West . All opinions, recommendations, insane love for the Florida Keys and personal experiences are 100% mine, as always. 

More on Florida:

  • Ultimate Florida Packing List
  • Ultimate 3 Day Weekend in Miami Itinerary
  • 13 Fun Things to Do in Panama City Beach
  • 15 Fun Things to do in Kissimmee
  • Ultimate USA Travel Guide
  • 13 Best Cities to Visit in the USA
  • 7 Exotic Places to Travel Without a Passport

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Travel planning resources, about lina stock.

Lina is an award-winning photographer and writer that has been exploring the world since 2001. She has traveled to 100 countries on all 7 continents. Member: SATW, NATJA, ATTA, ITWA

24 thoughts on “Ultimate Florida Keys Road Trip Planner (Driving to Key West from Miami)”

Hi Lina My husband and I plus are 2 besties are doing this trip end of May!! Thanks for all your insight and suggestions!! I am really excited now after reading your reviews!!

Thanks, Nancy Moriarty Massachusetts

So much helpful information. Thank you very much for sharing this.

Love your post and pictures! Driving from Miami to the Keys in March. Thanks in advance

You’re welcome! Enjoy the trip, we love the Florida Keys!

Thank you for this wonderful article, I’d like to go ASAP😃!! Is it hurricane season now or could we do this road trip next week? Has covid closed all the places you mention?

Looking forward to hearing back from you, Thank you!!! Thank you Lina

Hi Monique, it is hurricane season but that doesn’t necessarily mean one will affect your visit! Pay attention to the weather forecasts and listen to locals and you will be fine. Enjoy, it’s one of our favorite places in the world! As for COVID, some things will be closed but others open. Expect limitations in sizes, hours and operation though. Also, be sure to wear a mask and physically distance yourself from anyone that is not traveling with you. Respect all posted mandates too. Have fun!

Wow! Thank you so much for taking the time to share this! I live in NJ and this is my dream to fly into Miami and spend the week exploring. I will definitely keep your post for when that day comes. Thanks again!

Our pleasure! Driving Miami to Key West is one of the best road trips in the USA and we wanted to create a guide to help people like yourself maximize their time exploring. We will have a free download of this information available soon so check back!

As a boy in the 1940’s, I spent a good deal of time in and around Miami and even travelled down to Key West a couple of times. This review mentioned the shipwrecks but not the Atocha museum, named after the ?1715 Spanish Treasure Galleon that was discovered with a lot of its treasure still aboard that is now on display in Key West. Robbie’s Tarpon farm on Islamorada is definitely unique and worth the visit, and a flock of semi-tame Pelicans is also on hand to compete with the tarpon for visitor handouts. I once caught a tarpon and a sailfish while deep-sea fishing; unfortunately, tarpons and barracudas and sailfish are exciting to fish for but basically inedible. Snappers and Groupers (big sea bass) and especially Pompanos are the fish to eat. In contrast to Orlando where everything at Disneyworld is artificial (though still fascinating), nearly everything in the Keys is REAL. Some kids (and adults) appreciate this subtle difference. Also in Orlando is Emeril’s Restaurant which defines southern gourmet food for me. Also, Emeril’s offered a red wine called Aalto which was memorably rich and flavorsome.

Great article! I’m wondering if flying into Miami, driving to Key West for 5 days then flying out of Key West is a good option? Thanks!

Glad you found the article helpful! It’s definitely an option to fly into Miami and out of Key West, but I will warn you, WAY more expensive. Nonetheless, worth pricing out.

Thanks! Looking forward to the trip, going in March. Your article helped a lot!

My husband and I are considering doing this Miami to Key West road trip this Feb 2020. Thanks for all of the recommended things to do and places to stay. This is an excellent starting point!

How exciting! It’s an amazing road trip (one of the best in America in my opinion!). So glad we could be a part of it and don’t hesitate to reach out with any questions you might have. 🙂

Why don’t reviewers put pricing in the review? 99% of travelers decisions are based on actuals dollars. At least these guys don’t have a bunch of ambiguous adjectives like cheap or inexpensive. But seriously why do most reviewers leave off pricing?

The reason that you do not see pricing in editorial is due to the fact that prices of lodging is constantly changing based on season and demand. Putting hotel prices in an article would be as pointless as including exchange rates.

Epic Miami to Key West Road Trip Guide it’s unreal !! Thanks a lot)

Glad you enjoyed it! Was an epic trip for sure. 🙂

WOW! that just looks amazing! I turned down a trip to Miami a few months ago, I suddenly regret that

Well, the Florida Keys and Miami are not created equally!! BUT you can access the Keys from Miami. lol Highly recommend a road trip through the Florida Keys at some point. Cheers!

This is a truly awesome road trip destination which I simply have to add to my bucket list, Lina and David. I would especially love to explore the John Pennekamp State Park as the scenery is breathtaking. How many days should I spend there?

One full day is enough for John Pennekamp State Park! I would recommend at least 7 days for exploring the Florida Keys. Cheers!

And I love the post! How beautifully you have described each and everything, looks like a perfect road trip. love the pictures!

It’s an amazing road trip, truly one of the best in the USA. Thanks for you kind words and hope you find yourself in the Florida Keys someday soon!

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Divergent Travelers- Adventure Travel Blog

The Planet D: Adventure Travel Blog

Miami to Key West Drive – Best Florida Keys Road Trip Itinerary

Written By: The Planet D

Road Trips , United States

Updated On: February 19, 2024

There are so many places to visit from Miami to Key West that it can be confusing knowing where to begin. This great American road trip is definitely one to add to your bucket list, and a drive to Key West from Miami will transport you to the Caribbean without needing to hop on a plane. Dave and I have taken a Miami to Key West road trip three times plus once from Miami to Key Largo so we know a thing or two about this drive. To help you plan your ultimate Florida Keys road trip itinerary, we’ve rounded up the best stops on a Miami to Key West drive

Table of Contents

Miami to Key West Drive

miami to key west drive best florida keys road trip itinerary

The Miami to Key West drive is 164.4 mi via US-1 S and takes 3 hr 30 min without traffic. You could drive directly to Key West from Miami in one afternoon but that would take all of the fun out of visiting the amazing stops and the Florida Keys along the way. You may also like: The Best Places to Stay in Florida

Overseas Highway

miami to key west drive overseas highway

When driving from Miami to Key West, you will be taking one of the most unique road trips in the world through a chain of 800 Keys that are connected by a series of 142 bridges spanning 124 miles. (Note: Not all Keys are reachable by car)

The Overseas Highway is 113 miles long. This chain of islands off the southern coast of Florida divides the Atlantic Ocean from the Gulf of Mexico and each Key has its own activities and benefits for visiting.

As you head south, take your time to really soak in the experience. At times, you’ll be completely surrounded by water. In short, the drive to through the Florida Keys is as spectacular as it is unique.

miami to key west road trip - best things to do in key west video

While the Miami to Key West drive is 164 miles, the real road trip begins at the gateway to the Florida Keys. While this road trip guide starts in Miami, it focuses more on the stops south from Key Largo as that is where the bulk of the fun truly takes place.

  • 30 Fun Things to do in Miami, Florida
  • 33 of the Best Things to Do in Key West

Miami to Key West Map

Are you ready to explore the best stops from Miami to Key West on one of the great road trips in the world? We’ve included a map that you can follow along on your drive to make things easier.

miami to key west drive stops on the Florida Keys

The drive from Miami to Key West can be done in 3 1/2 hours but to really appreciate it, you should take your time and spend the night on a couple of Keys before reaching your final destination. The suggested amount of time for a Miami to Key West road trip is 7 days.

Many people fly directly to the Key West International Airport without ever leaving the island. Even though we love to visit Key West, we think that would be a shame as the other Florida Keys have a lot to offer. So even if you are flying directl, rent a car for a day or two to see these other stops in the Florida Keys.

Tips for Driving From Miami to Key West

miami to key west road trip on the overseas highway

Once you get to the south of the mainland on your drive from Miami to Key West, the real road trip begins just past Florida City crossing over Jewfish Creek. Crossing that first bridge is thrilling. It feels like you’re heading to the Caribbean but instead of a five-hour flight, you’re driving straight to the tropics!

You will be following mile markers for reference throughout your road trip with your overseas highway. You officially enter the Florida Keys at Mile Marker 127 at Florida City with is at the Junction of the Florida Turnpike and U.S. 1. You will then follow the mile markers all the way to Mile Marker 0.

Overseas Highway Self-Diving Tour

Miami to Key West drive looks like this

We highly recommend renting a car in Miami for your Key West Road Trip. Check Rental Car prices and comparisons at CarRentals.com

Get your Key West Overseas Highway Self Driving Tour that highlights the top attractions from Miami and the Florida Keys including Hollywood landmark the African Queen riverboat to Plantation Key, the Smuggler’s Haven. It also gives tips to check out Big Betsy, the giant lobster, and Theatre of the Sea. Details here

Toll Roads: Florida has a lot of toll roads and we suggest getting a SunPass. All tolls in Florida are collected electronically if you don’t have a Sun Pass, you will be billed utilizing the TOLL-BY-PLATE system where you will be charged a $25 fee on top of the toll. Check the Florida Turnpike website for details.

About the Overseas Highway

miami to key west road trip best stops

The Miami to Key West drive then takes you through Islamorada and on to Anne’s Beach, Long Key, and Marathon until you reach Key West.

There are 42 bridges connecting 34 of the 800 keys from the mainland to Key West spanning 124 miles. The most famous bridge on the road trip from Miami to Key West is the Seven Mile Bridge at Marathon.

Overseas Highway to Key West History

miami to key west drive florida keys discovery center

Built in the 1930s the Overseas Highway followed the East Coast Railroad line which was damaged by a hurricane. Thanks to that feat of engineering, 3 million visitors make their way to the Florida Keys each year.

It’s easy to find attractions and things to do on the Overseas Highway by following the mile markers. The road is well-marked with Mile Marker Zero located in Key West. When driving south from Key Largo, you’ll be counting down from mile marker 106 letting you know how far you have to go to Key West. Nice!

Now that you have a bit of background on the highway, let’s see what there is to do on a Miami to Key West road trip.

Top Things to See on a Miami to Key West Road Trip

Our drive to Key West starts at the Miami airport where you can pick up your rental car to start this iconic road trip and drive all the way to the southernmost tip of the Continental United States in Key West. How cool is that? For rental car prices, you can compare rates at CarRentals.com

miami to key west road trip starts in Miami florida

After landing at the Miami Airport, pick up your rental car ( a convertible is preferable) and start your trip in Florida’s most exciting city. No trip to South Florida would be complete without seeing the glitz and glamor of Miami.

Take a walk along the white sands of South Beach and explore the beautiful architectural designs of the Art Deco District. Don’t forget to drive your rental car along Ocean Drive and hop on a boat and take a tour of Millionaires Row. There’s a  popular cruise  that takes you by the estates, with great return views of the Miami skyline. And make sure to check out Miami’s nightlife.

This highly-rated tour includes  takes you through the glitz and glamor of the Art Deco District to see historical landmarks such as Versace’s decadent mansion and beloved Hollywood stops showcasing the likes of Miami Vice. For more Miami attractions, read our post Things to do in Miami

Where to Stay in Miami

miami to key west drive where to stay

Miami has been a leader in tourism in the United States for decades so there is something for every budget and travel type. But to get you started, here are a few of our recommendations.

  • Mid-Range  – Right on the beach and along Ocean Drive, Marriott Stanton is a superb choice for traveling families. Make the most of two on-site pools, spas, saunas, and a gym with the beach and restaurants all within walking distance.  Check rates and reviews on Booking.com
  • Luxury  – Occupying an entire city block, 1 Hotel South Beach is the epitome of Miami luxury. Soak in the expansive floor-to-ceiling ocean views, with exquisite decor and the largest rooftop pool in town.  Check rates and reviews on Booking.com
  • Budget  – Miami isn’t a haven for budget travelers, but Hotel Shelley comes with cozy rooms with Art Deco charm. Enjoy modern amenities, free WiFi, and close to all the action.  Check rates and reviews on Booking.com

2. Everglades National Park

miami to key west drive everglades detour

Since you are driving, you can make a detour from your Miami to Key West drive and see Everglades National Park. The UNESCO World Heritage Site is an International Biosphere Reserve and is home to a number of endangered species including the Florida panther.

Located just 30 miles west of Miami, the Everglades National park is a wetland oasis primed for an eco-adventure and makes for a great stop on your Miami to Key West Road Trip. If you want to book a tour from Miami instead of driving, you can book this private tour to explore the immense 1.5 million acres.  Details here.

Everglades National Park also offers Airboat tours so you get to see all kinds of places while cruising through the water. The park also has trails and 4WD tours.  Read more: Best National Parks – USA Edition

Where to stay in Everglades

everglades national park miami to key west drive

We suggest staying in Miami or Key Largo and making a day trip to Everglades National Park. But Florida City is a great stop to break up your Miami to Key West Drive and is close to both the Florida Keys and Everglades.

  • Travelodge by Wyndham in Florida City is an affordable option excellent place to stay. It is located just off Highway 1 and makes for a great gateway to the Everglades and the Florida Keys.
  • Home2 Suites by Hilton – Is another good choice in the heart of Florida City.

3. Key Largo

miami to key west drive key largo

Things are getting exciting now. The first stop off the mainland from your Miami to Key West road trip is Key Largo. you can stay for a full vacation if you like! We did this during our first trip to the Florida Keys, and my brother did just last year when he took a long road trip all the way from Canada to Key West. They made a base in Key Largo and explored the surrounding islands and even did a full-day trip to Key West with Key Largo as their base.

Key Largo is pretty awesome. Movies and songs have been written about Key Largo, and soak in some of that nostalgia visit The Caribbean Club. The Caribbean Club is the oldest bar in the upper keys, dating back to 1938.

It has seen a lot of action over the decades, most notably hosting Humphrey Bogart and Lauren Bacall as they filmed the movie Key Largo. It’s still a family-run business and a great place to stop for some Key Lime Pie, a Bloody Mary or to listen to some live music.

There are plenty of things to do in Key Largo, so we suggest spending at least the night here and checking out a few of the items we are about to mention as you follow along on this Miami to Key West road trip.

  • Miami to Key Largo is approximately 70 miles and takes 1 hour and 15 minutes to drive.

4. John Pennekamp Coral Reef State Park

Miami to Key West drive John Pennekamp Coral Reef State Park

If you are looking to have an adventure, John Pennekamp Coral Reef State Park is one of the top things to do in Key Largo. It is home to the only living coral reef in the United States and if you want to explore underwater, this is the place to go.

What makes snorkeling or scuba diving different in Key Largo is that you can dive to see “Christ of the Abyss” a nine-foot-tall underwater statue of Christ located in just 25 feet of water off the coast of Key Largo.

Book this snorkeling tour from Key Largo – this half-day tour takes you to the most beautiful locations in the Florida Keys National Marine Sanctuary and Pennekamp State Park. Explore the coral reefs of Molasses, Elbow, French Reef, and the famous Christ of the Abyss on Dry Rocks.

Where to Stay in Key Largo

Key Largo on your miami to key west road trip

  • Luxury –  Playa Largo Resort   – The Playa Largo Resort and Spa has luxury rooms, bungalows, and a beach house. You can book many Key West water sports at the hotel.
  • Mid Range –  Key Largo Reefhous e Resort  – You can never go wrong with a Marriott. It’s our favorite mid to upper-range hotel chain. It has an onsite marina and dive shop offering plenty of water sports to book at the hotel.
  • Budget –  Dove Creek Resort and Marina – This intimate boutique hotel was inspired by Caribbean Hemingway Hideaways. Located on the Atlantic Ocean, in Key Largo, Dove Creek lodge sits adjacent to John Pennekamp Coral Reef State Park

5. The Fish House

fish house florida keys road trip miami to Key West drive

A great stop for lunch is the Fish House to grab a staple Florida Keys dish of Conch Fritters, fish tacos, and Florida lobster and stone crab. It’s a great atmosphere and has been a Key Largo staple since 1982. We enjoyed a starter of coconut shrimp followed by a delicious portion of Mahi Mahi.

6. Alabama Jack’s

Another quirky place that can only be found en route to the Florida Keys is Alabama Jacks. Sitting between two barges in the mangroves, it is renowned for its conch fritters.

Popular with motorcyclists Alabama Jack’s is located under Card Sound Bridge which is the old toll road on an alternate route from Florida City. Instead of taking Highway 1, take 905A card sound road. But be warned, you need to have the cash to cross the toll bridge.

7. Mrs. Mac’s Kitchen

key lime pie from miami to key west drive

For a unique and delicious slice of Key Lime Pie head to Mrs. Mac’s Kitchen that was so good its become famous in the upper keys. You can order a whole key lime pie to go!

8. Islamorada Key

Islamorada Key on miami to key west drive

The next island on your Florida Keys Road Trip is Islamorada Key. We loved Islamorada Key so much, we wrote an entire article about all the things to do. Things to do in Islamorada . But just in case you don’t want to click off of our road trip itinerary, let’s go through all the things that you simply cannot miss.

We suggest spending a night on Islamorada Key to really enjoy its laid-back vibe. Scroll down to see why.

9. Robbie’s Marina

best tops on a miami to key west drive florida keys road trip robbies

Robbies Marina is the place to be in Islamorada with watersports, restaurants, bars, and attractions, it is a place you can spend the entire day. Enjoy the day hanging out at Robbie’s Marina. There’s a great restaurant, outdoor shops and plenty of water sports leave from here.

10. Feed the Tarpon

islamorada tarpon trip miami to key west drive

A unique thing to do in Islamorada is to feed the tarpon at Robbie’s. After nursing an injured Tarpon way back in 1976, the friendly Tarpon named “Scarface” came back again and again for some food and to say hello. He eventually brought his friends and the tarpon have been coming to the docks ever since to leap out of the water for a tasty treat.

11. Parasailing

parasailing on islamorada miami to key west drive

Parasailing in the Florida Keys is an amazing way to see the bridges and keys from above. It’s a gorgeous view to see the bridges spanning over blue waters with islands dotting the landscape.

You can make out the coral reefs and it truly is a blast. If you’ve never gone parasailing before, this is the place to do it. Parasailing with  Sundance Watersports . 

12. Other things to do on Islamorada

miami to key west road trip florida keys brewing company.

If you want to do some shopping, head into Rain Barrel Sculpture Gallery at Rain Barrel Village, it’s been one of the top Florida Keys destinations for more than 40 years. You can’t miss it, just look for the giant rock lobster out front.

If you are staying over or have a designated driver, don’t miss hitting the beer garden of the Florida Keys Brewing Company. We loved sampling their microbrews. The Florida Keys Brewing Company also has a vacation rental where you can stay. The owners are super friendly and get this, he’s Canadian!

Where to Stay in Islamorada

where to stay on a florida keys road trip from miami to key west islamorada

Islamorada is a great place to make a base before heading farther south. From here you can explore Duck Key, Lower Matecumbe Key to the South, and Plantation Key to the North.

  • Postcard Inn at Holiday Isle – This is the most popular place to stay in Islamorada offering cottages and rooms with Marina and Atlantic Ocean views. There are water sports on site and you can book scuba diving, glass bottom boat tours, and snorkeling trips. It also has the popular Tiki Bar on the beach so even if you aren’t staying there, make sure to have a cocktail or slice of Key Lime Pie at this world-famous location.
  • Hadley House Resort   – We stayed at Holiday House Resort a boutique resort with cottages. I would recommend staying at the building overlooking the water. Cottages are set back from the sea and the hotel building seemed much better. Your $25 resort fee covers the use of Stand up paddleboards and kayaks. There’s parking and a pool.

13. Marathon

miami to key west drive marathon is also a good place to explore key west

Marathon is a city that spreads across several Florida Keys. Starting just past Duck Key it spans across seven keys: Knight’s Key, Boot Key, Key Vaca, Fat Deer Key, Long Point Key, Crawl Key, and Grassy Key islands.

From the Dolphin Research Center to Aquarium Encounters it has all the makings for a good family vacation. Marathon is also the gateway to Seven Mile Bridge and Pigeon Key Island.

There are some nice beaches on Marathon Key as well, Sombrero Beach and Coco Plum Beach are good places to hang out. And there is a dog park which is a good stop if you are traveling with pets. Read 18 Best Beaches in Florida for Fun in the Sun

Where to Stay on Marathon Key

miami to key west drive with a stop in marathon

Marathon has a lot of options for accommodation and is more affordable than Key West. You can find hotels ranging from luxury to budget. A lot of people take day trips to Key West from Marathon.

  • Luxury – Isla Bella Beach Resort – A modern new luxury resort with five swimming pools, a spa, and a fitness center, and close to Seven Mile Bridge.
  • Mid-Range – Kingsail Resort – This motel has kitchenettes to help save on food, a swimming pool, and free parking.
  • Budget – Captain Pips at Knights Key

14. Turtle Hospital

sea turtle hospital miami to key west drive

What we recommend visiting is the Turtle Hospital. The Turtle Hospital is one of the most popular stops. This heartwarming stop lets you see the work that goes into the rehabilitation of injured sea turtles. We love supporting projects like this and proceeds for your guided tour and entrance go to help save the sea turtles. Read more: 10 Ways to Help Save the Oceans – World Oceans Day and Beyond

15. Keys Fisheries

Make sure to stop at Keys Fisheries for lunch. We enjoyed chillaxing on the outdoor patio. It’s a fast food joint where you order from a window and then find a picnic table in the packed restaurant. Get the grilled Mahi Mahi, Conch Chowder, or its signature dish, the Lobster Reuben.

16. Seven Mile Bridge

miami to key west drive on the florida keys

Leaving Marathon Key, Seven Mile Bridge is the largest segmental bridge in the world! This long bridge connects the upper Keys to the Lower Keys.

Make sure to take the ferry across to Pigeon Key which was a former work camp of the Florida East Coast Railway. You can catch the ferry over from Pigeon Key Gift Shop at mile marker 48.

17. Bahia Honda State Park and Big Pine Key

miami to key west drive bahia honda state park

You have now entered the Lower Keys. You’ve made it farther than most, so keep going! Coming across 7 Mile Bridge, most people b-line it to Key West as it’s most likely been a long drive, but Big Pine Key and Bahia Honda State Park are two great places to stop for at least a few hours.

Did you know that there are wild deer in the Florida Keys? Big Pine Key houses the endangered Key deer, and they are protected by National Key Deer Refuge Nature Center. These small deer actually swim between islands!

miami to key west road trip deer

If you like beaches, you are going to love Bahia Honda State Park. This state park has nearly fully recovered after Hurricane Irma but parts of the park are still being restored. Bahia Honda State Park has camping and two beaches of note. Sandspur Beach has reopened after Hurricane Irma and has restrooms and pavilions and Calusa Beach.

18. No Name Pub

While on Big Pine Key, stop for lunch at No Name Pub. This stop is worth it just to see the dollar bills hanging from its ceiling. No Name Pub dates back to 1931 when it was a fishing store. In 1936 they a restaurant was added and the No Name Pub was born.

19. Key West

best florida keys road trip stops key west

Congratulations! You’ve made it to your final destination on your drive from Miami to Key West which is obviously Key West. Key West is a great place to spend a few days taking in the Caribbean atmosphere. Key West no longer feels like the United States, it feels like a little slice of the tropics.

20. Southernmost Point – Key West

miami to key west drive southernmost point

The first thing most visitors do in Key West is head to the Southernmost Point marker. This is the southernmost point on mainland USA and everyone that makes it to Key West stops here for their required photo op.

21. Watch Sunset at Mallory Square, Key West

Sunset from Mallory Square Key West drive

Mallory Square is one of the most happening places in Key West and it is an excellent spot to watch the sunset over the Gulf of Mexico. There are plenty of things to do in Mallory Square as well, so be sure to head over there during the day. If you are looking for a fun adventure, book a sunset tour on Aqua bikes to enjoy views of Sunset Key and Key West from the water. You can even bring two drinks with you.

  • The Maritime Museum – The Mel Fisher Heritage Maritime Museum displays many artifacts from 17th-century ships.
  • The Waterfront Playhouse – The longest-running theatre in Florida has nightly rotating shows all year long.
  • Key West Shipwreck and Treasure Museum – There’s a 65-foot lookout tower, shipwreck artifacts, and actors recreating the 17th-century feel dressed in period clothing.  Book your ticket in advance  
  • The Memorial Sculpture Garden is located directly in front paying tribute to famous patrons of the theatre and residents. Take a stroll through the lines of sculptures of famous residents including the busts of Ernest Hemingway, Harry S Truman, Tennessee Williams, and many other important people.

22. Party on Duval Street in Key West

duval street key west drive

It’s no secret that people come to Key West for partying, and Duval Street is the place to do it. You can go bar hopping all night long on Duval Street. Some of our favorites are Jimmy Buffet’s Margaritaville, (no trip to Key West would be complete without visiting Jimmy Buffet’s) and the Hard Rock Cafe, Lucy’s Retired Surf Bar, Sloppy Joes, Virgillios, Rick’s Café, and our personal favorite The Wine O Bar and Lounge.

If you want to join a tour of Duval Street to see the top bars and restaurants while making new friends, check out  this fantastic pub crawl tour  that stops at five top rated pubs with a cocktail at each stop.

23. Get on the Water in Key West

aqua bikes in

Adventure lovers will enjoy Key West and if you don’t get on the water, you’ll be missing out. An excellent tour is to book an eco-tour to explore Key West Wildlife Refuge. Go kayaking through the mangroves, enjoy snorkeling at John Pennekamp Coral Reef State Park and enjoy a sail on an eco-friendly catamaran with Honest Eco Tours . 

  • Book this top-rated  Sunset Tour tour here free from worries as tours can be canceled up to 24 hours in advance with a full refund.
  • Look for more water and sunset tours here  with Get Your Guide to find your choice of floating bars, schooners, and catamarans that will take you out to watch the stunning sunsets. They offer last-minute bookings and full refunds on cancellations within 24 hours of the tour.

One of our favourite things to do in Key West was to visit the Located (113km) 70 miles from Key West, the Dry Tortugas is one of the most remote national parks in the United States. Read all about it at Our Key West Vacation with IHG Rewards Club Points

24. Go Dolphin Watching off the Coast of Key West

dolphin watching florida keys

200  bottlenose dolphins  live in the warm waters off the Florida Keys and you can take a dolphin-watching tour or we had it as part of our Honest Eco Tour. When booking a dolphin or wildlife tour be sure to use a sustainable recognized tour operator like Honest Eco Tours based out of Key West or You Can book  this Dolphin Watch and Snorkeling Tour  in Advance.

25. Mile Marker 0 – Key West

Mile Marker Zero in Key West drive from miami

Well, you made it! All the way to Mile Marker 0, the bottom of the United States. It is customary to grab a selfie at this sign located on Whitehead Street just south of Duval Street.

You’ve earned it. This is the end of the line and a popular place to make note that you have completed your drive from Miami to Key West. Wasn’t it amazing?

Dry Tortugas National Park

Things to do in Key West Florida Day Trip to Dry Tortugas National Park

You may have reached mile marker 0 but do you want to keep this Miami to Key West road trip going a little longer? From Key West, you can reach one of the most remote national parks in the United States. Located (113km) 70 miles south of Key West, Dry Tortugas is a spectacular day trip.

Located in the middle of the Gulf of Mexico, Dry Tortugas can only be reached by boat or seaplane. It was used as a fort between 1845 and 1876 to defend during the Spanish American War. You can take a day trip out to explore the island and beautiful sandy beaches and you can even camp overnight on Garden Key. Book this cruise from Key West to Dry Tortugas or you can book a flight to the national park as well.

Where to Stay in Key West

key west drive from miami where to stay in Florida Keys

There are many places to stay in the Florida Keys from Key Largo to Key West. But in high season it can be nearly impossible to book a room without reservations. We suggest choosing one place to stay and making it your home base to explore the Keys.

La Concha Crown Plaza   is the perfect place to stay in the heart of the action, is located directly on Duval Street. The lobby is within walking distance from all the top key west attractions. There’s a pool for guests only. There is a luxurious rooftop spa and gorgeous sunset views. Check for Reviews and pricing on  TripAdvisor  /  Booking.com

Perry Hotel Key West   is a quiet retreat on the marina of Stock Island. Stock Island is an extension of Key West that feels worlds away. This boutique hotel has elegant rooms overlooking the waterfront. What we loved about it was the local vibe. Check it out on  TripAdvisor  /  Booking.com

See our full breakdown: Where to Stay in the Florida Keys

Once you are in the Florida Keys, it’s easy to explore. With Key Largo being the northernmost island, you may want to move on to Islamorada or Marathon. Key West is pricier than other keys, so you may want to choose a vacation rental on one of the smaller keys.

When to do a Road Trip to Key West from Miami

When to do a florida keys road trip itinerary to Key west from Miami drive

We have taken a road trip to Key West from Miami in October, November, and December. December is way too busy and you are going to have the highest prices.

November is a quieter time and the weather is great . You can also find more affordable accommodation and tours aren’t booked up.

December to February is the high season and you’ll have higher prices and a lot of crowds. But you are pretty much guaranteed good weather.

Late February to April is another good time to visit for lower rates and good weather.

June to November is hurricane season and it is important to plan accordingly. Hurricane Irma did extensive damage to the Florida Keys in 2017 but it has recovered nicely. This year Florida was hit by Hurricane Ian but the Florida Keys managed that hurricane quie well. That said, we’ve been to the Keys in October and had amazing weather. The summer months are hot and wet.

We were also in Key West for Fantasy Fest i n October. This is a busy time, but it is a unique time to visit to see the crazy characters that walk the streets.

The Miami to Key West drive time is 3 hours and 30 minutes without traffic.

It is absolutely worth it to drive from Miami to Key West. There are so many stops along the way that you can drive it in a day to taking a week to explore it all.

The best way to get to the southernmost point in the US mainland is to drive from Miami to Key West. However you can fly into Key West as well.

And these are our top stops on a drive from Miami to Key West . The Florida keys are so abundant, it will take several trips to really see them all. Let us know what we missed and we’ll be sure to add it on during our next rip.

Plan Your Road Trip to Florida the Florida Keys with these other Florida guides

  • Daytona: Best Things to do in Daytona Beach, Florida
  • Orlando: The 30 Best Things to do in Orlando – And Day Trips
  • Key West : 27 of the Best Things to Do in Key West, Florida
  • Islamorada : Things to do in Islamorada Florida Keys
  • Central Florida: 10 Unique Things to Do in Central Florida
  • Florida: the Best Places to Visit in Florida
  • Florida Facts: Our Favorite Fun Facts About Florida
  • Florida Fun : Best Theme Parks in Florida

Travel Planning Resources

Looking to book your next trip? Why not use these resources that are tried and tested by yours truly.

Flights: Start planning your trip by finding the best flight deals on Skyscanner

Book your Hotel: Find the best prices on hotels with these two providers. If you are located in Europe use Booking.com and if you are anywhere else use TripAdvisor

Find Apartment Rentals: You will find the cheapest prices on apartment rentals with VRBO . 

Travel Insurance: Don't leave home without it. Here is what we recommend:

  • Allianz - Occasional Travelers.
  • Medjet - Global air medical transport and travel security.

Need more help planning your trip? Make sure to check out our Resources Page where we highlight all the great companies that we trust when we are traveling.

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3 thoughts on “Miami to Key West Drive – Best Florida Keys Road Trip Itinerary”

What a useful blog, this gives me great tips for playing in Miami, thanks for sharing it blogger!

My fiance and I did this drive in April, and it was just such the best time. We stopped at the Bahia Honda State Park too, and took some really cool photos of the bridges. Then we went to Big Pine and saw all the cute little key deer. Oh and we also stopped at Curry Hammock State Park which was just beautiful. Love your list of things to do!

I enjoyed the travelogue of some of my old stomping grounds. Glad to hear La Concha still is in business and apparently upgraded from when I stayed there nearly half a century ago. Do conch blowers and sword swallowers still congregate for a Mallory Square sunset? Any piece about the Keys, especially Key West, must include a visit to the original Sloppy Joe’s – Captain Tony’s Saloon – for its history of serving Ernest Hemingway, Jimmy Buffett, Tennessee Williams, etc. Also, though touristy, riding the Conch Train ( does it still operate?) is fun, especially for kids, and an easy way to see some of Key West’s landmarks. I thoroughly enjoyed the tour of Hemingway’s home, if that still is offered. Last, if you can afford it, the pricey Pier House is a great place to stay at Key West.

Miami to Key West: Insider Tips for the Perfect Florida Keys Road Trip Itinerary

Florida Keys Seven Mile Bridge and blue waters

Who says that you have to travel far from home for an exotic beach escape? Swim in turquoise seas, lounge on white-sand beaches, and taste your way through ultra-fresh exotic local dishes. From Miami to Key West , there is a world to explore in those magical 160 miles from the city down through the keys.

What does one do when your domestic and international travel plans have been canceled due to a pandemic? After a few months of being cooped up indoors, my COVID bubble and I needed a slight change of scenery. So, we planned an impromptu Florida Keys road trip, slowly traversing through the islands and savoring the Keys vibe that kept us busy for a few days.

Ready for the ultimate tropical escape? Here is your dream Florida Keys road trip itinerary.

This post contains affiliate links, meaning if you buy something through one of these links, we may earn a small commission, at no extra cost to you. Please read our full  disclosure policy   for more information.

How Much Time to Plan for a Florida Keys Road Trip Itinerary

I get many questions from you guys about planning a Florida Keys road trip. The most common question of all is: how much time do I need for a road trip in the Florida Keys? For me, the more, the merrier!

Key West Florida U.S. Route 1 or Highway 1

Life moves slower down here. A trip to the Florida Keys isn’t about jamming as much as you possibly can into a short time. It’s a bit lingering in the moment and soaking in the natural beauty.

While you could do the drive in one day, it frankly would not be worth it. What is a trip through the Florida Keys without taking in at least one sunset? Embrace the laid-back Keys lifestyle by giving yourself at least three days to explore all of the best of the islands.

If you are the kind of traveler looking to see the Florida Keys off the beaten path, plan for a solid five days. Just don’t leave home without a copy of the Insider’s Guide to the Florida Keys & Key West .

If you’re on a time crunch, though, and need to get home at some stage, at least give yourself one overnight stay in the Keys.

What Should I Pack for a Florida Keys Road Trip ?

When planning what to bring on your South Florida getaway, the usual suspects should make an appearance on your  road trip packing list : sunscreen with at least 30 SPF, sunglasses, a towel, and any wide-brimmed sun hat .

Beach accessories sun hat and sunglasses

One or more bathing suits are beach essentials, and ladies might feel more comfortable bringing a wrap or beach cover-up (like these) for use while shopping or dining.

Casual clothing is the order of the day just about everywhere, but if you want to experience the nightlife, especially in South Beach , bringing some fine attire will help get you through the door.

What is the Best Time of Year to Visit the Florida Keys?

One of the best things about Florida is that you will have incredible year-round weather. Whether it’s getting active and exploring the cultural sites during the “cooler months” or soaking in the scorching summer sun, you can always find the perfect thing to do 365 days per year in Florida.

Morada Bay Islamorada Florida

That said, if you want an insider trick, finding the best time to visit the Florida Keys is all about matching the season with your travel style.

While some people love a high-energy adventure with activities galore, others want nothing more than to get away from the world and sip a cocktail from a coconut. The good news is that you can do both here. You just need to plan ahead.

When is Peak Tourist Season in the Florida Keys?

The most popular time of year to visit the Florida Keys is during winter, from Christmas time until the middle of April. People from all over the U.S., Canada, and beyond are all hitting the country’s southern edge looking for that elusive summer sun.

Tiki Bar Postcard Inn, Islamorada, Florida

Want to spend your Christmas break with afternoon temperatures pushing 80 degrees? You can do it right here. Do be prepared to pay the highest prices of the year and, for better or worse, come during the very busiest time of year.

When is the Cheapest Time to Visit the Florida Keys?

While it is not the cheapest place in Florida to visit, you can plan an affordable trip to the Keys with a few tricks. You will generally find the best rates during the off-season, which runs from June to November.

In September, as kids are heading back to school, and again in November as families start to gear up for the holidays are typically the very cheapest times to visit the Florida Keys.

Florida Keys Beach

Local Tip : As you plan the best times to visit the Keys, do note that the official hurricane season runs from the start of June until the end of November. While a hurricane is always possible in those months, the season is most active from mid-August until September.

If you are considering this period, do check your hotel’s hurricane policy. Most will have the required safety measures in place, and offer a refund if your trip is affected. Also, note that severe hurricanes are not a yearly occurrence ( check the stats  to put your mind at ease).

The Very Best Time to Visit the Florida Keys

Personally, my favorite time of year to visit the Keys is the time that travel experts call the “shoulder season.” This is the time just before and just after summer. It is when you get perfect not-too-hot weather and narrowly avoid the masses of families trying to get in a summer break before going back to school.

Visit from late April to early June and then again from November through mid-December; you will find perfect weather, virtually no chance of a hurricane, and reasonable prices.

Feeling inspired? Now check out my Florida road trip essentials for the final step you’ve got to take before you hit the road.

The Best Events of the Florida Keys

On top of looking at hotel pricing and the weather, it is well worth checking out an event calendar for the Florida Keys. This area has so many amazing, quirky, and wholly unforgettable festivals all year-round.

Before you go, be sure to check out the  official Keys event calendar .

Key Largo & Islamorada Food and Wine Festival

Foodies will love events like January’s Key Largo and Islamorada Food & Wine Festival, as well as the Key West Food & Wine Festival or the Original Marathon Seafood Festival in March.

Water lovers will head over flippers for the Lower Keys Underwater Music Festival in July, January’s Quantum Key West Race Week, or November’s Super Boat World Championship.

Movie Buff? It’s all about Humphrey Bogart Film Festival in October — and that is just to name a few options!

Miami to Key West Drive Road Trip Stops

Now that you’ve started to get an idea of when to visit the Florida Keys let’s talk about location. Assuming you’re not lucky to spend a lifetime in the Keys, you will have to prioritize.

With so many drop-dead gorgeous waterfront views and fascinating roadside attractions, planning the perfect Florida Keys road trip itinerary can be tricky.

After countless road trips in the Florida Keys, I still can’t choose my favorite spot! There are so many incredible places that you’ll have to decide for yourself which is the very best.

Discover local markets, eateries, historic landmarks, and more, all at your own pace. Download the Overseas Highway self-driving guide as a companion to your Florida Keys road trip itinerary.

The Perfect Florida Road Trip: It All Begins in Miami

Miami is a perfect place to start your Florida Keys road trip. Not only are there endless  things to do in Miami , but it is also an excellent base because it is the closest airport to the upper Florida Keys.

South Beach, Florida, Ocean Drive

While you can fly into Key West International Airport, you will often pay a premium. You will find cheaper flights to Miami from all over the world, so you won’t want to miss out.

If you can, I highly recommend spending at least 24 hours in Miami to see the best of the best.

Your First Day Trip from Miami: Homestead

Whether you are looking for a day trip from Miami or looking for the first stop in your Florida Keys road trip itinerary, plan some time to visit Homestead .

Just 30 miles outside of Miami, beside the Everglades National Park , it is a fun little town packed with family-owned businesses.

Robert Is Here Milkshakes and Smoothies Stand

Even if you only make a quick pitstop, get to  Robert is Here . Sample a dizzying array of exotic fruits and vegetables, or bite into the latest harvest straight from their farm. It is the perfect spot to load up the car with road trip snacks. 

Foodie Alert: Whatever you do, don’t leave here without getting a shake for the road. There are varying flavors with the mango passion fruit combination being one of my faves (you can thank me later!).

Starting Your Florida Keys Road Trip with Key Largo

Driving south on U.S. 1, for about 20 miles from Florida City, passing marshes, lagoons, and finally crossing azure waters, you’ll arrive at Key Largo. One of the Florida Keys highlights and the perfect place for your first overnight stay.

Alternately, you can detour from US 1 at mile marker 126.5 to approach Key Largo from the north, which would allow for a stop at Alabama Jacks , where you can enjoy conch fritters and sea breezes in a typical Florida Keys roadside establishment that sets the tone for the rest of your trip.

What to Do in Key Largo

Perhaps best known as the Dive Capital of the World, you can get your feet wet at the world’s largest artificial reef and explore the incredible John Pennekamp Coral Reef State Park (MM 102.6).

Christ of the Abyss - John Pennekamp State Park, Key Largo Florida

If you are diving here, be sure to bring your underwater camera for a selfie with “Christ of the Abyss,” a 9-foot-tall coral-encrusted bronze statue of Jesus and one of the world’s most iconic underwater sights.

This is one of my all-time favorite things to do in Key Largo, whether on a road trip through the Florida Keys or just a day trip from Miami.

Where to Eat in Key Largo

You’d do well to stop at Key Largo Chocolates (MM 100.5) to sample some top-notch sweets. And I am not just talking chocolate. You’ll find handmade cakes, pies, and ice cream in every flavor of the rainbow.

Key Largo Chocolates Cakes & Ice Cream

I can’t stop here without picking up a few truffle pieces. I highly recommend strawberry, coconut, and mango flavors (so maybe save room for three desserts).

Key Largo Fisheries Fish Dip

If you’re even remotely hungry, you’ll want to stop at Key Largo Fisheries at mile marker 99.4 — the best seafood market in the Florida Keys for the smoked fish dip. The conch fritters are well worth a try too!

Mrs Mac's Kitchen Hogfish Wrap

Also nearby is the oldest restaurant in town: Mrs. Mac’s Kitchen (MM 99.3), with a Hogfish wrap that is not to be missed.

Where to Stay in Key Largo

When it comes to laying your head in paradise, here are a few favorite spots:

  • Hampton Inn Key Largo : You can often find deals for around $100 per night at this cozy pet-friendly spot.
  • Holiday Inn Key Largo : For only around $20 more, you can hang your hat at Tiki Bar and splash around in the waterfall at this reliably nice spot.
  • Baker’s Cay Resort Key Largo : This luxury Florida Keys resort will make you feel pampered and has fun perks like wine tasting and painting classes.
  • Atlantic Bay Resort : A mid-priced spot (more expensive than the Holiday Inn or Hampton Inn, but a bit less than Baker’s Cay), it is all about the picture-perfect private beach here.
  • Playa Largo Resort & Spa : Looking to treat yourself? This five-star resort is a destination and of itself.

Search more top-rated  Key Largo hotels and accommodations here .

Pit stop: tavernier.

As you are traveling from Key Largo to Islamorada, stop in Tavernier, the next key on the chain (pun intended), where you will find the Florida Keys Wild Bird Center at MM 92.

This bird rehab center is free to the public (though donations are appreciated) and well worth the 15-20 minutes it takes to walk the boardwalk and observe the pelicans, egrets, herons, and other injured birds being housed by volunteers.

Key lime pie on blue background

And while on Tavernier, I recommend a visit to the Blond Giraffe Key Lime Pie Factory (MM 92.2) for a sampling of what else than their famous key lime pie?

One of the Best Places to Stay in the Florida Keys: Islamorada

People often ask me, which is better: Islamorada or Key Largo? To that, I say, why not both? While Key Largo is a diving mecca, Islamorada is the Sportfishing Capital of the World.

What to See and Do in Islamorada

Moving along the island chain, it is time to soak in some culture at the Rain Barrel Artisan Village (MM 86.7). This arts and crafts village is a prime spot to find that one-of-a-kind souvenir to remember your Florida Keys road trip.

Betsy the Lobster, Rain Barrel Village, Islamorada, Florida

Pro Tip: Be sure to bring your camera to the Rain Barrel Artisan Village. Even if you aren’t inclined to buy any of the handiwork, you should at least get a picture with Betsy—the giant lobster sculpture sitting right out front makes for a great selfie.

Theater of the Sea, Islamorada, Florida

Just a few minutes down the road, you will find Theatre of the Sea (MM 84.2), the world’s second-oldest marine mammal attraction, which hails back to 1946. Here’s your chance to see shows featuring dolphins and sea lions, and even get the opportunity to swim with them. Theatre of the Sea is an especially fun stop if you’ve got kids.

For a different kind of animal interaction, be sure to get over to Robbie’s Marina (MM 77.5) to feed the tarpons. Admission to the dock is $2.25 per, and for another $4 you can grab a bucket of fish to toss to the tarpons gathered around.

Robbie's Marina Islamorada, Florida

At 5-8 feet in length and up to 150 pounds, these are no mere goldfish, and at less than ten bucks, it’s a cheap and unique thing to do on your Florida Keys road trip.

Once you’ve taken care of the tarps and are ready to unwind, get to Anne’s Beach (MM 73.4). One of the best beaches in the Florida Keys, you need at least a couple of hours here to enjoy the shaded boardwalk and dog-friendly shallow waters.

Planning Tip: Before you go, be sure to check out my complete list of beach essentials . As any Floridan knows, you will spend a fortune buying the basics from beachside stores. There are a few things you’ve just got to bring with you to make the most of your cash and time.

Where to Eat and Drink in Islamorada

Of course, when you are in the fishing capital of the world, you’ve got to get your fill of seafood! For that, get over to the famous Whale Harbor Seafood Buffet (MM 83.4) and eat until your heart’s content.

Once you have had a taste of the high seas, head over to the Postcard Inn Beach Resort & Marina (MM 84.1)—formerly known as the Holiday Isle Tiki Bar — don’t come thirsty, though. Famous for their rum runner, I find the drink sickly sweet and overpriced.

Tiki Bar Rum Runner Islamorada, Florida Keys

That said, it will cool you down on a hot day, and is well worth the trip for the fantastic views (and selfie ops) from their expansive deck, remodeled after the destruction left by Hurricane Irma.

If you’re a craft beer lover, head over to taste the local brew at the Islamorada Brewery & Distillery (MM 82.2). Fill up on craft beers in this local brewery taproom, then continue to the Florida Keys Brewing Company (MM 82.1).

Islamorada Brewery & Distillery Taproom

This local craft brewery has a stunning backyard beer garden, complete with regular live musical acts. Thanks, Chef Kirk, for bringing this charming gem to my attention.

Morada Bay, Islamorada, Florida Keys

For live entertainment, along with a beautiful waterfront dining room and a very Florida Keys vibe, it’s all about Morada Bay.

Fun Fact: The Netflix Series Bloodline was filmed right in Morada Bay in Islamorada.

Either way, that Caribbean vibe is ever-present, and whether drinking or dining, I’d highly recommend planning a night in Islamorada.

Where to Stay in Islamorada

With all of the fabulous nightlife in Islamorada, you will definitely need a place where you can get some R&R. Here are a few spots I love:

  • Postcard Inn Beach Resort and Marina : This spot is a local icon and, as soon as you see the flawless private beach, you’ll never want to leave.
  • Pelican Cove Resort & Marina : This laidback spot is another mid-priced waterfront dream come true.
  • Cheeca Lodge and Spa Islamorada : When it comes to romantic hotels in the Florida Keys, this is a honeymoon fave.

Find a great place to stay in Islamorada ! Read reviews, check rates, and availability here !

Family-friendly florida keys road trip: a stop in marathon.

Planning Tip : Up to this point (and after), addresses are tracked by mile marker; Marathon Key, however, goes by a numbered cross street system. But for our intents and purposes, I’ll list the mile marker to keep it consistent.

Florida Keys Overseas Highway

Right in the middle of your road trip in the Florida Keys, you will find Marathon. Spread out over Grassy Key, Vaca Key, and Fat Deer Key, this is a family vacation favorite (though it’s a bucket list destination for anyone and everyone).

Whether you are 8 or 80, you will love the Dolphin Research Center on Grassy Key (MM 58.9). Swim with the dolphin and learn about the lives of these famous locals. Next up, all of you animal lovers will want to make a beeline for the Turtle Hospital (MM 48.5). An education spot with a very worthwhile cause.

Sombrero Beach Marathon, Florida

Once you have learned a new appreciation for the seas, get over to another one of the best beaches in the Florida Keys. You’re not going to want to miss the quaint tropical wonderland that is Sombrero Beach on MM 50.

With plenty of parking and refurbished after Hurricane Irma in 2017, this is another chance to catch some rays while reclining on beautifully soft sand.

Where to Eat in Marathon

Just before the Seven Mile Bridge , between mile markers 48 and 47 there are two wonderfully situated eateries that both deserve a visit.

First, it’s all about Burdines Waterfront (MM 48), which requires a detour off the main road down East 15th Street. Before you go, charge your phone, then rely on your GPS to get to this spot because it can be a bit tricky to find.

Burdines Waterfront Restaurant Key Lime Pie

Follow your GPS for a payoff that includes fabulous views from their upstairs terrace as well as this unconventional (and crazy delicious) fried key lime pie that is an absolute MUST.

It’s more like a key lime pie turnover, but one of the best treats on our Florida Keys road trip.

Just down the road is the aptly-named Sunset Bar and Grille , located at the base of the famous Seven Mile Bridge.

Sunset Sunset Grille & Raw Bar Marathon, Florida Keys & Raw Bar Marathon

While the views are always fantastic, I strongly suggest that you try to arrive here around sunset for an unbeatable panorama combining sea breezes, natural beauty, and a heavy dose of Florida Keys culture.

Where to Stay in Marathon

Literally in the middle of all the best of the Florida Keys, Marathon is an ideal spot for an overnight stay. Here are two that are always good:

  • Banana Bay Resort & Marina: For a dream stay in a picture-perfect marina, this hotel is a great mid-priced pick.
  • Tranquility Bay Resort: This award-winning four-star resort is a destination in and of itself.

Find your perfect place to stay in Marathon: read reviews, check rates, and availability here !

Exploring the Lower Keys

Though technically just 6.8 miles long, the longest span in the Keys, the  Seven Mile Bridge  is where the term ‘epic road trip’ will come to mind as you gaze over the blue waters spreading out in all directions while traveling on a narrow ribbon of asphalt.

Florida Keys Seven Mile Bridge

Once across the bridge, you’re in the home stretch towards Key West, and when it comes to places to explore in the Lower Keys, you will be spoiled for choice.

A Stop in Bahia Honda Key

One of the best beaches in the Florida Keys, I adore the Bahia Honda Key State Park (MM 36.8 – 38.5). Bring your beach gear, and make sure you’ve got your camera to snap picks of the iconic crumbling old railroad bridge.

Exploring Big Pine Key

Another must-visit for animal lovers is Big Pine Key . This spot is especially cool because it is home to the endangered Key Deer, which is found exclusively in the lower Florida Keys.

Key Deer Big Pine Key, Florida

While you do have to drive around for a while to find them, we spotted two little ones on our drive.

Key Deer in Big Pine Key

And, thanks to our resident zoo expert, Terry, we have these snaps. He was a little more adventurous than I at attempts to capture pics of these little creatures.

A visitor center (MM 30.3) is open on US 1, but if you’d like to educate yourself before arriving, you can learn more at National Key Deer Refuge .

Blue Hole Big Pine Key

Once you have found your deer, swing by the Blue Hole . Also, part of the National Key Deer Refuge, the Blue Hole is the largest freshwater pond in the Florida Keys and a wildlife sanctuary for birds, snakes, and alligators in addition to the Key Deer.

Helpful Tip:  Keep an eye on your speedometer—Big Pine Key’s speed limits are strictly enforced. If you are on local roads, it’s 30 mph. If you are on the highway, it’s 45 mph during daylight hours and 35 mph after dark.

Where to Eat in Big Pine

Whether you’re hungry or not, I suggest a stop at No Name Pub for lunch, dinner, or a drink. Covered in autographed dollar bills, the history in this colorful spot goes back to the 1930s.

No Name Pub, Florid Keys

This charming spot has been home to everything from a general store to a brothel to now serving mouthwatering conch fritters with excellent service.

Be sure to stop by and say hello to Christine, the best waitress on the trip!

Eating in Stock Island Key

Want to experience the local Keys culture? For a great ambiance and local vibe, swing by the Hogfish Bar & Grill as you continue your Florida Keys road trip down to Key West.

Arriving in Key West

For the next 30 miles, you’ll make your way through several smaller Keys, until you arrive at the Southernmost city in the U.S.A. — Key West.

There are so many  things to do in Key West that you would be remiss if you didn’t budget some time to stay at least overnight and sample a few. I’ve got a whole post dedicated to just that— a day in Key West.

Continue your journey here with our  Day in Key West itinerary !

Rick's white building Duval Street Key West Florida with patrons

If you are in a rush, though, note that you’ve got to explore Duval Street, then take the Old Town Trolley Tour or Conch Train tour to get the lay of the land.

Visit the Key West’s iconic sites, and Dry Tortugas National Park then hit the beach for parasailing, snorkeling, and sunset cruises. Here are some more options for exploring Key Wests’ cultural gems .

Where to Stay in Key West

  • Santa Maria Suites Resort : I love this place for the condo-style suites with a kitchen. If you are saying a couple of nights, this is a major perk.
  • The Reach Key West : Proudly home to the only private natural-sand beach in Key West, this stylish spot has it.

To see a full list of Key West accommodations, click here .

Whether you spend a long weekend or a week exploring the route from Miami to Key West, there is always more to see. While it is excellent to start with a Florida Keys road trip itinerary with all of the key spots (couldn’t resist that pun!), the best adventures are often unplanned.

From the moment you cross over into the Keys, enter the next address into your GPS, then let your mind wander. Let your curiosity guide you off the beaten path to a tucked-away beach or a hole-in-the-wall cafe.

Take your time exploring. After all, the very best thing about the Florida Keys is the laidback beach-loving way of life.

Feeling inspired? See how many adventures you can check off this classic  Florida Keys bucket list .

Map: Florida Keys Road Trip itinerary

Save this map to your phone and use it to plan your florida keys road trip itinerary..

YOU MAY ALSO LIKE:

35 Essentials to Pack for Your Florida Road Trip

50 Fun Date Ideas and Romantic Things to do in Key West for Couples

Top 10 Spooky Ways to Explore Key West’s Haunted History

9 Things to Do in Key West for Discovering its History and Culture

What to Pack: Essential Items for the Perfect Beach Vacation

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Miami to Key West - Florida Keys Road Trip Itinerary

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Travel destinations, beaches and attractions and things to do in Florida. Documented by RESIDENTS of Florida.

2024 Florida Keys Road Trip to Key West -The Ultimate Florida Road Trip

Florida keys road trip to key west – one of the best florida road trips.

Florida Keys to Key West Map

There are probably a couple dozen famous cities in the world that everyone either visits or wants to visit. Typically, Paris, Moscow, New York, Hollywood, Tokyo, Singapore, Hong Kong, London and a few others come to mind.

None compare to the worldwide eclectic reputation of Key West. The proliferation of cruise ships pulling into Mallory Square every day in the last pre-pandemic years has made Key West an international destination of some repute!

Unfortunately, few people see the REAL Key West the way it should be seen. Walking Duval Street from one end to the other is a good start, but that jaunt does not do much for the history, novelty, or uniqueness of the island. There are dozens of things to do in Key West – you can’t get bored!

southernmost point Key West

Sure, Sloppy Joe’s sees all the tourists, but there are more bars and restaurants just as entertaining, just as quirky, and way less “touristafied” (we just made that word up!) than Sloppy’s.

Everyone knows the Southernmost Point big red marker, but there are many other symbols around town much more interesting. Everyone seems to gravitate to the sunset celebrations at Mallory Square each evening. There are some beautiful sights all day long you don’t have to wait for the sunset in Key West.

Ways to Get to Key West

There are three modes of transportation that bring most people to Key West –  automobile, plane, or they come by boat! We aren’t going to waste too many words on planes and boats.

The most fun way to get to Key West is by driving US Route 1 through what we call “The Keys”. Keys are islands that populate southern Florida as they protrude out into the Gulf of Mexico to the north and the Atlantic Ocean to the south.

Few highways have more allure than US 1 in the Keys.  Places like Key Largo, Seven Mile Bridge, Hawk’s Cay Resort, and the sports fishing capital of the world, Islamorada, are along this famous road. All of these famous places have international reputations for different things and all are on the only road to Key West.

How to travel to the Florida Keys MM0

Once we arrive in Key West we have details and some adventures and things to do in Key West for about three nights.

Why THREE nights? Well, our experience is that any more than three evenings in Key West, and the Betty Ford Clinic starts to sound really good!

The good news is the Florida Keys are a must visit if you are taking a roadtrip to Key West. You don’t have a choice. Route 1 from Miami to Key West is one road!

things you need when flying

The fun begins when you enter the islands. From Key Largo to Key West road trip is the ultimate Florida road trip. There are 44 islands and 42 bridges between Key Largo and Key West. We never counted. Just savored every moment of the many trips we have made.

As we suggested, getting there is certainly half the adventure!

US Route 1 – The Only Route to the Florida Keys and Key West – Things To Do in the Florida Keys

It doesn’t matter if you drive south from Minnesota, Maine or Miami. You end up on one single Florida road trip that delivers you from everyday life into a glimpse of paradise!

The 100-mile journey begins in Key Largo. But US Route 1 runs 2,369 miles from Fort Kent, Maine to Key West, Florida. The only way onto the islands leading to Key West is by the federal highway US 1 just south of Miami to Key Largo.  A collection of bridges will have you crossing more than three dozen other islands before the last island of Key West.

But slow down! We are already going to take you on a detour on your Florida Keys road trip!

About a mile out of Miami-Florida City Rt. 1, you will see a road sign directing you to Card Sound Road veering off to your left and going south. Take it!

Alabama Jacks on road trip to Key West

Now a word of warning, if you are close to being out of gas, try it next time. If you don’t like odd drives along varying waterfront wilderness, keep going straight. If you don’t like old Florida dive bars with a name like Alabama Jack’s, don’t bother.

Just stay on US 1 if you aren’t adventurous – both Card Sound Road and US 1 eventually lead to Key Largo!

Alabama Jack’s appears about ten miles into your drive to Key Largo on Card Sound Road. It’s a favorite of locals, travelers, bikers, boaters and other characters willing to take an extra 15 or 20 minutes to get to the Keys the fun way. Jack’s is a waterside bar serving refreshments you will probably need as you enter paradise. The food is average bar food. The beers are cold.

Caribbean Club first stop on Florida Keys road trip to Key West

At Alabama Jack’s you can look over the rail and watch mangrove snapper feeding along the pilings the restaurant is built upon. This stop represents the rest of your FloridaKeys road trip – a whole lot of different people just enjoying being where they are, with no color lines, no status lines, no age lines, no gender lines – just people at the beginning of a great journey.

As you leave Alabama Jack’s you will continue southwest on Card Sound Road. Eventually, you will enter US 1 again at the northern edge of Key Largo.

Reef House sunset on Florida Keys road trip to Key West

Mile Markers and Their Importance on a Road Trip to The Keys

Note: Check out our 2023 mile-by-mile guide – Mile Markers of the Florida Keys for more details.

At this point, we need to explain mile markers . They will help you find everything along your Florida Keys road trip to Key West. You will see your first marker around number 106 as you enter Key Largo. You have 106-mile markers ahead of you – enjoy it!

We will make a note that at mile marker 104.1 you will see a sign for the Caribbean Club . If you are thirsty again, you might make a stop here.

Caribbean Club’s claim to fame is the 1948 old movie Key Largo was partially filmed here. Humphrey Bogart may have shared a bar stool with you here. The Caribbean club could make our list of the top dive bars in Florida .

On down the road at MM 104 is a better stop if you like tiki bars. Jimmy Johnson’s Big Chill serves some rather good food and has a huge tiki bar built over the water on Florida Bay. If you don’t recognize the name, Jimmy Johnson is the former coach of the Dallas Cowboys.

If you are looking for a place to stay before you complete your journey to Key West, the Reefhouse Resort & Marina (formerly the Marriott Resort) at MM103.8 is excellent. The Reefhouse’s sunset bar, Breezer’s’ is a fabulous place for appetizers and watching the sun creep into the bay. The sunset photo above was taken from the landing at Breezer’s.

Key Largo roadtrip to Florida keys include John Pennekamp State Park

Key Largo and Islamorada Stops on Florida Keys Road Trip

A mile down the road is the entrance to John Pennekamp State Park . There is a plethora of state parks in Florida and several along your way to Key West. What makes this one different is that 75 square miles of it is underwater! There are trails and things to see on shore, but this park is made for snorkelers and divers. It’s worth the stop and the dive for an underwater surprise we won’t spoil here!

Wild Bird Sanctuary on Road trip to the Keys

By the time you get to MM (mile marker) 100, you may be getting hungry. If so, look for Skippers Dockside . It is a little off the main road, but the food is better than average. Try the shrimp ceviche for a good Florida appetizer.

Docked on Skipper’s inlet is more Humphrey Bogart film memorabilia. A replica boat featured in the film The African Queen takes people for tours.

Back on the road you will enter the next island town, Tavernier, Florida. At MM 93.6 is the Florida Keys Wild Bird Center . The people here do great work rescuing birds injured or entangled by fishing lines or nets. You can see numerous species in the sanctuary rehab center. A kind donation would help preserve the Key’s wildlife.

Oceanview at Islamorada on road trip to Key West

We must insert a note about things to do in the Keys. The drive along US 1 has all kinds of attractions, sights, unique shops, and places you may want to see. The ones listed here are just a few recommendations along the way.

This Florida road trip has over 100 miles of scenery! If we listed every interesting site and attraction, you would not get to Key West until the following week. We are pointing out a select few to make the drive interesting. If you want a detailed mile-by-mile guide,  follow this link . There are additional interesting stops in the Florida Keys during your Florida Keys road trip.

Theater of the Sea Gives Insight to Wildlife in the Keys

Theater of the Sea Islamorada is part of your ultimate Florida road trip.

At MM 84.2, you will see a big sign on the south side of the road advertising the Theater of the Sea. Try to plan a visit. The Theater is just that – a tropical stage to interact with dolphins, sea lions, sea turtles, fish, sharks, stingrays, alligators, and birds. The surroundings are a lush tropical setting for learning about Florida aquatic wildlife. It’s a fun and educational couple of hours.

Theater of the Sea a must see on Road trip to the keys

Islamorada is the Sportfishing Capital of the World

If you have been observant, the signs will be telling you the city you are in is Islamorada, the sport fishing capital of the world . On the right side of the road (north) is Florida Bay (part of the Gulf of Mexico). The Bay is an estuary for many saltwater species including tarpon, bonefish, mangrove snapper, redfish and snook. On the left side of the road (south) is the Atlantic Ocean. A few miles offshore, fishermen from all over the world angle for sailfish, marlin, swordfish, wahoo, kingfish, grouper and yellowtail snapper, to name a few of the available trophy fish.

Florida Keys road trip to Key West Post Card Inn

As you leave the Theater of the Sea, just ¼ mile down the road is the Post Card Inn . The reason the Post Card is significant is the huge fleet of fishing charter boats anchored at their very new marina. 

Hurricane Destroys Post Card Inn

A little history. While the Keys are known for their beauty and tropical weather, they also are known for their hurricanes .

In 2017, hurricane Irma hit this part of the Keys with a vengeance, destroying the Post Card Inn. The INN remodeled, rebuilt, and restored the entire property. Thus, the new marina, new tiki bar, and ocean front hotel are worth spending a few hours or a few days. They also built a new ocean view fresh seafood bar overlooking the Florida straights (Atlantic Ocean).

World-Wide-Sportsman-Islamorada great shopping on your Florida Keys road trip to Key West

Note: You will hear more about the effect of hurricanes much worse than the one in 2017. The Keys are resilient, if not defiant when it comes to the weather.

While the Post Card Inn is one of our many favorites, there are dozens of marinas, hotels, resorts, restaurants, and boat dealers along your journey. On some of the back roads along the way are very quaint bed and breakfast retreats as well as some old fish camps.

Hurricane Memorial

How many Islands and Bridges are there in the Florida Keys

Bridges along US 1 connect the major islands. There are about 1700 islands in the Florida Keys and just a few dozen bridges. Obviously, most islands are not connected by roads. The outlying islands are a vital part of the estuary of the Keys.

One bridge that is very special is heading over to Matecumbe Key at MM 77.

Feeding Tarpon at Robbie's

At the far west end of the bridge, you will see a big sign that says ROBBIE’S . Robbie’s has become a major attraction for travelers in the Florida Keys. Thousands of people stop to hand-feed tarpon that weighs more than most teenagers! Make Robbie’s one of your things to do in the Florida Keys.

Robbie’s also has a collection of little tent stores that sell everything from baubles to beads and everything from “Florida” (but mostly made in China!). This is an obligatory stop for the traveling tourist (at least once) to feed the tarpon. If you have kids from 5 to 105, they will love it!

On down the road about ten miles, at MM 67.5, is the Long Key State Park . What a great place to hike, swim, camp, or just stroll around the park. This is one of Florida’s many state parks that is unique because of the Atlantic Ocean view! Who doesn’t want a picnic viewing the Atlantic Ocean?

Before you get tired of walking the ocean side, save some energy for one of the most famous fishing resorts in the world. Hawks Cay Resort is at MM 61.1. If you have ever watched any outdoor fishing shows, Hawks Cay has been featured many times showing the bounty of nearby waters.

Hawks Cay Resort is a sportfishing and family oriented resort.

Hawks Cay is a place for good old-fashioned family fun. The resort has every possible saltwater activity, with a focus on sport fishing. The kids will have fun too with a huge pool, paddle boards and daily activities. The food is exceptional, so lunch on your Florida road trip at Hawks Cay is a great stop.

If you have kids, 5 to 105, The Dolphin Research Center at MM 58.9 is the place to go. This facility is for family fun and they do great work to preserve our dolphin population. They have a research center and a large contained area in Florida Bay where they rehab and train dolphins. The kids can swim with the dolphins (and adults too).

Marathon is Near Half Way on Your Florida Keys Road Trip to Key West

Crane Point Marathon

One big development just before you get to Marathon, Florida is Key Colony Beach at MM 54.  This is a community with over 400 homes on a large peninsula out in the Atlantic Ocean. Few communities exist in the Keys of this size. A quick drive through might be an interesting glimpse of how people live in this part of paradise!

As a side note, much of Key Colony Beach was destroyed by a hurricane in 1960 . It was redeveloped into the city of about 800 people it is today.

By the time you get to MM 53.5, you will be in Marathon, Florida . A city of about 8500 people stretching over several keys (islands), Marathon is known for (of course) fishing, the second largest airport in the Keys, and, most of all, being halfway to Key West! Notice the many shops, restaurants and businesses with names that start “Halfway….”. There is Halfway Cleaners, Halfway Cafe, Halfway Barber Shop, Halfway Pizza, etc.!

Perhaps the most interesting place of all the things to do in the Florida Keys we discuss is at MM 50. Crane Point Museum and Nature Center is one of the coolest places in the Keys to find out about the Florida Key’s history, nature and early life in the islands – all in one place!

Crane Point is a privately operated attraction that offers exceptional opportunities to see and feel how it must have been to survive on this strip of land a couple hundred years ago.

Of the nature trails on these 63 acres at Crane Point is one that leads to the Adderley House . This home was built about 1903 from materials found around Vaca Key. It survives today to remind us of the hardships faced by our forefathers. Make time for a couple hours here – it’s worth the visit!

We are just halfway to Key West and some of the best traveling is yet to come! In fact, you will see in the next three miles places like the Stuffed Pig , a great little local’s place for breakfast and lunch, and then you will start seeing signs like the 7 Mile Pizzeria and the 7 Mile Bar & Grill – heads up!

You are coming to the most spectacular views on your entire trip – The Seven Mile Bridge !

Seven Mile Bridge Key West road trip

Half Way Through the Florida Keys and Key West Mile Marker 0

The current Seven Mile Bridge was completed in 1982 and was one of the largest bridges in the world at that time. Alongside the new bridge, you will see the remnants of a bridge Henry Flagler completed for his railroad in 1912.

Remnants of Flagler's Bridge key West

Built against unbelievable odds and at the cost of a major portion of his fortune from his Standard Oil investments, Flagler’s railroad bridge helped to build much of the lower keys. Flagler’s bridge brought tourists and products to and from Key West leading to twenty-plus years of prosperity.

That prosperity lasted until the Great Labor Day Hurricane of 1935 destroyed the bridge  structure. In the face of this destruction, the United States bought the right of way from the railroad and made a bridge for automobile traffic from the remaining structure. The back story and history of the bridge are fascinating, but the real story is in the spectacular views on both sides of the bridge.

Florida Bay on your right and the Atlantic Ocean on your left make keeping your eyes on the road nearly impossible.

You will see ships on the horizon in the Atlantic and bay fishermen looking for snook and tarpon in the shallows. The sparkling blueish-green water laps the pylons of the bridge along with the waves produced by the boat traffic underneath. Sunrises and sunsets are breathtaking! Seven miles is a long way to travel on a bridge, but the time seems but a small few minutes you hate to see end.

Bahia Honda State Park along the ultimate Florida road trip.

After about 7 miles (imagine that, on the seven mile bridge), the bridge comes to an end! By now you are awestruck with the beauty of the Florida Keys.

But as hard as it is to imagine, at MM 36.8, get ready for a wholly new close-up experience at Bahia Honda State Park . Yes, this park has all the normal things state parks have, hiking, camping, swimming and more. But Bahia Honda offers a unique chance to get in the water and snorkel over the shallows to see another whole world beneath the surface of the ocean.

Bahia Honda is a family favorite due to the relatively shallow water and the ability to give children more than a cursory education about marine life. Relax and look around, your next adventure may just be underwater!

Our family tells stories about their first encounters with the creatures of the sea, and their childhood memories as they became acquainted with the saltwater environment at Bahia Honda.

Key Deer Big Pine Key are part of the sights on the ultimate Florida road trip.

Sadly, we must move on since you can almost taste the margaritas in Key West an hour or so away.

Across the bridge going south you will start seeing warnings about one of the strangest animals in the Keys – the Key Deer . These dog size animals can be seen day or night on Big Pine Key . They look exactly like their full-sized white-tailed cousins in the woods of the Midwest but are just about one-third the size.

The Key Deer is an endangered species and live only in this area. Their biggest enemy is man and the cars they drive. That is why speed limits are reduced. You must keep a watchful eye out for the deer on the island.

No Name Pub - Big Pine Key, Florida

While you are on Big Pine Key, and if you aren’t late for happy hour in Key West, you may want to set your GPS for another out island where the No Name Pub resides. This is a dive bar that has become an institution by selling the idea they are an old bar littered with thousands of dollar bills covering every imaginable inch of its walls. We admit it is a sight to see, but the sight is short-lived once you get on down the road to Key West with dozens of quirky bars!

No Name Pub Big Pine Key

If you need to make a stop somewhere you may want to try Boondocks around MM 27 or Mangrove Mamas on down the road, but you are now just about 20 minutes from Stock Island, which we consider part of Key West.

There are a few bars, a naval air station and a couple sights along the way, but few people can bring themselves to stop when they know the excitement of Key West lies just minutes ahead.

Welcome sign on Florida Keys road trip to Key West.

We entertained you with things to do during your Florida Keys road trip to Key West….

AND NOW  THE FLORIDA ADVENTURE  JUST KEEPS GETTING BETTER …..

Finally, key west – the southernmost city in the us.

We have been to Key West at least 30 times. We haven’t always driven, but time allowing, we would prefer the drive. We try to cross those 42 bridges at least a couple times annually.

No matter how many times you look out the windshield at that final little bridge over a canal that separates Key West from Stock Island, your level of anticipation peaks at a new level.

Sloppy Joe's Key West

We always wonder, what has changed in Key West? Something always changes in Key West. Is there a cruise ship in town? Not as many as there were when cruise ships were allowed to go to Cuba. 

Any new bars in Key West? There are always new bars! Any old favorites closed? There are always a few that close! That’s Key West – the more it evolves, we find that the evolution really doesn’t change the Conch Republic .  

If you fly into Key West International Airport, right beside the baggage retrieval conveyor is a bar! A Rum Runner while waiting for your bags is not all bad – welcome to Key West……  this bar sets the tone for your trip.

The Bars, The Attractions, The Restaurants, The Places to Stay

The first thing you need to know is there are about 190 bars on this two mile by four-mile island – that’s about four times the number of churches – and that’s Key West!

Picking the best bars becomes an occupation for some residents of Key West and an obsession for visitors. You can break “best” down into two categories – ones you have visited and ones you haven’t! We are not convinced there is a BAD bar on the island – just different.

For our purposes we will divide them into two categories – TOURIST’S MUST SEE and OFF THE GRID LOCAL’S FAVORITES .

Tourists Must See Bars and Restaurants

There are bars in Key West that have a worldwide reputation. Your friends, neighbors and relatives might think you were strange if you didn’t visit the basic watering holes! At the top of the list is world-famous Sloppy Joe’s . One door away on Duval Street is Irish Kevin’s, where their irreverence isn’t a place for kids or delicate ears. North a couple blocks is the Hog’s Breath Saloon .

Irish Kevins Key West

Is There a Real Irish Kevin?

Yes, there is a real Irish Kevin. We caught him one day when he spontaneously had to fill in one day when another entertainer wasn't avalable. Irish Kevin's is on of the famous bars in Key West.

key west florida road trip

Irish Kevin's is Always Fun

This famous Key West place a door or two from Sloppy Joe's is known for their salty entertainment you can't miss while walking down Duval Street.

Captain Tony's a must see on a Florida Keys road trip to Key West

Just west of Sloppy Joe’s on Greene Street is the original Sloppy Joe’s, now called Captain Tony’s . It is legend that Sloppy Joe Russell , Ernest Hemingway ,

and some other bar slugs moved everything one night in 1937 from Captain Tony’s location to the current location a half block away. The landlord wanted to raise the rent a dollar a week!

A few years ago we would not have included The Green Parrot on Whitehead Street in this list. In fact, they would have been included on our list of the best dive bars in Florida. They have commercialized their quirkiness to the point you can’t even find a seat anymore. Plus, we used to have to step over a dozen lazy dogs before the health department clamped down on their afternoon dog naps in the middle of the floor.

The Parrot generally has some good nightly music despite the new public image.

Guitar Green Parrot

The Half Shell Raw Bar also became super popular when the Key West Express started dumping hundreds of tourists off at their doorstep over at Key West Bight Marina. The Key West Express is a fast charter boat shuttling hundreds of passengers a day from Ft. Myers and Marco Island .

Of course, the guy who helps make Key West famous has a place right in the middle of Duval Street – Jimmy Buffet’s Margaritaville ! A couple blocks south of Margaritaville is La Te Da. Perhaps, the most famous drag queen performances in the country go on at La Te Da several nights a week and they have their own hotel nearby.

And finally, Rick’s complex of  three bars on Duval includes Durty Harry’s, The Tree Bar and Rick’s are all great places to people watch. Our favorite is the little dozen seat Tree Bar since it’s directly across the street from Sloppy’s and Irish Kevin’s. The sights are better than an Oscar winning movie!

Where do the locals go in Key West? These are off the grid favorites.

This list will include some names that could be in the category above. For the most part, they are a little more off the beaten path, eclectic (a nice word for a dive), or very different in their own way.

Michael McCloud - Key West

At the top of this list is a patch of gravel covered ground on the waterfront at Key West Bight Marina. A half dozen dilapidated structures they call the Schooner Wharf .

How can you have a falling down bar for 30 years, and it is still falling down, and looks the same through numerous hurricanes and other calamities? The locals at the Schooner don’t seem to care much about what it looks like. One thing that makes the Schooner unique is a guy called Michael McCloud .

Michael is listed on Google as an American folk singer, but in Key West, Mike is a legend that started his career at The Bull (another of our favorites described below) 30 years ago. Michael has been entertaining at the Schooner for at least the last dozen years. Despite the look and gravel walkways, Schooner has a darn good burger too!

Shots and Giggles Key West

Moving towards Duval Street from the waterfront, take Green Street about 3 blocks west to a relatively new place called Shots and Giggles . Open a few years, my understanding is the bar is owned by locals who wanted a place for their friends on the island. He opened in an old house that is cozy (and small), friendly to dogs (they keep dog snacks handy), even friendlier to people, and clearly not a tourist trap for the fanny pack crowd!

Once you get to Duval Street at the next block, take a left at Sloppy Joe’s. You will walk from Sloppy’s and Irish Kevin’s to Caroline Street which is a block south. There, on the west side of the street, is a three story building that houses three establishments – The Bull , Whistle Bar and Garden of Eden .

The Bull Key West

We saw a review on a website saying this building was great because they have three options in the same building. That may apply to some people, but a person with a body like mine has no business in the clothing optional Garden of Eden! 

However, my favorite place for people-watching is The Bull on the lower level. Big open windows the size of a garage door right next to the sidewalk on Duval Street. You see it all walking by. Remember, you can become part of the street scene if you keep drinking the cheap margaritas The Bull serves.

If you are able to walk a few more blocks south on Duval Street to Eaton Street look for an alley before getting to Southard Street.

In that alley will be another local’s place called Mary Ellen’s Bar . This place is not for your children or your 80 year old mother-in-law who is going to judge you! It is just a back-street bar that has a ton of locals who find some curious ways to promote their evening events. The people in Key West are fun-loving gagsters and this place is an example.

Chart room on road trip to Key West

We hate to even publicize the next place! It’s very small, already full of locals, regular travelers and city leaders who used to make their plans over a cocktail or two at the tiny bar.

We call it The Peanut Bar, but the real name is The Chart Room in the Pier House Hotel .

The funny thing is The Pier House website lists this as a dining option – the only things they have ever served in The Chart Room were free overcooked hotdogs and some stale popcorn! However, you can help yourself to some peanuts to shell and throw on the floor along with plenty of scuttlebutt from the locals who make this a regular stop.

The Best Restaurants in Key West with The Best Food in Key West

Key West Pink Shrimp only on a Florida Keys road trip to Key West

Most of the bars mentioned above aren’t known for their food. Sloppy Joe’s is a slight exception since they serve Key West pink shrimp . These shrimp are only found in certain deep waters around the Keys. The pinks have a mild, sweet flavor and a pink shell. Once you have tried them, you will know the flavor. Many restaurants serve Key West pinks but ask to be certain.

For the best formal food on the island, there are only a couple places we note. Louie’s Backyard at the south end of Duval Street, near the southernmost point , is our favorite. Louie’s has been serving Caribbean-style entrees for over 50 years. The restaurant is in an old Victorian home with a magnificent ocean view. I am told the same award-winning chef has been there for 30 years.

Louie's Backyard best restaurant Key West

On the other end of the island at Key West Bight Marina you will find A&B Lobster House . Not many restaurants can say they have been around since right after World War II, but A&B has been serving exquisite seafood for that long. They overlook the marina and offer white tablecloth service nightly. Reservations are recommended.

key west florida road trip

For breakfast, you must try Blue Heaven . This notorious quirky outdoor restaurant serves some of the best breakfast food in a unique setting in Florida. They are Have a tropical décor with plenty of birds and chickens roaming the grounds. The menu is large, but they are known for their pies in addition to the early morning offerings.

Blue Heaven is located over on the west side of the Key West, a couple blocks from The Hemingway House on Petronia Street.

By the way, if you don’t like chickens, you won’t like Key West – they are everywhere. Walking either way on Whitehead Street you will find a lot of hens and their chicks roaming the streets year-round.

Hogfish Bar Grill Stock Island

The fame of the Hogfish Bar & Grill over on Stock Island comes mostly for their exceptional food. It is possible our first taste of hogfish came from this bar twenty-plus years ago. Now their Hogfish Sandwich has such fame, people stop at the Hogfish as they drive into Key West from points unknown.

Sarabeth's Key West - Best food in Key West

However, don’t be fooled – this is a BAR with a reputation for food. Finding the Hogfish Bar & Grill can be a little tricky – use a good GPS and look for Front Street along the waterfront on Stock Island across the small bridge as you leave Key West. It’s worth the stop and even more fun if you stroll the docks with a beer in hand.

Some of the craftsmen near Hogfish have their shops open. They do everything from marine woodwork to art objects from junk! You may even see a manatee or two along your walk. We can also recommend Roostica . This wood-fired pizza restaurant is located on the way to Hogfish Grill. The owner of Hogfish started this pizza restaurant in 2016.

Pepe's Key West

In OLD Town, an area of town with classic homes from the days of shotgun homes, cottages and conch homes built in the early 1900’s, you must give Sarabeth’s a try. This quaint little place is located in a colorful remodeled home on Simonton Street. Sarabeths started making marmalades from an old family recipe and eventually turned that into a healthy restaurant business.

Small Bar is on your Key West road trip

Known for Key West classic dishes with plenty of fruits and pastries, Sarabeth’s breakfast is excellent. We haven’t tried lunch, since long lines kept us from joining the waiting crowd.

For the first dozen visits to Key West, we avoided a place called Pepe’s . It was in a ramshackle-looking building on Caroline Street that we passed when leaving the docks from the Key West Express. I wasn’t looking for Cuban food was my thought.

As with everything else in Key West, nothing is what it seems to be. There is nothing Cuban or Spanish about Pepe’s menu. This is a popular local’s hangout. I think they refuse to paint and fix up the exterior to keep the tourists out! Breakfast, lunch or dinner – never had a bad experience at Pepe’s.

Over on the edge of Bahama Village, near Truman Annex in the upper Duval corridor on a little street called Petronia is a small restaurant called Santiago’s Bodega . This is the place for dinner even if it is hard to find! The décor may be old stuff gone vogue as a style. No matter, the food is really good.

Santiago’s calls itself a ‘Tapas” restaurant, but most of these small plates are dinner, not small plates. Try the croquettas, beef tenderloin, pinchos moriunos, or the brussels sprouts – all excellent. This is another place where you generally need a reservation, and it is worth it.

BOs Fish Wagon Key West

We said we were shooting for three days of adventures and things to do in Key West and we have given you enough restaurant suggestions, except for one. Along Greene Street about a block south of the Schooner Wharf, is a rustic ramshackle building called BO’s Fish Wagon . Yes, it was a wagon at one time, but now it looks like a hurricane dropped some scrap material in a heap! Go ahead and click on the link to BO’s Fish Wagon . We can’t describe the dog friendly BO”s, but they have a great fresh grouper sandwich!

We have presented enough restaurant suggestions to last at least for several days or trips! Many of the classic places mentioned in the Bar section also have decent food.  Places like Hogs Breath Saloon, Sloppy Joe’s, Margaritaville and others are acceptable, but the ones above we think are extraordinary!

Attractions and Things To Do in Key West Road Trip

Hemingway House Key West

In Key West there are attractions and then there are oddities that are just as entertaining and interesting as the ones plastered all over the travel brochures. We will start with the ones every tourist usually sees and then move on to some of the less publicized attractions.

Almost every new visitor goes to Hemingway House . Located on Whitehead Street, the Hemingway House was purchased by Ernest Hemingway in 1931 . He resided there with wife number two, Pauline, for several years. Many of Hemingway’s short stories and novels were written in the house. The home has many original artifacts. In addition, about 40 or 50 six-toed cats reside on the property. All are descendants of Hemingway’s cats. Worth a one-time visit as a Key West must-see attraction.

If you go to the north end of Whitehead Street, you will find The Key West Aquarium . Keep this one for a rainy day or when the heat gets unbearable.

Museum of History Key West

Just a block away is the Key West Museum of Art and History . This museum is run by the Key West Art and Historical Society. They also run the Lighthouse and a couple of other attractions listed here . Many are worth a little time if they interest you. Actually, we prefer the Museum during an afternoon rain shower. The history of Key West and the people who settled the area reads like a novel.

Beach at Ft. Zachary Taylor

The Mel Fisher Maritime Museum is worth the visit if you want to learn about his discovery of the Spanish ship Atocha that wrecked in 1622. Fisher recovered an estimated 450 million dollars worth of gold and silver. The museum is on Greene Street visible from the Art and History Museum.

Fort Zachary Taylor is on the southwest side of the island near the Truman Annex, which is a government compound. There is a small beach at the old fort that is good for snorkeling.

Butterfly Conservatory Key West

The Truman Annex features what people call the Little Whitehouse because President Truman spent so much time in Key West. If you are pressed for time, skip this one.

Bird at Butterfly Conservatory

An attraction you should not skip is the Key West Butterfly and Nature Conservatory . On the south end of Duval street you will see a large yellow building that looks more like a bed and breakfast than a conservatory. Once inside, the rear of the building is covered with a dome that houses thousands of butterflies, birds and tropical plants. The Conservatory has set up a natural setting for the birds and butterflies. Bring your camera! You will have the opportunity to get close-up pictures of the flying inhabitants. This is one of our top three tourist attractions and things to do in Key West.

These and a few other tourist attractions make up the list of the well-known sightseeing places in Key West. Many fall into the category of “must see”, but we have a few others you may never hear about, but are part of the “real” Key West.

Off the Beaten Path Key West Attractions

Key West cemetery is an attraction on road trip.

The Key West Cemetery was established in 1847 after a previous year’s flooding washed a bunch of bodies out of the old cemetery. They gathered up the bodies and found a 19-acre plot in Old Town to start the new cemetery with immediate customers.

Key West’s cemetery is full of history, with sections for the sailors who died on the battleship Maine in the Cuban harbor sinking in 1898. Another section has victims of the Civil War. Before you go, visit this website to learn about some of the colorful characters buried in this still active cemetery. It’s worth a couple hours and a short walk south on Margaret Street in the middle of Old Town in Key West.

Curry Mansion Bed Breakfast Key West road trip

One attraction that you can visit or stay overnight in, is the Curry Mansion . This mansion was built in 1869 by one of the first millionaires on the island. William Curry was a wrecker who salvaged wrecks on the reefs around the keys. He built this massive home for his family including a “widow walk” . The Curry is now a bed and breakfast that is popular. We recommend staying in The James House, another restored home, across the street which is owned by the Curry.

The main mansion at Curry offers self-conducted walks through the rooms with period furniture and smallwares. See how wealthy people lived in the 1800’s. The Curry Mansion is on Caroline Street just a half block off Duval Street and very convenient to the whole island.

Fort Jefferson Key West - Key West the Ultimate Florida Road Trip

I know we are planning for your three days full of Key West road trip attractions, but here is one attraction that will take half of one day. Take a seaplane to Fort Jefferson and the Dry Tortugas ! The Tortugas are a group of islands 70 miles west of Key West. On one of these islands is Fort Jefferson , the largest brick building in the western hemisphere, built in the 1850s.

Fort Jefferson Tour on the Ultimate Florida Road Trip Key West

You know the story of President Lincoln’s assassination. Your sixth grade history should have mentioned the name Dr. Mudd who treated the assassins. Mudd was imprisoned at Fort Jefferson. He treated all of the prisoners for many years.

Seaplane Adventures will take you to Fort Jefferson for a half day of sightseeing the Fort and snorkeling the island. Boats leave daily from the Key West Bight Marina daily if you want to keep your feet on something solid. Great history and a lot of fun in a seaplane or boating over. This adventure encompasses several activities in a small half day period including exploring the fort, snorkeling the island and riding in a seaplane!

If you are not up to the half day trip to the Tortugas and Fort Jefferson, but want a little relaxation, try a sailing charter or one of the snorkeling adventure boats run by Seabago or Fury . Both companies run various types of snorkeling, diving and fun water sports trips out of Key West Bight Marina.

If you want a more personal experience on the water, try the sailing charter Spirit of Independence . You can schedule their regular sunset or fun day trips. Captain Ricky will even offer private charters customized to your liking. Either way, a couple hours on the water can be a relief from the nightlife of Key West.

Key West conch houses which are Florida Keys and Key West Road Trip

Walking Key West – An Attraction In Architecture!

How about a little walk? Between the Cemetery and Hemingway House is a section of town we have referred to as Old Town. If you spend some time looking at the houses around you, note the 19 th century styles.  Many are conch houses.  Other structures may be shotgun houses and eyebrow houses with some Victorian homes along the way.

Each era in Key West produced different home styles.

Architecture in Key West is a visitor’s guide to the influences of different periods. The exiled Cubans, the Bahamians, the Spanish, and of course Europeans who settled in the states and ended up in Key West.

Each different influence brought styles from their heritage mixed with the necessities of Key West’s tropical climate. Walking the streets of Old Town Key West is like taking a walking history lesson. Enjoy the sights of the past and newly remodeled structures.

The Mallory Square at Sunset is Nightly Attraction

Finally, every first-time tourist in Key West must visit Mallory Square at sunset . Tourists and locals alike have

Mallory Square Key West

made this a ritual for at least 60 years. There is no better place to watch the sun’s majestic entrance into the Gulf.

The entertainers lining the waterfront will provide a little fun before your evening plans. Some of the acts have been performing at the Square for over 30 years!

Mallory Square provides docking for cruise ships.

Your four days and three nights in Key West will be busy if you just do half the things we covered and visit just a few of the bars and restaurants. Maybe you want to relax with a little entertainment.

Entertainment in Key West

It seems the entertainment options are almost all day long. Places like Sloppy Joe’s, Irish Kevin’s, and Rick’s seem to start mid-morning and go to the wee hours of the next morning. 

 Here are a few other entertainment options –

  • The Smokin’ Tuna just off Duval seems to bring in a variety of bands starting each afternoon.
  • The Bull on Duval has acts that start in the afternoon and last all night.
  • La Te Da features drag queen shows most evenings.
  • The Hogs Breath Saloon on Duval brings in some really good bands in the evening.

Key West Street vendor

Key West also has Coffee Butler Amphitheater that brings in name talent from around the country. Check their schedule when in town. 

Where to Stay in Key West

There are well over 150 hotels in Key West and another 50 or more bed and breakfast lodgings. Choices range from big chain hotels to local independent owners. Prices are as varied as amenities.

Two bed and breakfast operations we would suggest are The Curry Mansion and The Conch House Heritage Inn . We have stayed many times at The Curry. They offer breakfast every morning at the poolside and happy hour snacks and refreshments every day at 5 PM.

Suggestion, try room 302 in the James House, across the street from the main mansion. The primary reason we stay at the Curry Mansion on some occasions is the location a half block from all the action on Duval Street and just a short walk from the docks that moor the Key West Express.

The Conch House is in Old Town and is roomy and clean according to friends who have stayed there. Of course, breakfast is offered in the mornings there as well.

There is an abundance of hotels on every part of the island. Every chain has a location somewhere in Key West. You can spend time looking on the travel sites or below are the ones we have stayed in that we recommend. (There are others we have stayed in we won’t be mentioning.)

The Pier House – stayed here many

Pier House Boat Races

times. Right at the foot of Duval Street. The Chart Room, one of our favorite Bars, is located inside. The Pier House is on the high end from a cost standpoint. The location, clean rooms and waterside bar make it worthwhile. They also have a small private beach and nice pool.

All the way to the other end of Duval Street (south) is the Casa Marina , part of the Waldorf Astoria group of hotels. This gracefully aging beauty was open in 1920 as part of the Henry Flagler group of exclusive hotels he was building along the coast. This old hotel is immaculate, exclusive and right on the Atlantic Ocean with their own private beach. We would highly recommend this facility, but the cost may not be worth it if you plan to spend your days off property.

The Galleon Resort and Marina is a perfect location if you are planning on taking advantage of the many water sports in Key West. The hotel is on the Gulf side of the Island and has a 90 slip boat marina. They also are a time-share resort, so availability may be limited at certain times of the year. They are priced about the same as the Pier House year around.

The Opal Key Resort says on their website they were ranked as one of the top resorts in the Florida Keys! We are not sure about this lofty ranking, but The Opal has a great location right on the entrance to the Key West Harbor. They also are next to Mallory Square. The shops bordering the marina front are fun with an emphasis on watersports. This is a big hotel and will be priced as the Pier House and others.

Right in the middle of Duval Street is the Crown Plaza La Concha Hotel . We haven’t stayed here in several years, but the hotel has been remodeled recently and should be better than our last visit. The La Concha is one of the tallest buildings in Key West and has a great view of the landscape. The hotel has a large wine bar on Duval, and very comfortable lobby. Pricing is just slightly less than waterfront properties.

Bed and breakfast operations dot the landscape and populate almost every street in Key West. Most are reasonable and accommodating.

Warning about booking hotels in Key West. You will find many hotels listed by Sheraton, Marriott, Hampton, Doubletree and other chains. Make sure they match your plans. All of the ones above are far out on Roosevelt Street towards the airport. These locations are about two miles from Duval Street and most attractions. We prefer locations within blocks of Duval, not miles away.

What is the Best Beach in Key West?

The best beach in Key West is a matter of location and opinion. There are several. The main ones are;

  • Smathers Beach on the south end of the island. Probably the largest and most populated, but it is large enough not to be as crowded as others.
  • Higgs Beach is also on the south end of the island just west of Smathers Beach.
  • Fort Zachary Taylor beach is on the far westerly island near Fort Zackary State Park.

The ones above are the three largest beaches. Your choice may be the one nearest your hotel. There are a few more including some small local’s favorites. More complete beach resource is available at this location .

Getting Home….. maybe! Key West Can be Hard to Leave

If you have roamed the island for the last few days, you probably met a lot of people. Servers, bartenders, street vendors, performers, and some colorful characters in the streets. Many of those people were in your position at one time – a visitor.

You can be a responsible caring person and choose to go home to tend to life’s routine, obligations, and rituals or you can say……To hell with being a responsible person and become a server, bartender, performer or a colorful character in the street…. just like all the people you met!

Everyone sees Key West a little differently. Some are attracted to the unrivaled rich history. Others just scratch the surface for a quick get-away. Some people consider a visit to Key West is like taking nature’s Valium!

Many people come for the water sports that

Opal

abound in the clear blue waters. Some people love the almost 24 hour a day entertainment.

Annual events like the Hemingway lookalike contest, Fantasy Fest, Song Writer’s Festival, multiple fishing tournaments, food and wine festivals, Super Boat Championships, and many more bring thousands of visitors. The natural setting of an island between two oceans offers experiences not found anywhere else in the world.

The choice to leave is difficult or in some cases, as we suggested early on, getting home may be a necessity to maintain your sobriety and sanity! A Florida Keys road trip to Key West could result in permanent residence!

One thing you know is that you will be back. Someday, sitting in your office at home, or at your job at the bank, or when making another appointment, landscaping another house, working at some other diverse occupation, your mind will wander back to Key West and the planning for a Florida Keys road trip begins once again….

Addendum – Getting Back to Key West in a hurry!

Getting to key west by boat.

For boat owners on the Gulf coast, you can set your GPS to the buoy at the Northwest channel (N24°33’44.2”, W81°49’3.4”) and head down Florida’s west coast. Or from the east coast, you can come around the south of the keys and set your GPS to N24°32’42.9”, W81°48’59.2”, which is the entrance to Key West Channel from the Atlantic Ocean.

Key West Express

However, if you want to relax and down a couple of cocktails, try the Key West Express . This is the fun way to get to Key West from Ft. Myers or Marco Island . The schedules vary, but they generally leave Ft. Myers around 8 AM and get you to your destination in time to have a dozen fresh oysters for lunch at The Half Shell Raw Bar in Key West.

The same estimated schedule applies to Marco departures. The Key West Express boats dock at Key West Bight Marina which is about five blocks from Duval Street and close to every island attraction. As you approach the marina from the channel, you get a feel for the vibe of Key West as the Express passes by Mallory Square, the Sunset Pier at the Ocean Key Resort and the tiny beach at the Pier House.

Temporary note: Ft. Myers schedule has been cancelled due to hurricane Ian.

The fun part about the Key West Express is you can enjoy the ocean spray in the back of the boat, work on your tan on the deck, play cards with friends or just watch a movie. The cost is about $129 round trip, but if you sign up for their emails, there are specials offered at certain times of the year.

Of course, the way thousands of people get to Key West everyday is on a cruise ship. One or two ships pull up to the Mallory Square docks daily. They generally are docked by 9 AM, dump thousands of passengers out on to Duval street and to the trinket vendors on Front Street.

Then, cruise ships must be loaded and gone before the nightly sunset celebration on Mallory Square . Dumping off thousands of people on the island is good for the many restaurants, shops and retailers on Duval, but not a good way to experience the REAL Key West.

Flying to Key West

Key West Airport

The airport in Key West is small, but functional (which, not everything in Key West is functional!). They move a lot of passengers through the TSA lines efficiently. When you land, there are plenty of taxis waiting to take you anywhere on the island. Some taxis group passengers together and charge a per-person set rate by destination zone from five to nine dollars. Fares are regulated, so over-charging is rare.

The Key West Airport is a couple of miles from most of the attractions. The airport is located on Roosevelt Avenue on the Atlantic Ocean side of the island and the traffic is rarely congested, which makes access easy.

Flights range from a little over an hour from Tampa to a little under two hours from Atlanta and around three hours from Chicago. Three hours, in February in 10-degree temperatures up north to a balmy 80 degrees in Key West, is a small price to pay in flight time for a hint of paradise! As we stated earlier, there is a small full cocktail bar in the Key West airport as you enter – only in the Florida Keys and Key West!

A Florida Keys road trip to Key West travel reminder. You assumedly will be going home. If you miss a few attractions coming down the Overseas Highway, they can be visited on the road trip home!

Map of Key West

Cruise Critic

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Reader's Digest

Reader's Digest

Your Guide to a Florida Keys Road Trip: Key Largo to Key West

Posted: March 12, 2024 | Last updated: March 13, 2024

<p>One of the <a href="https://www.rd.com/list/best-states-road-trip/" rel="noopener noreferrer">best state road trips</a> in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through a 125-mile island chain that begins just south of Miami. It hopscotches over 42 bridges and five islands, and has turquoise waters stretching in every direction into the Atlantic Ocean, Florida Bay and Gulf of Mexico.</p> <p>So if you're looking for the perfect <a href="https://www.rd.com/article/atlantic-coast-road-trip/" rel="noopener noreferrer">Atlantic Coast road trip</a> or <a href="https://www.rd.com/list/best-budget-friendly-beach-destinations/" rel="noopener noreferrer">cheap beach vacation</a>, look no further than this <a href="https://www.rd.com/article/the-ultimate-american-road-trip-guide/" rel="noopener noreferrer">road trip guide</a> from Key Largo to Key West. And if you'd rather travel from Key West to Key Largo, rest easy—the route works either way. There are shuttles that run from Key Largo to Key West, but keep in mind, you'd be missing out on all the fun in between.</p> <p>By the way, once you embark on the Florida Keys Overseas Highway, you'll notice that many sites along the way use mile markers (MM) in their address. We use those mile marker points in this story to help you navigate the drive.</p> <p><strong>Get <em>Reader's <b><i>Digest</i></b></em><b>’s</b> </strong><a href="https://www.rd.com/newsletter/?int_source=direct&int_medium=rd.com&int_campaign=nlrda_20221001_topperformingcontentnlsignup&int_placement=incontent" rel="noopener noreferrer"><strong>Read Up newsletter</strong></a><strong> for more travel, humor, cleaning, tech and fun facts all week long.</strong></p>

Your road trip guide to the Florida Keys

One of the best state road trips in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through a 125-mile island chain that begins just south of Miami. It hopscotches over 42 bridges and five islands, and has turquoise waters stretching in every direction into the Atlantic Ocean, Florida Bay and Gulf of Mexico.

So if you're looking for the perfect Atlantic Coast road trip or cheap beach vacation , look no further than this road trip guide from Key Largo to Key West. And if you'd rather travel from Key West to Key Largo, rest easy—the route works either way. There are shuttles that run from Key Largo to Key West, but keep in mind, you'd be missing out on all the fun in between.

By the way, once you embark on the Florida Keys Overseas Highway, you'll notice that many sites along the way use mile markers (MM) in their address. We use those mile marker points in this story to help you navigate the drive.

Get Reader's Digest ’s   Read Up newsletter for more travel, humor, cleaning, tech and fun facts all week long.

<p><strong>Mile marker:</strong> 108–90</p> <p>The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.</p> <p>Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.</p> <p>Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.</p> <p><strong>Best beach:</strong> Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.</p> <p><strong>Where to eat: </strong>Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best <a href="https://www.rd.com/list/traditional-restaurant/">traditional restaurants</a> in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.</p> <p><strong>Where to stay:</strong> If you can't get enough of the underwater world, stay at <a href="https://www.tripadvisor.com/Hotel_Review-g34344-d218568-Reviews-Jules_Undersea_Lodge-Key_Largo_Florida_Keys_Florida.html" rel="noopener noreferrer">Jules' Undersea Lodge</a>, the world's first underwater hotel. If you'd rather keep dry, try the adults-only <a href="https://www.tripadvisor.com/Hotel_Review-g34344-d13980722-Reviews-Bungalows_Key_Largo-Key_Largo_Florida_Keys_Florida.html" rel="noopener">Bungalows Key Largo</a>.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34344-d218568-Reviews-Jules_Undersea_Lodge-Key_Largo_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 108–90

The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.

Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.

Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.

Best beach: Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.

Where to eat: Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best traditional restaurants in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.

Where to stay: If you can't get enough of the underwater world, stay at Jules' Undersea Lodge , the world's first underwater hotel. If you'd rather keep dry, try the adults-only Bungalows Key Largo .

<p><strong>Mile marker:</strong> 90–63</p> <p>Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.</p> <p>There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.</p> <p>Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, <a href="https://www.rd.com/list/best-hiking-trails/" rel="noopener noreferrer">go for a hike</a> or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.</p> <p><strong>Best beach:</strong> Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.</p> <p><strong>Where to eat:</strong> For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.</p> <p><strong>Where to stay:</strong> When it's time to lay your head for the night, check in to one of the new oceanfront suites at <a href="https://www.tripadvisor.com/Hotel_Review-g34346-d84610-Reviews-Cheeca_Lodge_Spa-Islamorada_Florida_Keys_Florida.html" rel="noopener noreferrer">Cheeca Lodge & Spa</a>, or your own cottage at <a href="https://www.tripadvisor.com/Hotel_Review-g34346-d113464-Reviews-The_Moorings_Village-Islamorada_Florida_Keys_Florida.html" rel="noopener">The Moorings Village & Spa</a>.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34346-d84610-Reviews-Cheeca_Lodge_Spa-Islamorada_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 90–63

Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.

There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.

Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, go for a hike or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.

Best beach: Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.

Where to eat: For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.

Where to stay: When it's time to lay your head for the night, check in to one of the new oceanfront suites at Cheeca Lodge & Spa , or your own cottage at The Moorings Village & Spa .

<p><strong>Mile marker:</strong> 63–40</p> <p>Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.</p> <p>For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.</p> <p>While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.</p> <p><strong>Best beach: </strong>Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the <a href="https://www.rd.com/list/best-florida-beaches/">best beaches in Florida</a>. And it's not just popular with humans; sea turtles nest here between April and October.</p> <p><strong>Where to eat: </strong>For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.</p> <p><strong>Where to stay:</strong> The <a href="https://www.tripadvisor.com/Hotel_Review-g34347-d6784786-Reviews-Faro_Blanco_Resort_Yacht_Club-Marathon_Florida_Keys_Florida.html" rel="noopener noreferrer">Faro Blanco Resort & Yacht Club</a> is set on the waterfront and gives you a taste of marina life. <a href="https://www.tripadvisor.com/Hotel_Review-g11962583-d113469-Reviews-Lime_Tree_Bay_Resort-Layton_Long_Key_Florida_Keys_Florida.html" rel="noopener">Lime Tree Bay Resort</a> on Long Key has spacious townhomes for rent.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34347-d6784786-Reviews-Faro_Blanco_Resort_Yacht_Club-Marathon_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 63–40

Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.

For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.

While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.

Best beach: Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the best beaches in Florida . And it's not just popular with humans; sea turtles nest here between April and October.

Where to eat: For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.

Where to stay: The Faro Blanco Resort & Yacht Club is set on the waterfront and gives you a taste of marina life. Lime Tree Bay Resort on Long Key has spacious townhomes for rent.

<p><strong>Mile marker:</strong> 40–4</p> <p>After crossing the Old Seven Mile Bridge out of Marathon, you'll find yourself in the Lower Keys, where natural habitats and wildlife refuges thrive. It's no wonder this part of the Florida Keys is known as the Natural Keys. You might even want to consider taking an <a href="https://www.rd.com/article/ev-road-trip/">electric vehicle on this road trip</a> so you don't disturb the animals.</p> <p>Your best chance to spot a native Key deer, a subspecies of the Virginia white-tailed deer that somehow made its way south, may be in the National Key Deer Refuge, comprised of 9,200 acres stretching from Bahia Honda Key to Sugarloaf Key on the edge of the Gulf of Mexico. More than 20 endangered and threatened plant and animal species can be found within the refuge. Take a quiet walk at dusk or dawn for your best chance to glimpse a Key deer, or join a ranger-led tour to learn more about the area.</p> <p>Aside from all the eco-friendly fun, Stock Island is well worth a stop. Their maritime history goes back generations, and the marina is filled with shrimping and fishing boats. Artists have been flocking to Stock Island, too, and share their works in galleries dotted across the small island.</p> <p><strong>Best beach: </strong>The shallow, clear water and white sand at Calusa Beach make it a locals' favorite. The beach is a perfect spot for snorkeling too.</p> <p><strong>Where to eat: </strong>In addition to the freshest of seafood, Big Pine Rooster serves up ribs and a special-recipe meatloaf. Or sip like the locals at No Name Pub, located on Big Pine Key.</p> <p><strong>Where to stay:</strong> Consider the waterfront <a href="https://www.tripadvisor.com/Hotel_Review-g34659-d603177-Reviews-Sugarloaf_Lodge-Sugarloaf_Key_Florida_Keys_Florida.html" rel="noopener noreferrer">Sugarloaf Lodge</a>, stay in an Airstream at <a href="https://www.tripadvisor.com/Hotel_Review-g34085-d113460-Reviews-Big_Pine_Key_Resort-Big_Pine_Key_Florida_Keys_Florida.html" rel="noopener noreferrer">Big Pine Key Resort</a> or pop a tent on one of the reserved campsites at Bahia Honda State Park.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34659-d603177-Reviews-Sugarloaf_Lodge-Sugarloaf_Key_Florida_Keys_Florida.html">Book Now</a></p>

The Lower Keys

Mile marker: 40–4

After crossing the Old Seven Mile Bridge out of Marathon, you'll find yourself in the Lower Keys, where natural habitats and wildlife refuges thrive. It's no wonder this part of the Florida Keys is known as the Natural Keys. You might even want to consider taking an electric vehicle on this road trip so you don't disturb the animals.

Your best chance to spot a native Key deer, a subspecies of the Virginia white-tailed deer that somehow made its way south, may be in the National Key Deer Refuge, comprised of 9,200 acres stretching from Bahia Honda Key to Sugarloaf Key on the edge of the Gulf of Mexico. More than 20 endangered and threatened plant and animal species can be found within the refuge. Take a quiet walk at dusk or dawn for your best chance to glimpse a Key deer, or join a ranger-led tour to learn more about the area.

Aside from all the eco-friendly fun, Stock Island is well worth a stop. Their maritime history goes back generations, and the marina is filled with shrimping and fishing boats. Artists have been flocking to Stock Island, too, and share their works in galleries dotted across the small island.

Best beach: The shallow, clear water and white sand at Calusa Beach make it a locals' favorite. The beach is a perfect spot for snorkeling too.

Where to eat: In addition to the freshest of seafood, Big Pine Rooster serves up ribs and a special-recipe meatloaf. Or sip like the locals at No Name Pub, located on Big Pine Key.

Where to stay: Consider the waterfront Sugarloaf Lodge , stay in an Airstream at Big Pine Key Resort  or pop a tent on one of the reserved campsites at Bahia Honda State Park.

<p><strong>Mile marker:</strong> 4–0</p> <p>You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.</p> <p>If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.</p> <p>Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some <a href="https://www.rd.com/list/states-hidden-gems/">hidden gems</a>. The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.</p> <p><strong>Best beach: </strong>Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.</p> <p><strong>Where to eat: </strong>No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.</p> <p><strong>Where to stay:</strong> The boutique <a href="https://www.tripadvisor.com/Hotel_Review-g34345-d227346-Reviews-The_Gardens_Hotel-Key_West_Florida_Keys_Florida.html" rel="noopener noreferrer">Gardens Hotel</a>, the adults-only Kimpton Hotels <a href="https://www.tripadvisor.com/Hotel_Review-g34345-d296023-Reviews-Kimpton_Ridley_House-Key_West_Florida_Keys_Florida.html" rel="noopener noreferrer">Ridley House</a> or the new <a href="https://www.tripadvisor.com/Hotel_Review-g34345-d21408966-Reviews-The_Capitana_Key_West-Key_West_Florida_Keys_Florida.html" rel="noopener noreferrer">Capitana Key West</a>, to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.</p> <p class="listicle-page__cta-button-shop"><a class="shop-btn" href="https://www.tripadvisor.com/Hotel_Review-g34345-d227346-Reviews-The_Gardens_Hotel-Key_West_Florida_Keys_Florida.html">Book Now</a></p>

Mile marker: 4–0

You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.

If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.

Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some hidden gems . The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.

Best beach: Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.

Where to eat: No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.

Where to stay: The boutique Gardens Hotel , the adults-only Kimpton Hotels Ridley House  or the new Capitana Key West , to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.

<p>Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for <a href="https://www.rd.com/article/what-is-ecotourism/">eco-travelers,</a> but artists and history buffs too.</p> <p>It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.</p> <p>For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.</p>

Art and history in the Florida Keys

Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for eco-travelers, but artists and history buffs too.

It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.

For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.

<p>Now that you're inspired to hit the road, it's time to start planning. After <a href="https://www.rd.com/article/road-trip-cost/" rel="noopener noreferrer">budgeting for a road trip</a>, your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.</p> <p>If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.</p> <p>If you're already driving one of the <a href="https://www.rd.com/list/best-road-trip-cars/" rel="noopener noreferrer">best road trip cars</a> to get to Florida, you're all set. But if you need a loaner, choose one of the <a href="https://www.rd.com/list/best-cars-to-rent-for-a-road-trip/" rel="noopener noreferrer">best cars to rent for a road trip</a>. Consider packing these <a href="https://www.rd.com/list/road-trip-essentials/" rel="noopener noreferrer">road trip essentials</a> and download some of the <a href="https://www.rd.com/article/best-podcasts-for-road-trips/" rel="noopener noreferrer">best podcasts for road trips</a> to make the miles fly by.</p>

Planning your Florida Keys road trip

Now that you're inspired to hit the road, it's time to start planning. After budgeting for a road trip , your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.

If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.

If you're already driving one of the best road trip cars to get to Florida, you're all set. But if you need a loaner, choose one of the best cars to rent for a road trip . Consider packing these road trip essentials and download some of the best podcasts for road trips to make the miles fly by.

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Thanks in advance!!

6 replies to this topic

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Get a DD and make the trip. Some of the best trips that I've take through the keys were like this. One in particular, we rented a 13-passenger van for 8 of us. Packed a cooler with rum and beer. Made bar stops along the way. It took about 5 hours to get from FLL to Islamorada. We had dinner in Islamorada and my passengers had a BLAST. I had several more stops planned on the way to Marathon, but my passengers needed to quit :-)

The sights, sounds smell, views of the water, bridges, birds make this trip memorable. Driving directly from MIA to Key West should take you 3 1/2 - 4 hours without stops.

key west florida road trip

A little more information will get more specific answers.

Check out the Florida Rambler's guide to the Overseas Hwy and see what strikes your fancy

https://www.floridarambler.com/florida-keys-getaways/florida-keys-overseas-highway/

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What to do during your port of call cruise to key west.

By Janet K. Keeler

There’s a lot of action and history packed into the roughly seven square miles of Key West. Key West is a city in Florida that’s just 165 miles from Miami but it feels like a million miles away.

Tropical breezes, the bluest water that America has to offer and a laid-back vibe that whispers “vacation” are just some of the hallmarks.

When your cruise ship docks at the Port of Key West , you’ve officially arrived in America’s tropics. And actually, there are three piers that handle cruise ships—Mallory Square, Pier B and Outer Mole. Mallory and Pier B are an easy walk to town; in fact, there are sites to see as soon as you disembark. Outer Mole is a bit farther away but there are shuttles and other ways to get cruisers closer to the action on Key West’s Duval Street.

Unlike the six other cruise ports in Florida, Key West is not a point of origination but rather a port of call for Western Caribbean and Mexico cruise itineraries. That means your stop in the Conch Republic will likely be during the day so you’ll miss the legendary Key West nightlife. Not to worry, live music and refreshing cocktails flow long before the sun goes down.

Because Key West is a small place, you’ll want to get up and be ready to get off of the ship as soon as you can to beat the crowd. This is the day you should be the early bird and save the sleeping in for your day at sea. Same with the sunbathing. For all of its attributes, Key West isn’t much of a beach town.

The Old Town Trolley tour (13 stops) and the Conch Train excursion (three stops) which take you past all the major sites. These tours are especially good for cruisers who want a less-strenuous activity. These can be booked through the cruise line or independently.

The Hemingway House , where writer Ernest Hemingway lived from 1931-1939 and where he wrote “For Whom the Bell Tolls” and the short story “The Snows of Kilimanjaro,” among other works. The beautifully restored and maintained 1850s French Colonial home is one of the island’s most popular attractions. The many cats, some with six toes, that roam the grounds are a big draw, too, though their lineage to a Hemingway pet is disputed.

It’s not just the house that celebrates Hemingway’s legacy. Sloppy Joe’s on Duval Street is said to be a favorite watering hole. Best news for cruisers is that the live music starts at 10 a.m. Papa’s Pilar rum distillery is named after Hemingway’s boat and aims to capture his sense of adventure (and possibly love of spirits?). Papa’s Pilar offers distillery tours and tastings.

Key West’s other famous some-time resident was President Harry S. Truman who wintered in the warm tropical paradise. The Truman Little White House is open for guided tours only. In December they decorate the Christmas tree in vintage ‘40s and ‘50s style. More than one visitor has said, “I could live here,” during the tour of the home that started in 1890 as a duplex for Navy officers and their families.

A 90-minute Jet Ski tour provides a different view of Key West, a glass-bottom boat eco tour reveals what’s under the water and a morning reef snorkeling trip keeps the daytripping tourists in mind. It wraps up by about noon, leaving time for lunch at Pepe’s Cafe , the oldest restaurant (1909) in town. Get the Key West Pink shrimp and an order of fish dip made from local catch.

Here are four other ideas for whiling away your day in Key West.

CigarRolling-Ybor-City-Visit-Tampa-Bay.jpg.1028.680.imagerendition

Key West’s Lit History

And by lit, we don’t mean literature or overindulgence, but lit as in the tip of a cigar. Keep in mind that Havana is just 90 miles across the Strait of Florida and that Key West’s connection with Cuba is deep. Nearly 200 years ago, Cubans began migrating to Key West in search of freedom. Among those who arrived were cigar rollers who opened shops. In the late part of the 1800s, there were 150 factories turning out millions of hand-rolled cigars every year. Catch the history at the Rodriguez Cigar Factory on Fitzpatrick Street, also known as Cigar Alley. They give tours and you can watch the cigar rollers in action.

GIRLS TRIP TO KEY WEST

Key West on Two Wheels

Even though Key West’s narrow streets can get crowded during the temperate winter months and with the influx of people from cruise ships, it still maintains its reputation as a biking town. There are many bicycle rental shops in the old town, like Fury and We Cycle , where you can rent one for the day and strike out on your own. Or, you can book a tour for a two-hour guided excursion with Lloyd’s Bike Tour and get narration about the town’s interesting architecture plus samples of tropical fruit including mango and fresh coconut in season.

Key West Butterfly and Nature Conservatory, boy and butterfly

Key West for Nature Lovers

It occasionally rains in this tropical paradise but you are still going to want to venture out to explore. The Key West Butterfly and Nature Conservancy is a good place to hang out if it’s drizzling. Or even when it’s not. The facility is glass-enclosed and while keeping everyone dry in a controlled 85 degrees, it also provides a home for more than 50 butterfly species plus a couple of flashy flamingoes. There’s a Learning Center that can be visited before viewing the butterflies and the scientists in the group will appreciate knowing more about the life-cycle of the butterflies before seeing them flutter and float. The Conservancy is open every day of the year. You aren’t far from the Southernmost Point marker so this might be the best time to get that required snapshot. La Te Da restaurant is just across the street from the butterfly garden and closer to the Southernmost Point is the Southernmost Point Cafe with a view that might make you book a return trip. Both take reservations.

An angel statue at Key West cemetery

Key West is the Final Stop

About 100,000 people are buried in the still-active and historic Key West City Cemetery . Established in 1847, it is the final resting place for the diverse populations that lived—and died—in Key West. Cemetery rambles aren’t for everyone but many history buffs find old tombstones intriguing. If you’ve got any cemetery enthusiasts in your group (or you are one yourself), they will find markers for Cuban cigar rollers, Bahamian mariners, Spanish-American War veterans and people of diverse religions and ethnicities. Some worthy marker-spotting :  “Sloppy” Joe Russell, Hemingway’s fishing guide and barkeep at Sloppy Joe’s; Ellen Mallory, one of Key West’s first female settlers, and P.L.F. de Ayala whose grandfather wrote the Cuban national anthem. Extra points for finding the tombstones with the inscriptions “I told you I was sick” and “I am just resting my eyes.” You might get lucky and be in Key West on one of the two days a week that guided tours are given.

Places to Remember

family at Southern Most Point marker

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COMMENTS

  1. The Ultimate Florida Keys Road Trip Itinerary (Best Stops!)

    Windley Key State Park is a historic site that doubles as a geological area that is formed by fossilized Key Largo Limestone. The entrance fee is $2.50 a person is a perfect way to spend a full day or even just a few hours it makes for an inexpensive stop on a Florida Keys road trip! It is located at MM 85.5.

  2. Driving to Key West: A Road Trip in the Florida Keys

    Here are a few options for places to watch the sunset either in Key West or on your drive back. Sunset Tiki Bar and Grille (at the Galleon Resort): 617 Front St, Key West, FL 33040. Lorelei Restaurant and Cabana Bar: 96 Madeira Rd, Islamorada, FL 33036. Sundowners: 103900 Overseas Hwy, Key Largo, FL 33037.

  3. KEY LARGO to KEY WEST: 23 Amazing STOPS You Can't Miss

    Key Largo to Key West is a classic Florida Keys road trip!Within a 100-mile distance from Key Largo to Key West along the Florida Overseas Highway, you can go snorkeling, kayaking, try many local delicacies, stroll on endless beaches and soak in the views.. You can plan a Florida Keys road trip in several different ways. If your time is limited, then do a day trip from Miami to the Florida Keys.

  4. Perfect 5 Day Florida Keys Road Trip Itinerary (Miami to Key West Drive

    Kona Kai Resort Gallery and Botanic Gardens. Address: 97802 Overseas Hwy, Key Largo. (~ 63 miles or 1 hour 15 minutes drive from MIA to Key Largo) Our first stop on our Florida Keys road trip itinerary is a place for rest and relaxation in paradise.

  5. Miami To Key West Road Trip Itinerary

    12. Florida Keys Brewing Company (Mile Marker 81.5) You don't have to go very far between stops on a road trip from Miami to Key West to find fun places to grab a drink. Also, one in Islamorada is the Florida Keys Brewing Company, which is one of the top breweries in the area.

  6. The Ultimate Road Trip Guide to Key West

    By maptoparadise June 26, 2023. Embarking on a road trip along the breathtaking Overseas Highway is a dream come true for many travelers. Connecting mainland Florida to the idyllic Florida Keys, this iconic stretch of road offers stunning vistas, turquoise waters, and a sense of adventure like no other. In this blog post, we invite you to join ...

  7. How to Take the Ultimate Florida Keys Road Trip

    When the dinner hour beckons, shake the sand from your toes and head to Pierre's, an elegant plantation-style house with a wide verandah overlooking Florida Bay. A few miles north at Marker 88 ...

  8. Florida Keys Road Trip

    Florida Keys Road Trip Itinerary: 5 to 7 Days. We recommend a one week trip to visit the major attractions of the Florida Keys. To shorten your trip, remove the optional days. Day 1 : Key Largo. Day 2 : Islamorada and Marathon. Day 3 : Big Pine and Lower Keys.

  9. 44 Islands and 42 Bridges: A Florida Keys Road Trip

    That land route eventually became the Overseas Highway, or U.S. 1, vaulting across channels, and linking 44 islands, via 42 bridges. A fisherman near U.S. 1 in the Florida Keys. Scott McIntyre for ...

  10. The Ultimate Florida Keys Road Trip

    Located about an hour south of Key Largo and an hour north of Key West, the 10-mile-long Marathon island chain is the approximate midpoint of the Florida Keys. On the drive from Islamorada south ...

  11. Miami To Key West Road Trip: Ultimate Driving Guide

    The 135 mile long Miami to Key West drive will take you down through Florida to the first "key" (island) of Key Largo — then across the amazing Overseas Highway through the Florida Keys. The Florida Keys are split up into the Upper, Middle, and Lower Keys. They are connected by a series of bridges, making for quite a memorable road trip.

  12. Ultimate Road Trip from Miami to Key West (Guide to the Best Stops in

    It joins the mainland of Florida to Key West. Once you get to Key Largo, it's about 100 miles to Key West, which if traffic is light, should take you about 2 ½ hours. But, this is a two-lane highway and if there is any traffic, then plan to be driving longer.

  13. The Ultimate 7-Day Florida Keys Road Trip Itinerary

    7-day Florida Keys road trip itinerary. Before we jump into the exact Miami to Key West road trip itinerary that we used, let me first point out that the "theme" of our road trip was sustainability. The Florida Keys have all sorts of cool initiatives (like a ban on plastic straws!) and businesses that are working to promote more responsible ...

  14. 16 Best Stops on Your Miami to Key West Road Trip (+ Map)

    This guide contains 16 worthy stops between Miami and Key West . Here is a quick reference guide to the stops we love and think should be included in your Florida Keys itinerary: Coral Castle. Manatee Bay Eco Tours. John Pennekamp Coral Reef State Park. Dagny Johnson Key Largo Hammock.

  15. The Ultimate Florida Keys Road Trip

    The Overseas Highway through the Florida Keys offers a quintessential U.S. road trip. As Route 1 hops its way from Miami to Key West, Florida, the urban rush evaporates and a clock- and care-free ...

  16. The Ultimate Miami To Key West Road Trip Itinerary (2024 Guide)

    The tropical island is flooded with thriving virgin tropical hardwood hammocks as turquoise waters gently crash against its shores. It is a captivating stop on a road trip from Miami to Key West. The virgin tropical hardwood hammock was common in most of the Upper Keys of Florida, but that is no longer the case.

  17. Miami to Key West Drive: Florida Keys Stops, Stays + Map!

    Straight through, it would take 4-5 hours to drive from Miami to Key West for the 160-mile trip. The total time depends on traffic, since parts of the road are still only two lanes. But there are many sights and stops along the way, making it a perfect leisurely road trip to spread over several days.

  18. Miami to Key West Drive • Your Epic Florida Keys Road Trip Planner

    Miami to Key West Road Trip Facts. Distance from Miami to Key West - the total distance from the Miami International Airport to Key West is 110 miles. The entire stretch of road is a paved highway. Miami to Key West drive time - if you were to drive straight through, the drive would take you on average of 4 hours.

  19. Miami to Key West Drive

    The Miami to Key West drive is 164.4 mi via US-1 S and takes 3 hr 30 min without traffic. You could drive directly to Key West from Miami in one afternoon but that would take all of the fun out of visiting the amazing stops and the Florida Keys along the way. You may also like: The Best Places to Stay in Florida.

  20. Miami to Key West: Insider Tips for the Perfect Florida Keys Road Trip

    Miami to Key West Drive Road Trip Stops. ... Starting Your Florida Keys Road Trip with Key Largo. Driving south on U.S. 1, for about 20 miles from Florida City, passing marshes, lagoons, and finally crossing azure waters, you'll arrive at Key Largo. One of the Florida Keys highlights and the perfect place for your first overnight stay.

  21. 2024 Florida Keys Road Trip to Key West -The Ultimate Florida Road Trip

    Taking a Florida Keys road trip to Key West is not only one of the best Florida road trips, but maybe one of the most famous road trips in the world. There are probably a couple dozen famous cities in the world that everyone either visits or wants to visit. Typically, Paris, Moscow, New York, Hollywood, Tokyo, Singapore, Hong Kong, London and a ...

  22. Your Guide to a Florida Keys Road Trip: Key Largo to Key West

    One of the best state road trips in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through ...

  23. Girls Trip

    It's absolutely worth the road trip if you're staying a few nights in Key West. There is much more to the Florida Keys than just Key West. I live in Miami and when I drive to Key West 5-8 times a year, I am always of the mindset that it's all about the journey, not necessarily the destination. There are tons of great places to stop, eat, drink and just take in the "Keys culture".

  24. Around the Port of Key West: Before or After Your Cruise

    By Janet K. Keeler . There's a lot of action and history packed into the roughly seven square miles of Key West. Key West is a city in Florida that's just 165 miles from Miami but it feels like a million miles away.. Tropical breezes, the bluest water that America has to offer and a laid-back vibe that whispers "vacation" are just some of the hallmarks.