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Excursions & Tours
World Famous Tour Conch Train
Key West Old Town Trolley
Premium Morning Snorkel and Sail Adventure
Afternoon Snorkel and Sail Adventure
Schooner Eco Tour
World Famous Conch Tour Train & Key West Shipwreck Museum
World Famous Conch Tour Train & Truman Little White House
An Island 'Ting
World Famous Conch Tour Train & Key West Aquarium
Explore Old Town by Bike
A Taste of Key West Walking Tour
Historic Seaport Food and Cultural Walking Tour
Rum Runner Adventure Boat
Amazing Key West Scavenger Hunt
Key West Walking Tour
Mallory Glow at Sunset by Hydrobikes (Single Rider)
Wooden Schooner Sunset Sail
Sunset and Champagne Sail
Private Key West Harbor Sailing
Private Taste of Key West
Key west tours & shore excursions, key west tours, shore excursions and cruises.
In Monroe County, Florida, at the southernmost part of the country, rests the beautiful island of Key West. Made famous for being the home of Ernest Hemingway and several artists, Key West has an old world charm that appeals to visitors of all ages.
Enjoy the town on a Conch Tour Train or Old Town Trolley ride, take a walking Taste of Key West tour, participate in a Scavenger Hunt and more. Shore Excursions offers a variety of tour options to suit everyone.
Shore Excursions Group offers over 10 different Key West shore tours that truly champion life on the water. Our Key West day tours have so much to offer in this tropical paradise that will make any lover of the sea jump with joy. Get up close and personal with Key West's marine life with a dolphin watching tour or snorkeling excursion along the island's great coral reefs. Absorb your beautiful marine surroundings with one of our numerous shore trips on the water. You can take exhilarating jet ski or speedboat rides in addition to relaxing on sailboat excursions. The sailing trips at sunset provide for an especially breathtaking environment.
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The 13 Best Key West Tours
Explore everything from busy streets to tranquil waters on one of these guided adventures.
Courtesy of Fury Water Adventures
Hop on Fury Water Adventures' boat to see local wildlife both from the boat and in the water.
When you imagine a vacation to Key West, Florida , you'll likely think of days spent on white beaches surrounded by turquoise waters and swaying palm trees. While lounging on the sand is an excellent option, there are also plenty of outdoor activities, attractions and culinary delights to keep you entertained while visiting the southernmost point in the country. U.S. News consulted both traveler reviews and expert opinion to compile this list of the best Key West tours.
Note: Some tour providers on this list may be running more limited operations due to COVID-19 or may impose testing or vaccine requirements. Check with your tour operator about availability before you book.
Fury Water Adventures Key West – Key West Dolphin Watch and Snorkel Tour
Fury Water Adventures' three-hour tour combines two popular Florida activities. First, watch Atlantic bottlenose dolphins as they playfully swim near the catamaran. Then, snorkel in the clear, turquoise waters of Key West, keeping your eyes peeled for stingrays, tropical fish and a variety of coral. Reviews are mostly positive for the dolphin watching portion of the trip, but travelers are less impressed with the snorkeling. Some tourgoers say the reefs aren't colorful and report seeing few fish.
Departures are at 10 a.m. and 2 p.m. from September through March. From March through August, trips leave at 9 a.m. as well as 12:30 and 5 p.m. Tickets cost approximately $70 for participants ages 11 and older and $55 for children ages 4 to 10. Children 3 and younger can participate for free, but do need a ticket. Tickets include beverages; beer and wine will be served after snorkeling. Fury Water Adventures also operates sunset cruises and parasailing adventures, among other options.
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Key West Eco Tours – Backcountry Kayak & Paddleboard Tour
Paddle through mangroves as you learn about the marine life and tropical ecosystem of the Florida Keys on this guided kayak or paddleboard tour, which begins just a short drive from downtown Key West in Geiger Key. Opportunities for wildlife viewing include turtles, dolphins, iguanas and rays, as well as birds and fish. Tourgoers remark that the experience provides a nice break from the city and offers a different perspective of Key West. They also say the guides are very knowledgeable about local marine life.
Two-hour tours operate at 9 a.m., noon and 3 p.m. every day. Paddleboards are an option for participants ages 13 and older. Prices start at $65 for adults and $50 for children 12 and younger. The company also provides a complimentary shuttle to and from Key West hotels . Half-day tours and sunset sails are also available.
Key Lime Bike Tours
Take in the colorful sights and sounds of Old Town with this approximately three-hour bicycle tour. You'll ride around town on a bright green bike (complete with a basket for personal items) and receive a complimentary piece of Key lime pie at the end of the tour. Reviewers applaud the entertaining and informative guides, who they say pack a lot of history into a relatively short ride. They also describe the cycling pace as leisurely and manageable for most fitness levels.
Tours are offered daily at 10 a.m. year-round. Prices start at $45 per person and include a helmet and bottled water.
Key West Ghost & Mysteries Tour
As one of Florida's oldest cities, it's not surprising that ghosts could be lurking in Key West's streets. This spooky 90-minute walking tour departs nightly at 9 p.m. and explores the haunted parts of town that most visitors don't see. Among the stops featured are Key West's oldest graveyard and Hemingway's first home, Casa Antigua. Tourgoers say that overall the stories are entertaining, though not particularly spine-chilling.
Prices start at $23 for adults and $15 for children ages 6 to 12; discounts are available for members of the military.
Key West Food Tours – Southernmost Food Tasting & Cultural Walking Tour
Visitors say the food sampled on this excursion is delicious and that the trip is the perfect introduction to Key West's culinary scene. The three-hour tour spotlights the Cuban and Caribbean influence on the city's food and culture. Samples could include fish tacos, Cuban roast pork, conch fritters, and of course, a rum drink and Key lime pie. The tour narrative also includes local history and fun facts about Key West, which tourists appreciate. The walking tour covers almost 1 1/2 miles with stops at five different venues.
Prices start at $75 for adults and $49 for children ages 5 to 12; kids younger than 5 can join for free. Tours operate daily at 11 a.m. and 3:30 p.m., though additional tour times may be added. In addition to food tours, the company hosts a Key West bar crawl for cocktail enthusiasts.
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Danger Charters – Wind & Wine Sunset Sail
Climb aboard Danger Charters' 65-foot schooner for the company's nightly Wind & Wine Sunset Sail. The two-hour cruise features tropical music, a selection of hors d'oeuvres, and a variety of wines and beers to choose from. Plus, tours are capped at 25 participants – a highlight for reviewers, who appreciate the small-group feel. Visitors enjoy the sunset views, beverages and bites. They also suggest bringing a jacket as it gets cool once the sun goes down.
Tours depart daily at 4:30, 6 or 6:30 p.m., depending on the time of year. Prices start at approximately $110 for participants ages 13 and older. The company also offers a full-day sail, kayak and snorkel tour.
Getty Images
Visiting the Southernmost Point is a highlight for many travelers' trips to Key West.
Old Town Trolley Tours – 1-Day Key West Tour
Ditch the car and hop on this narrated trolley tour, which features 13 stops at popular Key West attractions. At any stop, visitors are welcome to get off the trolley to explore and hop back on at a later time to continue the tour. Highlights include Mallory Square , Duval Street, the Southernmost Point buoy and the Harry S. Truman Little White House . Travelers enjoy the informative drivers and say the tour is a good value. They also appreciate the convenience of the trolley and say this is a great activity for your first day in Key West. Others note there are long wait times for trolleys and crowded vehicles. Without hopping off, tours last approximately 90 minutes.
Tours operate daily from 10 a.m. to 4:30 p.m. Tickets cost approximately $60 for adults and $25 for children ages 4 to 12 for one-day, unlimited hop-on, hop-off rides. Tickets also include complimentary admission to the Sails to Rails Museum. Two-day tickets are also available, along with a nighttime Ghosts & Gravestones Tour.
Lazy Dog Adventures – Key West Kayak Eco-Tour
Lazy Dog Adventures' guided mangrove tour begins 4 miles from downtown Key West on Stock Island. The slow-paced excursion is ideal for beginners and paddlers of all ages, and you can even bring your pup. During the two-hour tour, guides share information about the geology and animal inhabitants of the Florida Keys. Marine life sightings may include jellyfish, crabs, sea stars and tropical fish, as well as aquatic birds. Tourgoers appreciate the casual pace of the tour and find it both educational and fascinating to see the wildlife up-close. Some reviewers call it the highlight of their trip.
Tours begin at 10 a.m. and 2 p.m. daily. Prices start at $55 for adults and $30 for children 11 and younger; discounts are available for locals and members of the military. Lazy Dog Adventures also offers paddleboard and eco-boating excursions.
Conch Tour Train
A staple in Key West since 1958, the open-air Conch Tour Train makes three stops along a narrated, 75-minute route. The first stop lets patrons off at Truval Village near the Key West Lighthouse and the Key West Butterfly & Nature Conservatory . The second stop is the Historic Key West Seaport and the final stop is the Sails to Rails Museum, where train passengers can take advantage of complimentary admission. Along the way, passengers can disembark and explore Key West attractions before catching the next train. Visitors give mostly positive reviews of the conductors' knowledge and remark that the train ride offers a great way to get an overview of Key West in a short amount of time.
Ticket prices for single-day passes cost approximately $50 for adults and $25 for kids ages 4 to 12; children 3 and younger ride free. Discounted tickets are available if purchased online. Two-day passes are also available. The train operates daily from 10:15 a.m. to 4:15 p.m.
Sebago Watersports – Key West Reef Snorkel - Morning
This morning snorkel begins with a 7-mile sail to the Florida Reef, the only living coral barrier reef in the U.S. Enjoy the warm ocean breezes as you cruise on the company's 69-foot catamaran. Then, view tropical fish, turtles and lobsters as you snorkel in the crystal-clear Caribbean waters. Visitors commend the crew's professionalism and the enjoyable catamaran ride. They also report seeing a variety of fish and marine life.
The three-hour tour begins at 9 a.m. daily and includes snorkel gear and instruction. Complimentary soft drinks, water, and wine and beer (available after snorkeling) are also included. Tickets start at $40 for adults and $35 for children ages 4 to 11. Sebago Watersports also operates catamaran sunset sails, among other tours.
Key West Extreme Adventures – Shark and Wildlife Tour
If you're hoping to see sharks in the wild, consider this two-hour catamaran tour with Key West Extreme Adventures. You'll cruise a few miles off the coast keeping your eyes peeled for dolphins, stingrays, turtles and birds before the captain drops bait into the waters to attract lemon and nurse sharks to the boat. Tourgoers praise the knowledgeable captain and crew and report seeing a plethora of sharks.
Tours generally depart Thursday through Tuesday at 10 a.m., though they may be available daily, depending on the month. Tickets cost approximately $90 for adults and around $50 for kids ages 6 to 16. Children 5 and younger can ride for free.
Catamaran Echo – Adults only Champagne Celebration Sunset Cruise from Key West
Reviewers regularly call this two-hour sunset cruise relaxing and lovely. This adults-only tour includes unlimited Champagne, as well as red and white wine, beer, soft drinks, water and a cheese buffet. Though the catamaran can accommodate up to 28 passengers, capacity is capped at 14 people to create an intimate atmosphere – another highlight for tourgoers.
Cruises are available daily; departure times vary by season. In the summer months, the tour departs at 6:30 p.m. In the winter, the boat departs at 4 p.m. Tickets cost approximately $75 per person and include all beverages and food. All ages are welcome on private sunset charters, as well as the company's dolphin and snorkeling tour.
Honest Eco – Dolphin Watch & Snorkel
Eco-conscious travelers may want to book this four-hour tour, which takes places on a custom-built electric catamaran. Along with the hybrid boat, the tour is led by marine biologists. Reviewers praise the guides for their vast knowledge of the animals and ecosystem and also appreciate that the electric boat doesn't scare off dolphins thanks to its quiet motor. During the four-hour excursion, you'll watch dolphins swim alongside the boat, and then get a chance to snorkel with a member of the crew as your guide. According to the company, this tour is suitable for novice and beginner snorkelers.
Tours are available daily at 9 a.m. and 2 p.m. Tickets cost approximately $110 for adults and around $90 for children ages 2 to 11. Honest Eco also runs a sunset sail, among other options.
You may also be interested in:
- The Best Things to Do in Key West
- The Best Hotels in Key West
- The Best Key West Fishing Charters
- The Best Key West Snorkeling
- The Best Places to Visit in Florida
- The Top All-Inclusive Resorts in Florida
Tags: Tours , Florida , Travel , Vacations
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Destination Daydreamer
8 Key West Excursions Definitely Worth the Money
I spent a summer living and working in Key West spending all my free time eating as much as possible and doing as much as possible. I spent each day off of work exploring a new part of the island and booking new experiences. So, from all of my research and experience, here are my top 8 excursions/tours in Key West I recommend!
*There may be affiliate links in this post. Read my privacy/disclosure policy to learn more.
Things to Know About My Favorite Excursions in Key West
The island of Key West is such a unique place and where (in my opinion) you should spend the most amount of time in the Florida Keys. You can find fun watersports and activities all throughout the keys, however, if you are looking for some amazing Florida Keys excursions, Key West is sure to offer what you are looking for.
One of the most beautiful things about Key West is the open water surrounding the island. To truly get to appreciate the beauty of the area, I highly suggest getting out on the water via one of the amazing Key West excursions. You can do that by a relaxing Key West sunset cruise , a beautiful Key West backcountry tour or even a tour including loads of watersports .
And to get the most well-rounded experience in Key West, you’ll also want to book a tour on land to learn more about the history and culture of the area and hopefully try some amazing food (if a guided food tour isn’t your thing, be sure to check out my ultimate Key West foodie guide for your own self-led guided tour 😉).
You will find below that a few of my favorite and best Key West excursions I’ve done include snorkeling. This is because Key West is home to the only living barrier reef in the continental United States which is one of the best Key West snorkeling spots. However, the reef is located a few miles offshore, so you will need a guided boat tour of some kind to get there (the other great spot is the beach of Fort Zachary Taylor State Park ).
related post: 8 Best Places to Try Key Lime Pie in Key West
Are key west tours and excursions worth the money.
Definitely, definitely, definitely! While Key West can be an expensive place to visit (we’re looking at you hotels and food) I still 100% recommend saving space in your budget to book at least one of the water excursions in Key West. From the summer I spent working in Key West, a lot of my favorite memories are from getting out on the water.
I still remember how I felt jetskiing and parasailing for the first time in my life (parasailing was much less scary than I imagined btw), what it was like to be out in open water snorkeling in the reef off Key West, or peacefully enjoying the sunset from a catamaran. Even if you only have 1-2 days I highly recommend booking an experience!
Best Time to Visit for Key West Water Tours
The great thing about Key West is that you will have great weather almost the entire year. Shoulder season (spring and fall) are generally the best times to visit for the most moderate weather (in the 80’s) and fewer crowds. In the winter, you can expect the most crowds and temperatures to drop to highs around 75° F and lows around 65° F. This could potentially mean chilly weather for when you’re wanting to be laying out on a catamaran in the middle of the ocean, or it could potentially be very pleasant.
Summertime in Key West brings high humidity and high temperatures around 90° F, which can definitely be super hot (speaking from experience living in Key West for an entire summer) but makes the water very welcoming. Hurricane season generally runs from June-November with higher chances of hurricanes forming towards the latter end.
Obviously, large storms and hurricanes don’t hit the Florida Keys every year, but it’s something good to keep in mind. My husband and I returned to Key West on a Florida road trip one early November and the weather was perfectly beautiful making it a great time to visit.
Check out this post: 17 Things You Need to Know Before Visiting Key West, Florida
Are these excursions good things to do in key west with kids.
One great thing about most, if not all of these excursions and tours is that they are family friendly! You can find if there are any specific age requirements within the listing, however, many say from age zero and up. Even tours you may not expect to be family-friendly (like a sunset sail) usually are.
However, be sure to always check specific requirements and reach out to them if you have specific needs for your kids. If a tour provides alcoholic drinks, they will give wristbands to those who show a valid I.D and provide soft drinks for anyone who can’t have or doesn’t want alcohol.
Quick Guide to the Best Excursions in Key West
1. sunset cruise in key west with live local music and drinks/appetizers.
One of the things Key West is most known for is its famous sunsets and nightly sunset celebration at Mallory Square. You definitely need to make time to attend the sunset celebration (along with booking a sunset sail on a different night). The sunset celebration usually begins about two hours before sunset and is free to attend, full of local artists, live music, performers, and food carts. It happens right along the water in Mallory Square with a perfect view of the sun setting into the Gulf of Mexico, everyone might even clap once the sun has set!
Once you’ve experienced that, then it’s time to book a sunset sail for a different night of your stay! When I was in Key West, I booked the sunset sail on a large catamaran that included drinks (both alcoholic and soda) and live local music. We cruised around the island getting to see different points of interest all while relaxing and watching the sunset.
There are many different types of sunset sails you can choose from, for example, you can book a cruise on a large catamaran (like I did), sail on a traditional sailboat , or even climb aboard a replica 1851 Schooner ! Or if you are looking for an even more intimate experience (for in my opinion what is quite a reasonable price), you can even book a private sunset cruise on a smaller boat with a local Key West guide! These are all bound to be the best sunset cruises in Key West. If you are interested in other places to watch the sunset in Key West, check out my 7 Most Beautiful Places You Need Watch the Sunset in Key West post!
Since are so many different cruise options, you are sure to find what you are looking for no matter the type of group you have (including kids).
2. Key West Jet Ski Tours
For my birthday in Key West, I booked a jet ski tour around the island and it’s one of my favorite birthday memories to this day! We rode completely around the island on both the Atlantic and Gulf of Mexico side. One side was shallow with crystal clear water and we needed to follow our guides track specifically to ensure we didn’t bottom out. The other side of the island was much deeper water with larger swells and a totally different but fun experience.
Jetskiing is a great way to experience the water and see parts of Key West you may not otherwise see. Plus it’s a quick experience lasting just about two hours meaning you’ll still have plenty of time to do other activities you’d like! To save money you can book multiple riders on one jetski, or you can each drive your own.
check out this post: 10 Best Things to do at Fort Zachary Taylor State Park in Key West Florida
3. backcountry island adventure snorkel and kayak tour.
If you are looking for one of the most unique excursions you can take in Key West, a Key West backcountry tour is definitely it. Some of the prettiest places in Key West can only be reached by boat and this tour takes you there. Take a boat ride out to a local sandbar to paddleboard, kayak, snorkel or just hang out and relax with provided lunch! This tour boasts taking you to a local-favorite area which is totally true because when I experienced a Key West sandbar, I was with a group of locals!
While hanging out at the sandbar, you may see dolphins, stingrays, conch shells and more! This backcountry tour in Key West is a perfect way to spend a few hours relaxing in the warm water away from the crowds and getting to see some beautiful wildlife. It’s definitely a different vibe than what you’ll find at the beaches on the island. You’ll feel more connected with nature and have beautiful photos from your day.
related post: The Ultimate Key West, Florida Bucket List | 98 Things to Do
4. guided bicycle tour of old town key west.
If you want to hit the main tourist stops in one leisurely go, are looking to learn more about Key West’s cute old town check out a guided bicycle tour ! Key West bike tours are great because you get the fun of biking around the island without having to pay attention to directions. You can see famous spots like Mallory Square, Mile Marker Zero and White Street Pier. Plus, you’ll even get a treat of Key Lime Pie 🤤.
And don’t worry, no matter who is in your group, they most likely have a bike setup for you! They have children’s bikes, baby seats, tag-a-long trailers and even an adult sized tandem bike. I rented a bike on my own one day while in Key West, and I think I’d recommend this guided tour instead. It’s more stress-free and less hassle plus you get loads of fun information.
5. Ultimate Adventure Tour with Breakfast, Lunch, and Drinks
The Ultimate Adventure Tour really is what it sounds like. You’ll spend six hours out on the water with breakfast nd lunch doing almost as many watersports you can do in Key West as possible. You’ll get to sail on a large catamaran out to the Florida reef to snorkel then later you can parasail, play with bouncy water toys and even go jetskiing!
The Ultimate Adventure Tour is perfect if you have only one day to spend on the water and you want to experience as many activities as possible. If some of the activities don’t interest you, you can stay on the catamaran and sunbathe the day away.
They split the boat up into different groups and assign a timeframe to each group to ensure that everyone gets an equal opportunity to try each activity. It was a smooth process and we felt like we had a sufficient amount of time trying out each new thing.
6. Half-Day Key West Reef Snorkeling Excursion
Key West is home to the only living barrier reef in the continental United States known as Florida’s Coral Reef , however, it is located a few miles off shore requiring a boat ride to get there. This makes a snorkeling excursion in Key West the only way to get to this snorkeling spot and a great way to spend the day out on the water.
You’ll get to enjoy an hour boat ride out to the reef, an hour of snorkeling and an hour back to shore. Snorkeling equipment is provided, including life vests and floaties, making it a fun, safe experience for everyone (however knowing how to swim is still a requirement). If you have an underwater camera, definitely bring it along with you for some fun snorkeling pics! You may even consider buying an inexpensive one just for this trip.
7. Key West Food and Cultural Walking Tour
Key West has some super yummy food joints rich with culture and history. You’ll find delicious Cuban spots, tasty local treats (aka Key Lime Pie) and more. To make sure you don’t miss a single place, be sure to book the Key West food and culture walking tour !
However, if you are someone who wants to hit up these spots on your own rather than a tour, check out my Ultimate Key West Food Guide and my 8 Best Places to Try Key Lime Pie in Key West Guide for some great recommendations!
check out this post: Ultimate Key West Food Guide | 19 Places You Must Try
8. deepsea sportfishing excursion in key west.
One tour I unfortunately did not get to participate in during my time in Key West (but I wish I had) is a Key West deepsea fishing excursion . After a summer of doing as much as possible in Key West, I guess I just ran out of time and money 😆. However, even though I did not go deepsea fishing, I definitely think it’s a great activity to do while in the area.
Choose between a four, six or eight hour excursion with the chance to catch Mahi Mahi, Tuna, Sailfish, Marlin and other local Key West fish. Plus you can pay for a group of up to six people and have the boat all to yourselves. Be sure to try any of the fish dishes at the restaurants in Key West for some of the freshest fish you’ll ever have! I’m not generally a fish eater, but when I spent time in Key West I definitely order it. My go-to favorite is Mahi Mahi.
And those are my top 8 favorite excursions/tours that are definitely worth the money in Key West! Please let me know if you have any questions about any of these excursions or about visiting Key West in general. I’m a real person that loves to talk travel.
Check out these other posts, I know you’ll love them:
- The Ultimate Key West, Florida Bucket List | 98 Things to Do
The Ultimate Itinerary for a Day Trip to Key West
- Ultimate Key West Food Guide | 19 Places You Must Try
- The 7 Most Beautiful Places You Need Watch the Sunset in Key West
- 10 Best Things to do at Fort Zachary Taylor State Park in Key West Florida
17 Things You Need to Know Before Visiting Key West, Florida
- 8 Best Places to Try Key Lime Pie in Key West
- 10 Amazing Florida Roadtrip Stops with Kids
- 5 Reasons You Need to Rent Jet Skis in Key West + How to Rent
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Lloyd Mager
My name is Lloyd and I have owned and operated my own personalized bike tour for over 30 years. I’ve lived in key west for 50 years. I seen all the changes. Key west has rushed it self into tourist town USA. The Commercialization and corporatization has grabbed hold of key west like so many other cool artist havens throughout the world. I’m sure the author of this itinerary worked hard to put it together. I mean no offense but this list of things to do falls short of showing off the uniqueness of this island. Key lime pie, a bike tour of tourist attractions, jet ski tours( which have become a plague), catamarans that carry 100 passengers to an ailing reef are the list of the most popular activities perceived by the mainstream. This author needs to dig a little deeper into the soul of key west
Hey Lloyd! Thanks for checking out my site. I’m sure over the last 30-50 years you have seen SO many changes in Key West (the good, bad and ugly!). Sounds like you have a great bike tour company and I hope you all the best! This article is not meant to be an itinerary of things to do during a day in Key West, but rather a highlight of some top excursions and tours that I enjoyed while I spent a few months on the island. I hope you were able to also see my Key West bucket list article (of almost 100 things to do on the island) among various other Key West articles that highlight (in my opinion) more of Key West’s hidden gems 🙂 Best of luck to you!
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14 Best Key West Tours (Snorkeling, Walking Tours, & More!)
March 29, 2021 // by Florida Trippers
Are you searching for the best Key West tours? If so, you have found the perfect spot! We can’t wait to share all of our amazing finds with you. Our list will include a wide variety of tours with various levels of activity.
So, whether you are looking for a thrilling adventure or just a laid-back tour, we’ve got you covered. In addition to a wide variety of activities, we have also focused on including various price points for all budgets.
Key West is such a fun place to visit with some of the best weather around! Taking a walking tour, sunset cruise, or kayaking tour is a great way to enhance your trip. Booking any one of these tours will allow you to sit back enjoy your visit. Just show up and enjoy the entertainment!
Food & Cultural Walking Tour
Are you a foodie at heart? Do you want to learn about the Key West culture? If so, the Food & Cultural Walking Tour will be right up your alley! The guided walking tour will take you through the historic Old Town district.
The focus of this tour is to provide a genuine local experience. It will feature visit hidden gems and “mom & pop” establishments. As you walk, you will learn all about the history and culture that makes Key West unique.
Arrive hungry because you will enjoy 4 tastings. The samples include seafood plates, Cuban food, and key lime pie! The tastings are small portions, but they all together equal a full lunch helping. The tour also includes 1 alcoholic beverage and unlimited water.
We recommend that you wear comfortable shoes, sunglasses, and a hat. The length of the walking tour is 3 hours and it is moderately priced. Each tour has a maximum of 12 guests which ensures that you have a more intimate experience.
>>>Check Rates: Viator.com
Key West Pub Crawl
Have you been dreaming of having a few beers or cocktails in paradise? Well, then you must check out the Key West Pub Crawl ! The Key West Pub Crawl is a 2 1/2 hour tour that includes 5 different establishments. At each stop, you will receive a complimentary beer or cocktail.
The Key West Pub Crawl is a great way to interact with locals, enjoy some drinks, and see historic areas. Please note that you must be 21 years of age or older to enjoy this affordable tour. Cheers!
Fishing Charter With Experienced Captain
The Fishing Charter With Experienced Captain is a perfect opportunity for anyone wanting a stress-free fishing experience. You won’t have to worry about finding the best fishing locations, navigating the waters, or having your own gear!
The Fishing Charter takes you out about 18 miles offshore on a 50′ boat. The captain has over 30 years of local experience which provides you with the best chances of making a big catch! The charter is approximately 4 hours in length, accommodates up to 6 anglers, and includes bottled water.
The fishing charter is one of the Key West tours that fall into the luxury price range but is justified by the captain’s experience and safety-first mindset. You should definitely check this one out if you want the ultimate fishing trip. After spending hours in the salty air, you will probably be craving a tasty dessert, so here are the 7 Best Places For Key Lime Pie In Key West!
Dinghy Drinking Tour
The Dinghy Drinking Tour is a fun water-based variation on the classic pub crawl. A dingy is a small boat, so it is able to navigate through narrow channels and areas with lots of mangroves. The tour lasts about 3 hours and includes 2-3 waterfront stops.
The Dinghy Drinking Tour is one of the Key West Tours that is very flexible. Guests can decide how much time they would like to spend at each stop. They can also choose to swim at a few locations. It is recommended that you wear swim-friendly attire.
A total of 12 guests can be accommodated during one trip. If you would like to enjoy the tour with just your personal party, you can make arrangements ahead of time to reserve a private tour with limited guests.
Coolers are provided onboard, so guests can bring any beverages they would like to enjoy during the tour. A bonus of traveling around the Key West waters is that you will see tons of natural wildlife. Don’t miss out on this unique and moderately priced experience.
Dolphin Watch & Snorkel Cruise
The Dolphin Watch & Snorkel Cruise is one of the Key West Tours that is great for all ages! You can choose to simply enjoy the scenery, or you can get fully involved by snorkeling.
The tour is 3 hours in length which includes unlimited soft drinks and snorkeling equipment. The snorkeling takes place in the shallow waters of the Key West National Wildlife Refuge. All snorkeling guests must be able to swim.
The catamaran includes a large sun deck which is great for lounging and enjoying the scenery. Bottlenose dolphins frequently swim alongside the boat and often seen flipping out of the water. This is truly home to some of the best snorkeling in the Florida Keys!
The cruise is a moderately priced tour that is family-friendly and a quintessential Florida experience. The crew is extremely knowledgeable and loves to share stories and facts about the area and its sea life.
Sunset Party Cruise
If you are looking for an all-inclusive evening tour, then check out the Sunset Party Cruise ! Get ready to dance to live music, enjoy tasty food, and view a glorious sunset. Perfect for groups and couples looking for a relaxing yet entertaining night on the water.
While onboard the spacious catamaran, appetizers will be served, including assorted cheeses, conch fritters, and more! Another perk of this cruise is complimentary margaritas, beer, wine, or champagne.
The Sunset Party Cruise is one of the moderately priced Key West tours that allows you to end your day on a high note! The duration of the cruise is approximately 2 hours.
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Full Day Eco-Tour
The Full Day Eco-Tour is the sampler platter of Key West Tours and has a little something for everyone! Enjoy a full-day tour that includes sailing, kayaking, and a dolphin watch. Not only does this tour include plenty of activities, but it also provides a complimentary breakfast and lunch buffet as well as beer, wine, soft drinks, and fresh sangria!
You will start the day off by sailing on a catamaran while you look for stingrays, dolphins, and sea turtles. Then, you will arrive at the Florida reef where you can kayak or take a swim. Followed by a lovely lunch break with stunning views.
The Eco-Tour will last approximately 6 hours, so a change of clothes is highly recommended. In addition, you should bring sunscreen, sunglasses, and a hat. The tour is moderately priced, especially when you consider how much is included.
Ghosts & Gravestones Key West Tours
Alright, so are you ready for something a little on the spooky side?! The Ghost & Gravestones Tour is a fun and slightly scary way to learn about Key West ghost-lore and view some historic parts of town.
The Ghost & Gravestones trolley provides tons of entertainment while giving your feet a break! The tour takes place at night, which adds to the dramatic effect and lets your imagination go wild!
Your guide will playfully scare you with ghost stories while also injecting plenty of humor throughout. Children under 4 years old are prohibited on this tour. Parents, please be advised that the content might not be appropriate for anyone under 13 years of age.
The tour is granted exclusive nighttime admittance into civil war forts and barracks. You will hear stories of how soldiers were left to die of yellow fever and tales of a possessed doll.
The duration of the ghost tour is 90 minutes and it is affordably priced. Come find out why Key West was named one of the most haunted cities in the United States!
Hop-On & Hop-Off Trolley
The Hop-On & Hop-Off Trolley is perfect for exploring all of the most popular tourist destinations around Key West. While onboard you will hear all about the Calusa Indians, Henry Flagler’s railroad, pirates, and more!
Tickets include either 1 full day or 2 full days. Ride as long as you please, and then hop off to enjoy some shopping or lunch. Some of the most popular stops include Ernest Hemingway’s home, Mallory Square, and Hog’s Breath Saloon.
Trolleys arrive approximately every 30 minutes at each boarding site, so you can conveniently come and go as you please. The trolleys are wheelchair and stroller-accessible.
If you want to see all of the famous sights in Key West, then this is a great way to do it without exhausting yourself. Take advantage of this convenient and affordable transportation to ensure you won’t miss a thing!
Parasailing With A Professional Guide
Is it a bird? Is it a plane? It’s YOU Parasailing With A Professional Guide ! Get ready to experience a thrilling adventure as you soar 300 feet above the crystal blue waters of Key West.
Parasailing is one of the Key West tours that is moderately priced and doesn’t require a lot of time. Several time slots are available throughout the day, so this is a great add-on to any itinerary!
The whole experience is about an hour-long with the in-air time at about 10-12 minutes. Guests can customize their flight to be as gentle or as daring as they desire. The minimum age requirement is 6 years of age.
Old Town Bicycle Tour
The Old Town Bicycle Tour is a wonderful option for anyone that wants to explore Key West in a fun and leisurely way. The Bicycle Tour is very relaxed, so there is no need to be in peak physical condition. Pedal your way through town, making stops at Mallory Square, the White Street Pier, and Mile Marker Zero!
Bring your camera with you to capture the beauty at each destination. Bikes, helmets, and bottled water are all included in the tour. The tour guide will share some local history with you at each stop.
The entire bike tour takes about 3 hours and finishes with a complimentary slice of Key Lime Pie! What a sweet way to end an awesome tour! If you are looking to stick to a budget, then this affordable bicycle tour fits the bill. Morning and afternoon tours are available, so it’s the perfect way to start or end your day.
Half-day Florida Keys Tour
If you are looking for a way to venture out beyond Key West, then the Half-day Florida Keys Tour is screaming your name! The tour picks you up at your hotel and takes you to explore the lower keys. Sit back and relax as your guide takes you on an adventure.
The tour will cross over 20 bridges to reach the National Key Deer Refuge, Bahia Honda State Park, and Blue Hole. Park fees, bottled water, soft drinks, and snacks are included in the tour. The Half-day Florida Keys Tour is moderately priced and perfect for all ages.
Headphones are provided for guided commentary throughout the tour. Wildlife will be seen at multiple stops including wild Key Deer, turtles, and alligators. Guests will be given ample time at each location to enjoy the surroundings and take pictures.
Ultimate Jet Ski Tour
The Ultimate Jet Ski Tour is for all of you adrenaline-seeking watersports enthusiasts out there! The Jet Ski Tour is one of the most exciting and thrilling Key West Tours you can find. Speed around Key West and really get the opportunity to immerse yourself in the gorgeous scenery.
The Jet Ski Tour includes all safety gear, a boater safety course, and 90-minutes of skiing excitement! Guides are available at all times for any questions or concerns. Stops for swimming and wading on sand-bars are frequently accommodated.
Riders will often see dolphins, stingrays, and turtles while out on their route. Perfect for groups, solo travelers, and families with kids. Each jet ski can accommodate up to 3 riders.
Double Dip – 2-Stop Reef Snorkeling Trip
Explore North America’s only living coral reef with not just one stop, but two! Climb aboard a 50-foot power catamaran to start your Double Dip Snorkeling Trip . The snorkeling trip includes all snorkeling gear, professional instruction, bottled water, and soft drinks.
The entire trip lasts about 3 hours. Now, you might think the snorkeling portion is short, but we are here to tell you that you will spend about one and a half hours in the water! Snorkeling the coral reef will be extremely breath-taking, so it’s great that you get a second opportunity to soak in all of its beauty.
Once you have completed your snorkeling, you will be offered complimentary beer, wine, or champagne to celebrate. All guests under 18 years of age must have a parent accompany them on the trip. The Double Dip Snorkeling trip is a moderately priced Key West Tour that provides fun for the entire family.
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Well, we hope you have enjoyed learning all about these amazing Key West tours! As you can see, there is a wide variety of activities and price points. So whether you decide to stick to a budget or splurge, you will still be able to enjoy one or more of these fabulous tours. We hope you have a wonderful time in Key West!
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13 Convenient Stops
Old Town Trolley Tours has the largest fleet of trolleys in the city! So when you hop off, spend a few hours (or even just a few minutes) at any of the stops, you won’t have to wait too long for the next trolley. Less waiting time = More sightseeing time!
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With our use of clean burning propane, we’ve been committed to preserving and protecting the environment since we began delighting guests across the United States with our wonderful brand of Transportainment ® .
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Old Town Trolley Tours Key West 4.4
Choose Your Tickets
Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Key West and still see the best first!
1-Day Trolley
- 1 day of free unlimited re-boarding
- Open-air sightseeing perfect for taking pictures
- More than 100 points of interest
- FREE admission to the Sails to Rails Museum included
- FREE coupons worth up to $50 in discounts
- 100% satisfaction guarantee
- Exclusive stops and Key West attraction discounts
Ghosts & Gravestones
- Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
- Explore Some of Key West’s Most Haunted Sites…
- Pass by Some of the Most Tragic and Most Sacred Sites of the Island
- Your voyage includes a stop at the Key West Shipwreck Treasure Museum
- East Martello Fort & Robert the Doll are no longer a stop on our tour
1-Day Conch Tour Train
- 1-day tour of the Conch Republic
- One full loop through Old Town Key West
- Includes three stops
- Highlights marvelous sights, stories and entertainment
2-Day Trolley
- 2 consecutive days of free unlimited re-boarding
2-Day Conch Tour Train
- 2-consecutive day tour of the Conch Republic
Key West Aquarium
- Daily shark and turtle feedings
- Touch Tank offers guests hands on experience
- Featuring a wide variety of fish including grouper, moray eels, barracuda, tropical fish, tarpon, parrotfish and more
Truman Little White House
- See the home Harry S. Truman came to relax and rest
- History tellers share fascinating stories of the most important man of his time
- Visit where Eisenhower recuperated from his heart attack in 1956
- Thomas Edison resided here during World War I
Key West Shipwreck Treasure Museum
- Discover the world of Shipwrecking
- Hear the story of the Isaac Allerton
- Climb a 65' Captain's Observatory
- Lift a silver bar salvaged from a Spanish galleon
- Enjoy a video presentation about the shipwrecking industry
Sails to Rails Museum
- Discover the Age of Sail in the Caribbean, Gulf of Mexico and the Florida Keys
- Lift a genuine silver bar
- Enjoy video presentations on the Overseas Railroad
- Hands on, immersive activities
Why use Old Town Trolley Tours in Key West
- Riding around for over 30 years!
- All our tours are 100% live in real time - No pre-recorded narration
- The finest, most highly-trained and knowledgeable guides
- Unlimited hop-on & hop-off as often as you like all day long
- Proudly owned and operated in the United States
Old Town Trolley Tours is
Key west’s best hop-on, hop-off all day tour.
- Best view! Ride high above it all
- Every seat is the best seat!
- Most frequent service
- 13 convenient stops
- Exclusive stops
- Key West attraction discounts
Your Vacation… All Mapped Out For You!
- Trolley Routes & Stops
- Helpful information
- Points of Interest
- Shopping & Entertainment
- Restaurants & Bars
- And much more!
OLD TOWN TROLLEY TOURS
Old Town Trolley Tours
First tour starts at 9am.
Last tour departs from Mallory Square at 4:30pm.
All schedules are subject to change. Please call for the most current information: (855) 623-8289
For specific information, go to Ghosts & Gravestones schedule .
Reservations are required . Call for availability prior to making your e-ticket purchase:
(305) 294-4678
First tour starts at 9:00 am.
Last tour departs from Front Street at 4:30 pm.
For specific information, go to Conch Tour Train schedule .
What are the most popular stops on the Key West tour route? + -
We take great pride in providing an itinerary that showcases all the great aspects of each city during our tours. The most popular stops on our Key West tour include the Historic Seaport, Duval Street, and the Southernmost Point.
How long is the Key West tour route from start to finish? + -
Our Key West tour is 13 miles long and averages 90 minutes from start to finish, but our hop-on, hop-off tour is designed for you to hop off at any stop, explore a Key West attraction or neighborhood, and hop back on when you are ready to resume your Key West sightseeing experience.
Do I have to start at stop #1? + -
You may start your Old Town Trolley Tour at any of our convenient stops. Click on Map and Stops to see a list of our stops with information about the attractions and points of interest at each stop.
What neighborhoods does the tour visit? + -
The Key West tour travels through Bahama Village, Old Town, Truval Village, and the Historic Seaport.
Does the tour run on holidays and holiday weekends? + -
Our Key West tours run 364 days per year (365 in leap years). We’re closed on the Saturday of Fantasy Fest (October).
How often do tours run throughout the day? + -
Old Town Trolley Tours of Key West operates the city’s largest fleet of sightseeing vehicles, and this allows us to pick up and drop off more frequently than any other trolley company. The frequency of the trolleys depends on the time of the year, traffic, and weather conditions.
How do I get to Mallory Square? + -
One of the must-visit places in Key West is Mallory Square, which is famous for its stunning sunsets and street performers. Old Town Trolley is unique and fun and the most convenient way to get to Mallory Square. The tour takes you through the winding streets of Key West, past colorful houses, lush gardens, and sparkling waterways. The tour guide gives you a brief history of the city’s landmarks, including the Ernest Hemingway Home & Museum, the Southernmost Point, and the Truman Little White House. The trolley takes you to the entrance of Mallory Square, where you can get off and start exploring on foot. You can take a leisurely stroll along the waterfront, admiring the breathtaking views of the sea and the distant horizon. You will also find many street performers here, who entertain visitors with their unique talents, including magic tricks, fire dancing, and acrobatics.
What is the best way to tour Key West? + -
With so much to see and do, it can be challenging to explore the city in a short amount of time. Luckily, there is an easy and convenient way to tour Key West — with a Key West Old Town Trolley Tour. Sit back and relax while the trolley takes you to all the major sites and attractions in the city. With its open-air design, you can enjoy the warm Florida breeze and scenic views while learning about the city’s rich history from knowledgeable tour guides. You can visit popular landmarks such as the Ernest Hemingway Home & Museum, Harry Truman’s Little White House, and the famous Southernmost Point buoy. You can take advantage of packages that include admission to the Truman Little White House, the Key West Aquarium, and the Key West Shipwreck Treasure Museum.
How long does it take to visit Key West? + -
The short answer is that it depends on what you want to see and do. If you’re looking to get a taste of the excitement, two days may be enough. You will have ample time to explore the many museums, art galleries, shops, and restaurants that this beautiful city has to offer. When you’re on a tight schedule and want to experience Key West in a day, Old Town Trolley Tour is the perfect solution for you. The beauty of this tour is that it covers more than 100 points of interest, making it easy for you to hop on and off as you please.
What are the most famous attractions? + -
If you’re planning to visit, don’t miss out on the chance to discover the most famous attractions in Key West. The must-see attractions in Key West include the Ernest Hemingway Home & Museum, the Key West Butterfly & Nature Conservatory, the Historic Seaport District, and the Key West Lighthouse. Additionally, make sure you visit the Southernmost Point buoy, stroll down Duval Street, and enjoy a slice of Key lime pie! The city is rich in history and culture, and an Old Town Trolley Tour is a perfect way to experience and explore the city’s famous landmarks. The attractions mentioned are some of the top-rated tourist destinations that you should include in your itinerary. Don’t miss the chance to visit these fantastic places and see the colorful and lively locations that have captured the hearts of tourists worldwide.
Which street has the most things to do in Key West? + -
If you are visiting Key West, you will want to take a stroll down the lively and vibrant Duval Street. This bustling street is the heart of the city, a veritable hub of tourist activity. It is a must-visit destination that offers something for everyone. From dining and shopping to nightlife and fascinating attractions, Duval Street has it all. The street is home to several historic landmarks, shops, restaurants, and entertainment spots. You can explore the street on foot, by bike, or by taking a ride on the famous Conch Tour Train or Old Town Trolley Tour. The street is home to several popular tourist attractions, such as Crowne Plaza La Concha, Sloppy Joe’s Bar, Kermit’s Key West Key Lime Pie Shoppe, and the Key West Butterfly and Nature Conservatory.
What is the most beautiful part of Key West? + -
The first must-visit location that everyone should see in Key West is the Southernmost Point buoy. This famous landmark is located at the southernmost point of the continental U.S. The buoy has become an iconic spot due to its colorful appearance and its proximity to Cuba, just 90 miles away.
Another stunning vista to experience is Fort Zachary Taylor Historic State Park, located on the southern tip of Key West. Fort Zachary is favored for its beautiful beaches and striking views of the horizon. This lovely spot is a perfect place to enjoy some relaxation, taking in the beauty of the surroundings.
The Old Town Trolley Tour is perfect for travelers who want to explore and witness the beauty and history of the city.
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This full day excursion from Key West includes all the fun things to do in the ocean - kayaking, snorkeling and sailing! You will head way back into the Key West National Wildlife Refuge and spend time enjoying the day, sometimes even at a sandbar. Lunch, drinks and snacks are included. Please arrive for check in 30 minutes prior to departure.
Description
This trip includes sailing, snorkeling, and kayaking. An adventure into our ECO system. We will explore the mangrove canopy in a small secluded kayak group. Sailing on a 65-foot schooner through the Key West National Wildlife Refuge. There are refreshments, snacks, and lunch that will be served along the way. Enjoy snorkeling the ecosystem of the backcountry in the Florida Keys. A day to remember.
Tours of Key West , 255 Front St, Florida 33040 Key West, Key West, Florida
- Reservations are REQUIRED for all bookings
- Book Your Package On-Line and Receive Your Confirmation
- Departure point: Detailed check-in instructions - including the address and parking information if applicable - will be included in your final confirmation email.
- Duration: 6 hours 30 minutes (Approx.)
- Departure Time: 10:00 AM
- Return Details: Returns to original departure point
What's Included
- Buffet lunch
- Professional guide
- Unlimited beer, wine and soft drinks
- Local taxes
- All activities
What To Bring
- Confirmation Voucher (printed or mobile)
- Any required or suggested items listed on your confirmation email.
Additional Info
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Minimum drinking age is 21 years
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
- Cut-off times are based on the experience’s local time.
- This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
- This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Average 4.93 out of 5 stars based on 1,625 traveler reviews collected by Tours of Key West and partner sites such as Cool Destinations and TripAdvisor
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Take the Ultimate Key West Watersports Excursion with Fury Water Adventures
Key West’s most popular attraction is the crystal blue waters surrounding our island paradise. For almost three decades visitors and locals alike have been choosing Fury Water Adventures as their number one excursion in and on the waters of Key West. Fury’s expertly maintained state-of-the-art fleet of boats will get you out on the water and back again with the utmost safety.
Choose from underwater explorations on one of Fury’s catamaran Reef Snorkeling boats, thrills in the air on our Parasailing boats, a chance to see marine life without getting wet on our Glass Bottom Boat , or take in Key West’s famous sunset aboard one of our Sunset Sails or our Sunset Cruise .
For the real Key West watersports enthusiast, try Fury’s Combination Packages or Fury’s Ultimate Adventure H2.0 that includes Reef Snorkeling, Parasailing, Jet Skiing & Banana Boat Riding and over 3,500 feet of connected inflatable water toys.
At Fury we are dedicated to help keep the reefs we snorkel alive and thriving. Through our affiliation with “One Percent for the Planet,” we donate 1% of our total sales yearly to help restore and conserve our natural coral reefs.
Fury Donates a Percent of all Sales to Reef Conservation.
Discounts cannot be applied to 8:30am tours.
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Commotion On The Ocean Sunset Sail
Key West’s Original Live Music Sunset Sail
- Departs 6:00pm
Save up to $8*
TRIP DETAILS
Dolphin Watch Eco Tour
Founding member of NOAA Dolphin Smart Program
- Departs 9:00am, 12:30pm & 5:00pm
Dolphin Watch Sunset Cruise Combo
Eco Tour • Backcountry Snorkel • Sunset (Available Seasonally)
Double Dip Snorkel Sunset Combo
Snorkel 2 Reef Locations • Sunset (Available Seasonally)
Double Dip Snorkel Trip
Visit Two Living Coral Reef Locations
Fury’s Island Adventure Eco Tour
Remote Sanctuary Reserved For Locals
- Departs 10:00am & 3:30pm
- Food & Beverages
Save up to $13*
Glass Bottom Boat
Taking Visitors To Key West’s Reefs For Over 70 Years
- Departs 12:00pm, 2:00pm & 6:00pm
- Approx. 2 hrs
Save up to $6*
Glass Bottom Boat & Sunset Cruise
Island Adventure & Sunset Cruise Combo
Eco Tour • Snorkel • Kayak • Paddleboard • Sunset Combo Option
Key West Jet Ski Tours
Brand New SeaDoo Jet Skis
- Departs 8:30am-5:30pm
Key West Parasailing
Tandem + Triple Rides Largest Parasailing Fleet in Key West
- Departs 9:00am-3:00pm, 4:15pm, 5:15pm & 6:15pm
Key West Private Charters
Completely Customizable
Key West Snorkeling
Start Your Day Aboard Key West’s Most Spacious Catamaran
- Departs 9:30am
Save up to $5*
Key West Sunset Cruise
Tranquil Ocean Setting
- Departs 6:45pm
New! Ultimate Adventure H2.0
Key West's Largest & Only State Certified Ocean Waterpark
- Departs 10:00am & 1:00pm
Save up to $16*
Reef & Ritas Snorkeling Trip
Afternoon Adventure Aboard Key West’s Most Spacious Catamaran
- Departs 1:00pm
Rum & Reggae Snorkel Sunset Combo
Reef Adventure by Day, Sunset Magic by Night
- Departs 5:00pm
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Shore Excursion Details
Key west by land and sea, key west, florida.
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- 3 1/2 hrs Estimate Duration
This tour offers you the opportunity to explore Key West by land and by sea. Explore dramatic underwater vistas usually reserved for scuba divers. A wide variety of fish and other marine life await you, as you gaze into the underwater world of Key West. Enjoy a narrated eco-tour aboard The Pride of Key West, Fury's glass bottom boat, which offers a smooth ride on a modern catamaran with a seated sun deck and air-conditioned, enclosed viewing area as well as restrooms and a snack bar.
Then hop aboard The Conch Tour Train, the most popular tour in Key West. Since first opening in 1958, it has entertained over 15 million visitors. The expert “engineers” have been extensively trained to share the legends and lore of this charming tropical paradise with you. On your tour, you’ll learn what made Key West the richest city in the United States and hear about the golden days of settlement when it was the farthest frontier. You’ll hear about the Great Depression, the hurricane that destroyed Henry Flagler’s railroad, the building of U.S. 1 and the arrival of the navy during World War II. Join this tour and relive 400 years of history and, like so many visitors before you, become enchanted by the stories, sights and sounds that are distinctly Key West.
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Historical Landmarks
Activity level:.
- 3 Challenging
Sandbar Charter
Key west sandbar excursion & private island hopping boat trip.
No trip to the Florida Keys would be complete without a Key West private sandbar tour . Set course for the backcountry on your own private sandbar trip, Key West-style. Captain Zak will take you to his favorite spots. As you’ll head away from town, you’ll leave the crowds and tourist shops behind and see the Keys from the locals’ perspective.
All About Your Key West Sandbar Excursion
The best sandbars in Key West are a little way out of town. They’re only accessible by boat, so the best way to see them is to hop on a private sandbar boat trip. Captain Zak on the Casual Monday is the best in the business. Enjoy a morning or afternoon of relaxation and comfort aboard our 25-foot Hydrasport powerboat. You’ll cruise out of town towards what the locals call the “backcountry,” a string of islands and sandbars not connected to the other Keys or US 1.
A few notes about Casual Mondays’ Key West sandbar trip packages: We visit multiple sandbars You can combine multiple activities into one charter trip (i.e., sandbar + snorkeling, or sandbar + Key West sunset cruise) The precise location may change based on whether or requests (snorkeling, dolphins, etc.) All ages welcome We’re pet friendly Clothing optional!
Trip Itinerary
You can book a sandbar charter in Key West for mornings or afternoons. It’s a half-day private charter, so times are somewhat flexible to meet the needs of your group.
Generally, we leave the dock at 9:00 am for the morning trip or 2:00 pm for the afternoon trip. The entire trip lasts about four hours. • Sand bar tours start and end at Hurricane Hole Marina on Stock Island. • Load up and leave the marina (9:00 am, 12:00 pm, or 2:00 pm) • Head out into the backcountry (45 min) • Sand bar time! We usually visit a few different sand bars each trip (2.5 hours) • Head back in (45 min)
It’s about a 45-minute ride out to the sandbars. During the ride, you’ll enjoy a comfortable trip through the backcountry via Lakes Passage and Boca Grande Key . From the water, you’ll enjoy seeing parts of the Key West and Great White Heron National Wildlife Refuges and other beautiful parts of the Florida Keys’ backcountry that you’d never get to see from US 1.
We’ll pick where we go based on the weather that day or whatever other activities you might be interested in. We try to hit a few different spots so you can get a taste of the best sandbars Key West FL has to offer.
We’ll spend about two and a half hours enjoying the sandbars. Wade in the shallow, clear water while watching for stingrays and fish . Lounge on the beach, float with your favorite drink, or just enjoy some sand and sun.
Let Captain Zak know if you have a special request. Of course, we can’t make promises, but we often spot dolphins and manatees. Plus, there are some great spots to dive in for a quick swim.
We’ll retrace our steps and look for more wildlife in the Refuge on the way back. Dolphins, birds, and all sorts of other treats await.
Here are Just a Few Things You Might See During a Sandbar Tour in Key West
• The beauty of taking the best sandbar trip in Key West is that every trip is different! • Wildlife along the way like dolphins, birds , fish, manatee, etc. • Historic spots • The famous Snipe Point Swing
Trips vary depending on the time of day and the time of year. For example, mornings are generally quieter—less “party in the house” and more “quiet time nature.” Mornings are great for family trips.
These quiet times are great for those looking to get away from town and just enjoy a quiet stroll on a sandbar all to themselves. You can wade for miles in the shallow sand, where you’ll see sea stars, sand dollars, conches, and maybe even a bonefish or two.
Depending on the time of year, afternoons can be peaceful too. But during busy holidays, the Key West sandbar adventures fill up with locals and visitors enjoying the sand, sun, and surf. Expect a party atmosphere with loud music and lots of wildlife—of a different kind!
What To Bring On A Key West Private Sandbar Charter
Here’s a list of a few items you’ll want to make sure you grab before setting off on your Key West sandbar boat charter . • Hats • Beach towels • Sunscreen (please no spray on) • Sunglasses • Cameras (make sure they’re waterproof or safely in a secure case!) • Alcoholic Beverages (BYOB) • Food or snacks you might want for your trip • Your kids and fur-kids (Yes, we’re pet-friendly!)
What Not to Bring • More than five friends (six passengers maximum) If you do have more than 5 friends visit our Bareboat Charter Page • Glass bottles
What’s Included When You Book a Sandbar Trip in Key West
What’s on the boat? Here are a few items that Captain Zak keeps the Casual Monday stocked with. • Beach umbrella • Lillypad mat (by request) • Pool noodles • Cooler • Ice • Bottled water • Bluetooth stereo • Lifejackets, safety equipment, and first aid kit • Captain Zak’s extraordinary friendly service and history lessons
A Note From Captain Zak
I’m just a guy with a boat. I love Key West and having a good time on the water— whether sandbar hopping, diving, fishing, or just enjoying one of those famous Key West sunset cruises. So let me know what you’d like to do during your stay here, and we’ll put together a sandbar cruise in Key West that you and your crew will never forget. So come on down and let me show you my backyard playground — the Fabulous Florida Keys. Captain Zak From somewhere warm —and yet really cool— aboard the Casual Monday
Come Enjoy our smooth riding ocean going 25 ft Hydrasports center console upgraded with twin 200 EFI engines. Whether you’re looking to jump in the water at the sandbar and turn up the JL Audio system while you enjoy a cold one or make a quick and comfortable ride out to the reef our boat is just right for the occasion.
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- Key West Parasailing Excursion Adventure S2114
Key West Parasailing Excursion Adventure
Key west, florida / usa (excursion id s2114).
- Free Cancellation Anytime Before or After Excursion
- No Port - No Pay: Money Back Guarantee
- Free Unlimited Booking Changes 100% flexibility!
- Duration 1 hours
- Activity Level Low
- Minimum Age 6 Years Old
- Languages EN
Description
- Meeting Point
- Restrictions
Cancellation
- Convenient meeting location close to your Key West cruise ship terminal!
- Round-trip parasail boat ride!
- Single and tandem parasail rides are available!
- Gentle, dry takeoffs and landings - dips into the water only upon request!
- Digital photos of your parasailing adventure are available for purchase!
What is included?
- 12 passengers Parasail Boat
- Single and Tandem Parasail rides are available
- Gentle dry takeoffs and landings
- Digital photos of your parasailing adventure available for purchase
Excursion Notes
- Bring along a swimsuit, towel, sun protection, camera, and cash for souvenirs, snacks, beverages, tips, etc.
- You must bring a credit card for the balance payment due.
- We suggest sensible shoes - no high heels. Dresses are not appropriate.
- Please pay attention to the restrictions and requirements for this excursion, no refund will be granted if the requirements are not met.
Where we meet
For the Key West Parasailing Excursion, you will meet a short distance from your Key West cruise ship pier. All necessary details will be printed on your Electronic Shore Excursion Ticket.
Excursion Restrictions
- All guests must present identification including children.
- Children must be at least 6 years old and/or 90lbs (41Kg).
- The weight limit is 450lbs (204Kg) for single or tandem flights.
- No guest under the influence of alcohol or drugs will be allowed to fly and will forfeit their payment.
- Weight limits can change according to weather and the captain's discretion.
- This Key West Parasailing Excursion Adventure may involve risks. We suggest you check with your elected person of choice to see if these possible risks might affect you.
Excursion FAQ
- You want to cancel at any time, for any reason, before or after your arrival. Simply contact us via email [email protected] within 14 days of your missed excursion date for a deposit refund.
- Your ship arrives into port late and you cannot make it in time to the meeting location.
- Your ship misses/skips the port.
- Weather conditions or equipment failure prevents the operator to run the excursion.
- A medical problem prevents you from safely participating in the excursion (we will verify with the tour operator or guest may send doctor's note).
- Cancellations that do not comply with the above may not be subject to refund. Guests must notify us within 14 days after their excursion date via email for requesting a refund of booking payment made to Shore Excursioneer.
- Refunds may be subject to a service charge fee as determined by the payment processor, please refer to Terms and Conditions for more information.
Book this Key West Excursion
Key West Parasailing Excursion Adventure Experiences
This excursion is available to everybody and specially designed to accommodate passengers of the following cruise lines.
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Enjoy a great parasailing flight up to 600ft above the water! Safe and professional staff. Marvelous view of Key West!
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South Beach
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12. Epic Sandbar Safari With Dolphin Playground Encounter In Key West. 10. Adventure Tours. 5 hours. Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then…. Free cancellation.
Key West Mangrove Kayak Eco Tour. 1,653. Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
From USD $5299 Reg Price: USD $63.99. Book Now. 5/5 9 Reviews. Key West Catamaran Sail, Snorkel, and Watersports Excursion Combo. Amazing combo Key West excursion - catamaran sail to a reef, snorkel in the Atlantic waters, parasail, paddleboard, banana boat, and jet ski. Tasty food and refreshing drinks are included too!
Key West Walking Tour. Price: $46.00. Stroll through Key West's old town to embrace its culture, explore historic sites like the Audubon House and so much more on this walking tour of this beautiful little island, the southernmost point in the USA. Full Details. Excursion Size: Small.
Key West Afternoon Reef Snorkeling with Open Bar. 251. Swim among coral and tropical fish in Key West's living reef on this snorkeling excursion. Sit back and relax on a custom-built boat, and sail to the reef where a professional crew is on hand to provide snorkeling instruction and guidance.
Two-hour tours operate at 9 a.m., noon and 3 p.m. every day. Paddleboards are an option for participants ages 13 and older. Prices start at $65 for adults and $50 for children 12 and younger. The ...
check out this post: 10 Best Things to do at Fort Zachary Taylor State Park in Key West Florida. 3. Backcountry Island Adventure Snorkel and Kayak Tour. If you are looking for one of the most unique excursions you can take in Key West, a Key West backcountry tour is definitely it.
36. The Dark Side of Key West Ghost Tour. 215. Walking Tours. 1-2 hours. The Dark Side of Key West is our adult's only option that focuses on Key West's dark and salacious past. We will discuss…. Free cancellation. Recommended by 93% of travelers.
2. Key West: Dolphin Watching and Snorkeling Eco Cruise Tour. Enjoy a dolphin-watching cruise in Key West. Snorkel in the Key West Wildlife Refuge, see playful bottlenose dolphins, and enjoy a cold beer or wine as you cruise. Climb aboard a fast catamaran and head out into the Gulf.
THE 10 BEST Key West Boat Rides & Cruises. 1. Key West Sunset Sail with Full Bar, Live Music and Hors D'oeuvres. 2. Shark and Wildlife Viewing Adventure in Key West. 3. Key West Sunset Cruise: Dinner and Drinks Included. 4. Half-Day Cruise from Key West with Kayaking and Snorkeling.
Full Day Eco-Tour. The Full Day Eco-Tour is the sampler platter of Key West Tours and has a little something for everyone! Enjoy a full-day tour that includes sailing, kayaking, and a dolphin watch. Not only does this tour include plenty of activities, but it also provides a complimentary breakfast and lunch buffet as well as beer, wine, soft drinks, and fresh sangria!
SAVE UP TO 5%. Book Online & Save. 1 day of free unlimited re-boarding. Open-air sightseeing perfect for taking pictures. More than 100 points of interest. FREE admission to the Sails to Rails Museum included. FREE coupons worth up to $50 in discounts. 100% satisfaction guarantee. Exclusive stops and Key West attraction discounts.
KEY WEST SEAPLANE ADVENTURES. Book now! 3741 South Roosevelt Blvd. Key West FL 33040. 3052939300 Email Website. Seaplane Tours to Dry Tortugas & Fort Jefferson. Morning,Afternoon,All-day & charter flights available. Spot sharks,rays,porpoise and huge sea turtles. See submerged ships in clear waters.
A: The best Catamaran Cruises in Key West according to Viator travelers are: Key West Sunset Cruise: Dinner and Drinks Included. Shark and Wildlife Viewing Adventure in Key West. Key West Glass-Bottom Boat Tour with Sunset Option. Key West Sunset Cruise with Live Music, Drinks and Appetizers. Epic Sandbar Safari With Dolphin Playground ...
Overview. This full day excursion from Key West includes all the fun things to do in the ocean - kayaking, snorkeling and sailing! You will head way back into the Key West National Wildlife Refuge and spend time enjoying the day, sometimes even at a sandbar. Lunch, drinks and snacks are included. Please arrive for check in 30 minutes prior to ...
Taking Visitors To Key West's Reefs For Over 70 Years. Save up to $8*. Founding member of NOAA Dolphin Smart Program. Fury Catamaran. Save up to $8*. Key West's Original Live Music Sunset Sail. For almost three decades visitors and locals alike have been choosing Fury Water Adventures as their #1 watersports excursion in Key West.
Experience all the Florida Keys has to offer. Call 813-321-9702 to make your reservation today! Want to snorkel or go parasailing? Tour Key West? View all the activities and attractions Excursions of Key West has to offer at great prices.
Key West, Florida. Duration 3 1/2 hrs. The wonders of Mother Nature await you! Sail aboard your luxury catamaran to one of North America's only living coral reefs. The tropical fish are happy to swim with you in the waters they call home. ... Adult from: $99.00 USD. Child from: $79.00 USD.
DETAILS. Discover the magic of Key West with a tour of the island and a visit to two of Key West's best attractions, the Key West Shipwreck Treasures Museum and the Key West Aquarium. Become captivated by the charm of one of America's architectural treasures and discover why past residents Audubon, Hemingway, and President Truman fell in love ...
DETAILS. This tour offers you the opportunity to explore Key West by land and by sea. Explore dramatic underwater vistas usually reserved for scuba divers. A wide variety of fish and other marine life await you, as you gaze into the underwater world of Key West. Enjoy a narrated eco-tour aboard The Pride of Key West, Fury's glass bottom boat ...
Trip Itinerary. You can book a sandbar charter in Key West for mornings or afternoons. It's a half-day private charter, so times are somewhat flexible to meet the needs of your group. Generally, we leave the dock at 9:00 am for the morning trip or 2:00 pm for the afternoon trip. The entire trip lasts about four hours.
Key West Excursion Activities On Site. Key West Catamaran Sail, Snorkel, and Watersports Excursion Combo S2117. 9 Reviews. 5.0 / 5 From USD $199.99 . Key West Parasailing Excursion Adventure S2114. 11 Reviews. 4.8 / 5 From USD $89.99 . Key West Scenic Jet Ski Excursion Adventure S2705 ...
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar. 163. from $99.00. Miami, Florida. Fort Lauderdale, Lion Country Safari and Palm Beach Day Tour. from $115.00. Miami, Florida. Key West Day Trip from Miami Beach with Activities. 5.
Top ways to experience South Beach and nearby attractions. Key West Hop-On Hop-Off Trolley Tour. 597. from. $55.60. per adult. Epic Sandbar Safari With Dolphin Playground Encounter In Key West. 10. Recommended.