305-900-7263

Havana Fleet

KEY WEST TO CUBA

Cuba Charters

HAVANA FLEET

Private charters to cuba.

key west cruise to cuba

CHARTER YOUR DREAM BOAT AND EXPERIENCE THE ADVENTURE OF A LIFETIME

Just 90 miles away and yet a world apart, Cuba awaits those daring enough to explore its colorful streets and fascinating culture. At Havana Fleet, we make planning the perfect journey easy with our range of options, from single-day round trips to extended voyages with certified captains and crew. For more immediate gratification, choose our state-of-the-art power yachts for a day trip through the plazas of Havana that’ll have you back in the U.S before nightfall. Or if you prefer something longer, take advantage of our luxury Cuba experience onboard the Havana Moon. Have the time to explore Matanzas, Santiago de Cuba, Cienfuegos, and other culturally rich ports around the island. With Havana Fleet’s knowledgeable team behind you – your Cuban dream getaway is just one call away! Don’t miss this fantastic opportunity – contact us today to plan your Cuba adventure!

Our professional captains and crews at Havana Fleet are here to provide an unforgettable experience. Explore Cuba’s vibrant culture and unique history with a luxurious power yacht charter from Key West. Discover why Cuba is called “The Pearl of the Antilles” – get in touch today!

key west cruise to cuba

Contact us for more information about charters to Cuba.

Havana Moon Luxury Charter Yacht

Havana Moon Starting At:

  • Private Luxury Yacht- 1,2,3 & 4 Day Trips
  • Key West to Havana
  • Up To 12 People

Havana Sky Starting At:

  • Comfortable & Fast Ride
  • Up To 6 People

START THE JOURNEY

Let's plan a custom Key West Charter together. Use the contact form below to tell us a little more about your trip.

Mark Watson

California-based member of a LA Motorcycle Club and a keen traveler. Author of bestselling books on Amazon about Route 66, Alaska Highway, PCH 1 & Overseas Higwhay. 🇺🇸

Ultimate Guide to Traveling from Key West to Cuba

Ultimate Guide to Traveling from Key West to Cuba

Dreaming of a Caribbean getaway with a dash of old-world char m? Look no further than Cuba! Located just a stone’s throw away from the southernmost point of the United States lies the vibrant island nation of Cuba. And what better way to embark on this unforgettable adventure than from the enchanting shores of Key West? In this guide, we’ll delve into everything you need to know to make your journey from Key West to Cuba a seamless and memorable experience.

Can you visit Cuba from Key West?

Can you visit Cuba from Key West? Boat and plane options.

Yes, you can visit Cuba from Key West, and there are two main ways to do so:

  • Book a boat trip from Key West to Cuba: Some tour operators offer boat trips or cruises from Key West to Cuba. These trips can provide a unique and adventurous way to travel between the two destinations, allowing travelers to experience the journey by sea. However, it’s important to note that travel by boat to Cuba from the United States may be subject to regulations and restrictions, so it’s essential to check with the tour operator and relevant authorities for the most up-to-date information on requirements and permissions.
  • Fly from Key West International Airport to Cuba: Another option is to fly from Key West International Airport to Cuba. While direct commercial flights between Key West and Cuba may not be common, there are occasional charter flights or scheduled flights operating between the two destinations. Additionally, there are organized trips and travel agencies in Key West that arrange tours and packages for travelers interested in visiting Cuba. These organized trips typically handle transportation, accommodations, and itinerary planning, making it easier for travelers to navigate the process of visiting Cuba from Key West.

How long is boat ride from Key West to Cuba?

How long is boat ride from Key West to Cuba?

The duration of a boat ride from Key West to Cuba can vary depending on several factors , including the specific departure and arrival points in Key West and Cuba, the type of boat used, weather conditions, and the route taken.

Generally, the distance between Key West and Cuba is approximately 90 miles (145 kilometers) at its closest point, which is between Key West and Havana. A fast boat or ferry could potentially make the journey in around 3 to 5 hours under optimal conditions. However, it’s essential to consider that travel by boat can be influenced by weather conditions, maritime regulations, and other factors, which may affect the duration of the trip.

If you’re considering a boat trip from K ey West to Cuba, it’s advisable to check with tour operators or boat charter companies for more precise information on the duration of the journey and any other relevant details. Additionally, make sure to inquire about any necessary permits, documentation, or regulations for traveling by boat between the United States and Cuba.

Can you enter Cuba as a tourist?

Can you enter Cuba as a tourist? Travel from Key West to Cuba.

Yes, you can enter Cuba as a tourist . Cuba is a popular tourist destination known for its vibrant culture, beautiful beaches, historic architecture, and more. However, it’s important to note that travel to Cuba as a tourist from the United States was subject to certain restrictions and regulations imposed by the U.S. government.

Travelers from other countries may have different requirements for visiting Cuba , so it’s essential to check the specific entry requirements based on your nationality before planning your trip. Additionally, it’s advisable to stay informed about any updates or changes to travel regulations and restrictions related to Cuba before your visit.

Key West to Cuba Day Trip to Havana

Key West to Cuba Day Trip to Havana - day trip options

Taking a day trip from Key West to Havana, Cuba , is an exciting adventure, offering a glimpse into Cuba’s vibrant culture and history. While such day trips were not common due to the distance and logistics involved, it’s essential to note that options may vary over time. Here’s a hypothetical itinerary for a day trip from Key West to Havana:

Morning: Departure from Key West

  • 6:00 AM: Arrive at Key West International Airport or designated departure point for the day trip.
  • 6:30 AM: Board a chartered flight or boat for the journey to Havana.

Mid-Morning: Arrival in Havana

  • 9:00 AM: Arrive in Havana, Cuba. 9:30 AM: Clear immigration and customs procedures.
  • 10:00 AM: Begin guided tour of Havana.

Key West to Havana day trip

Daytime Activities in Havana

  • 10:30 AM – 12:30 PM: Explore Old Havana, including historic landmarks such as Plaza de la Catedral, Plaza Vieja, and the Malecón.
  • 12:30 PM – 1:30 PM: Enjoy a traditional Cuban lunch at a local restaurant, experiencing authentic Cuban cuisine.
  • 1:30 PM – 3:30 PM: Continue the guided tour, visiting iconic sites such as El Capitolio, Revolution Square, and the Museum of the Revolution.
  • 3:30 PM – 4:30 PM: Leisure time for shopping, exploring local markets, or enjoying a coffee at a Havana cafe.

Late Afternoon: Departure from Havana

  • 4:30 PM: Return to the airport or designated departure point. 5:00 PM: Board the return flight or boat to Key West.

Evening: Return to Key West

  • 7:30 PM: Arrive back in Key West.
  • 8:00 PM: End of the day trip.

Please note that this itinerary is purely hypothetical and may not reflect actual travel options or schedules. Additionally, travelers should verify current travel restrictions, entry requirements, and transportation options before planning a day trip from Key West to Havana, as regulations and availability may vary.

Exploring the Idea

Exploring the Idea - Key West to Cuba

Embarking on a trip from Key West to Cuba is like stepping into a time capsule, transporting you to a land where vintage cars roam the streets, colorful buildings line the cobblestone roads, and the rhythm of salsa fills the air. The allure of Cuba lies in its rich history, diverse culture, and stunning landscapes, making it a bucket-list destination for travelers around the globe.

How to get from Key West to Cuba

How to get from Key West to Cuba - plane and boat

While direct commercial flights from the United States to Cuba are limited, traveling from Key West offers a convenient alternative. One of the most popular ways to reach Cuba from Key West is by ferry . Several ferry companies operate daily services between Key West and Havana, offering travelers a scenic journey across the Florida Straits. Be sure to book your tickets in advance to secure your spot on the ferry.

Another option for reaching Cuba from Key West is by private boat or yac ht. This option allows for greater flexibility in terms of travel schedule and itinerary, giving you the freedom to explore different parts of Cuba at your own pace. However, it’s essential to familiarize yourself with the necessary paperwork and regulations for traveling to Cuba by private vessel, including obtaining the required visas and permits.

Visa and Documentation to Cuba

Visa and Documentation to Cuba - What do I need to get from Key West to Cuba?

Before setting sail for Cuba, it’s crucial to ensure you have all the necessary documentation in order. American citizens are required to obtain a visa to travel to Cuba, which can be obtained through the Cuban Embassy or consulate in the United States. Additionally, travelers must adhere to the regulations outlined by the U.S. Department of the Treasury’s Office of Foreign Assets Control (OFAC) regarding travel to Cuba, including the purpose of your visit and spending limitations.

Exploring Cuba

Exploring Cuba, Havana. Key West day options.

Once you’ve arrived in Cuba, get ready to immerse yourself in a world of endless discovery. From the bustling streets of Havana to the pristine beaches of Varadero, Cuba offers a diverse array of attractions and experiences for every type of traveler. Explore the historic neighborhoods of Old Havana, where centuries-old architecture blends seamlessly with vibrant street art and lively cafes. Indulge in the rich flavors of Cuban cuisine, from mouthwatering ropa vieja to refreshing mojitos made with locally grown mint.

Beyond the capital city, venture into the lush countryside of Viñales, where tobacco fields stretch as far as the eye can see and limestone cliffs rise dramatically from the earth. Take a leisurely stroll along the Malecón in Trinidad, where pastel-colored buildings overlook the sparkling waters of the Caribbean Sea. Whether you’re a history buff, nature lover, or simply seeking relaxation, Cuba offers something for everyone.

Key West to Cuba is not just a trip

Embarking on a journey from Key West to Cuba is not just a trip; it’s an adventure of a lifetime. From the moment you set foot on the ferry or sail away on a private yacht, you’ll be captivated by the beauty, charm, and warmth of this enchanting island nation. So pack your bags, grab your passport, and get ready to discover the magic of Cuba, just a short journey away from the shores of Key West.

Check out my other blog post on day trips from Key West here: Day Trips from Key West – 10 Best Places to visit!

👍 Find out more:

Overseas Highway Florida Keys Travel Guide - 101 best stops by Mark Watson

Explore the finest attractions along the Overseas Highway and Florida Keys with my travel guide, ‘Florida Keys Overseas Highway Travel Guide – 101 Best Stops,’ now available on Amazon. This comprehensive guide is your ultimate companion for those seeking adventure and wonder along THE OVERSEAS HIGHWAY & FLORIDA KEYS! Discover 101 amazing places with convenient ‘Scan QR and go’ functionality for easy navigation.

Pacific Coast - Mark Watson

Mark Watson is a California-based member of a Los Angeles motorcycle club and an avid traveler. He has completed seven full journeys along the iconic Pacific Coast Highway on his Harley-Davidson and is passionate about promoting this historic drive to others. Mark has also explored the Alaska Highway and Route 66, and has authored four bestselling travel guides on Amazon: “Route 66 Travel Guide – 202 Amazing Places,” “Alaska Highway Travel Guide – 202 Best Stops,”, “Pacific Coast Highway Travel Guide – 202 Best Stops”, and “Florida Keys Overseas Highway Travel Guide – 101 Best Stops.”

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

Day trips from Key West to Cuba, and you can visit Parque Central with all the classic American cars, next to the Capitolio and the National Theater.

4 Best Ways For Day Trips From Key West To Cuba From An Expert (2024)

Day trips from Key West to Cuba – can it be done? The short answer is:

YES, day trips from Key West to Cuba are possible . Go ahead and imagine taking one day out of your Key West holiday, scooping over to Havana in less than one hour, and walk the streets of the historic city!

I have traveled regularly from the US (and from Europe) to Cuba since 2019, and I know all the ins and outs of traveling to a Cuban airport. Here are four ways to do a day trip from Key West to Cuba.

Affiliate disclosure: I only recommend tours, services and purchases I know and love on this website.

What Is The Best Way To Travel Between Key West And Havana, Cuba In 2024?

# Can we go from Key West to Cuba?

Yes, anyone can do Havana day tours (as long as you have a valid passport), and the best way to travel between Key West and Havana, Cuba is to book a seat on a chartered flight.

There are two “best” options for this: book the flight only or book a chartered flight that also has an itinerary of Havana to follow.

📍 Quick guide for Cuba travel:

  • Buy a Cuban Tourist Card .
  • As a U.S. citizen, you need to get the pink tourist card .
  • Choose one of the pre-approved reasons for Cuba travel. The most common reason is “to help the Cuban people”.
  • Get travel insurance with health coverage.
  • Book the flight , and a casa particular , or a hotel
  • Register your entry to Cuba online on d’viajeros .
  • Consider getting a VPN that works well enough in Cuba.
  • Make sure your passport is valid for at least 6 months more.
  • Remember that you will only be able to get Cuban peso when in Cuba. Bring all the foreign currency you plan to spend in cash, Canadian dollars, US dollars, or euros.
  • Bring all the medicine you sometimes or regularly use. Cuban pharmacies are empty; you will not be able to get anything when in Cuba.
  • Bring a water bottle with a filter to ensure you always have access to drinking water.
  • Check out my best advice for Packing for Cuba here !
  • Also read about Money In Cuba & Wifi In Cuba before you go!

Also read: YES, A Day Trip To Cuba From Miami Is Possible! Here Is How To!

1. Chartered Flight Day Trips To Cuba From Key West

Day trips from Key West to Cuba. You can book a private jet to travel from Key West to Cuba.

#Are there day trips from Key West to Cuba?

If you’re looking for a hassle-free way to travel from Key West to Cuba, you can actually do a chartered private jet flight .

A few companies offer chartered flights from Key West to Cuba, and they typically depart from the Key West International Airport.

The flight time is between 30 and 50 minutes, so it’s a quick and easy way to get From Key West to Cuba for a day trip.

You Need A Cuban Tourist Card To Visit Cuba. I Get Mine Online From Easy Tourist Card!

It will be sent straight home to your mailbox within days!

Chartered Jets from Key West To Cuba With Prices

Price example for a private jet flight fare from Key West to Havana, Cuba (*before taxes and fees):

2. Organized Day Trip To Cuba From Key West

😎 Seat Only On A Chartered Flight Just the flight from Key West to Cuba, which leaves twice a week from Key West, is $695 per person .

The tourist card is around $100, and you must be prepared to show documentation for travel insurance, including health coverage.

There are day trips from Key West to Havana twice a week from Key West Airport.

These trips are available on Tuesdays and Fridays and must be booked at least 48 hours prior to departure.

You will check in at Key West Airport at 7 a.m. in the morning and be back in Key West by 7 p.m. in the evening.

The itinerary for the Havana day tour, including activities with a tour guide in Cuba, is:

  • Guided tour of Ernest Hemingway’s home Finca Vigia in Havana with ground transportation
  • Cojimoar village visit, a picturesque fishing village outside Havana
  • Old Havana walking tour visiting important plazas and sights like La Bodeguita del Medio and the Plaza Vieja.

The price per person for this day trip with an itinerary from Key West to Havana is $1195, which includes airfare, visa, transportation in Cuba, local guide, taxes, fees, and entrances!

😎 Find all the information you need to research & plan your Cuba journey!

📍 Can Americans Travel To Cuba? How To Travel To Cuba From US 📍 42 Legendary Things To Do In Havana Cuba From A Local 📍 9 Best Tours In Varadero Cuba 📍 19+ Unique Things To Do In Trinidad Cuba 📍 14+ Amazing Things To Do In Vinales Cuba 📍 FAQs Cuba Travel

You can also join this charter trip to Havana without following the itinerary for the stay in Cuba and book only the flight to have free time in Havana.

In that case, you pay for the flight, and the Cuban tourist card and any other expenses are in addition to the flight price.

3. Charted Boat Trips From Key West To Cuba

Do a chartered boat trip, a multi-day tour, from Key West to Cuba.

#Day trips from Key West to Cuba by boat.

A slower but fun way to travel to Cuba (if you like the Atlantic Ocean) is by chartered boat .

There are a few companies that offer chartered boat trips from Key West to Cuba, and they typically depart from the Key West marina.

You can do a single-day round trip Havana day tour between Key West and Cuba, so it is actually possible to go on a day trip by boat.

The trip over takes a few hours, and it’s a convenient and fun way to get to Cuba for a day trip, even though quite a bit of the day is spent on the boat.

If you like boats, well, it probably is perfect. You can also make multi-day trips by boat to Cuba, where you are able to visit more than one port. You can contact the provider for information and possible itineraries for a Cuba boat charter.

Pink convertivle classic American car with me in the driver seat on a bright sunny day in Havana

My Favorite Havana Tour: Classic American Car Tour of greater Havana

4. Get A Commercial Flight From Miami To Havana

One option is to not fly from Key West to Havana at all but drive up to Miami to find your Havana day tour option.

There are flights from Miami to Havana or Varadero every day in both directions.

This flight is a lot cheaper than chartering a private jet, and it is around a 50-minute flight.

The drive from Key West to Miami is just under four hours and might be worth it if budget is a factor!

You can also get a Cuba flight from Key West with one stopover; fly from Key West Airport to Miami International with American Airlines, and from there, onwards to Havana, Cuba!

Remember, you still need the Cuban tourist card to enter Cuba, and you can buy one online beforehand or at the American Airlines check-in at the Miami International Airport before Cuba flights!

Find out exactly how to plan and make a day trip to Cuba from Miami if you really want to do that!

Cuba Travel Requirements: Cuban Tourist Card

#Do I need a tourist visa to travel to Cuba?

One thing to keep in mind when booking a chartered flight (or any flight) to Cuba is that you will need to obtain a Cuban tourist card beforehand.

If your tour operators do not provide this, the easiest is to buy a visa from an online provider and have it sent right to your door before your trip.

I use Easy Tourist Card , which normally gets my Cuban tourist visa/tourist card to my mailbox in three days.

Ensure you have your visa before arriving at the airport (unless you can buy it there or the charter company has provided it for you), as you cannot board the plane without one.

(5. Slow Multi-Day Sail Trips From Key West To Cuba)

If you’re looking for a truly unique but slower way to travel from Key West to Cuba and around Cuba (so not just a day trip), sail trips are the way to go!

Sail trips from Key West to Cuba typically depart from the Key West marina. You can check out the various boat types, travel itineraries, and destinations here.

To-Do List Before Your Day Trip From Key West To Cuba

No matter how you choose to travel, there are a few things to keep in mind when planning your day trip to Cuba.

Money In Cuba

Cuba has a closed economy, so you need to know about money in Cuba before you go. The Cuban currency is the Cuban peso, also called CUP, and Moneda Nacional. You can only get this currency when in Cuba, not outside.

There are ATMs where you can withdraw cash, and some restaurants and shops accept credit cards, but most places don’t. Also, remember that US credit cards are not accepted in Cuba.

Be sure to bring enough cash, preferably in euros, dollars, or Canadian dollars, to cover whatever you intend to spend. Most Cubans prefer to be paid in foreign currency, for a variety of reasons.

Currently, you can use the US dollar, although formally, it was rendered illegal after a change of law in Cuba in the summer of 2021.

As the dollar is still flooding the informal currency market, the government decided to create an amnesty for the dollar, and because of this, you can still pay most places with the US dollar in cash.

Day Trips To Havana: One Day In Havana Itinerary

Scuba diving Havana Cuba: exit from Bucaranao beach outside Havana on a bright sunny day from the white sandy beach.

Awesome things to do in Havana Cuba!

Take it from a Scandinavian who has traveled regularly to Havana for five; here are the best things to prioritize in Havana when you have the one day.

I assume your flight from Key West takes off super early in the morning, so you have the entire day to spend in Cuba’s iconic capital.

  • Walking tour of the old town: Old Havana
  • Classic American Old Car tour of the wider vibrant city of Havana
  • Have lunch at El Dandy or Km Zero
  • Walk the Prado Avenue and get some artsy memorabilia
  • Cocktail at Floridita, a favorite hangout for Ernest Hemingway
  • Take a break on the Malecon and have a Cristal Cerveza
  • Casa de la Musica Havana or Salsa Havana are two of the best places to shake your dancing feet (if you are allowed to stay out late)

American Tourists Visiting Cuba

The Havana Malecon boardwalk around sunset with people walking in the golden light

Because of the travel restrictions, most United States visitors’ travel reason is to “help the Cuban people”, and not as “tourists”.

There is no paperwork connected to this; you just need to state your reason if anyone asks.

Make sure you are familiar with the 11 pre-approved reasons for US citizens to visit Cuba .

As an American citizen, you will still need to buy the pink tourist card before entering the country, as opposed to the green one that the rest of the world is using.

If you plan on staying for a few days at a hotel or casa particular in Cuba, you also need to make sure it is not on the US restricted list . Most are not, so don’t worry, but it is smart to check before you make your booking.

Remember that Cuba is a (mostly) cash-only economy and that the US dollar was formally banned in Cuba.

However, as there are plenty of dollars in circulation on the black currency market, the Cuban government has issued an amnesty to change US dollars in the banks.

Therefore, you can still use dollars in cash in Cuba now.

Be sure to bring enough cash to cover whatever you plan on doing, and again, remember that US credit cards can not be used in Cuban ATMs or anywhere else due to the ongoing sanctions.

Lastly, be respectful of the Cuban people and culture. Cuba is a wonderful place to visit, with lots of natural beauty and historic sites, and I hope you enjoy your day trip!

Get Serious About Your Internet Safety And Get ExpressVPN Before Your Trip Here .

How to find flights from key west to cuba.

Key West Marina in sunset

You will still not be able to book a commercial flight from Key West to Cuba. Currently, it is not possible to foresee any changes to that situation.

Your option for finding a flight from Key West to Cuba is to book a seat on the chartered flight that departs twice a week.

You can do this in two ways: either book the flight with a one-day itinerary included, or book just the flight and then spend the day in Havana as you prefer.

Why Travel From Key West To Cuba?

The amazing little town of Key West is not only the southernmost point of the entire United States, but it is also just around 90 miles from the shores of Cuba and Havana.

Had the relationship between the US and Cuba been different, there probably would’ve been commercial ferries crossing the short distance over to Havana.

You will not have a lot of time if you do a day trip from Key West to Cuba, but if that is all you have time for, you will be able to explore a bit of the enigmatic Cuban capital for a few hours.

Did you know Ernest Hemingway had homes in both places? Both are museums and both are open for visitors.

Why Havana Day Trips From Key West To Cuba?

Well, a Havana day trip from Key West is done in less than one hour; it is a super short distance flight distance.

Situated in the northern Caribbean region around 100 miles from the Florida Keys, Cuba is a beautiful island nation, rich in culture, history, architecture, nature, and so much more.

In fact, in the first half of the 21st Century, the relationship between Cuba and the US was great.

US and Cuba – Before!

In the first half of the last century, trade was blooming, and lots of American companies had businesses in Cuba, trading in rum, sugar, honey, and more.

During the prohibition period in the US, in the 1920ies and 30ies, there was an “invasion” of bartenders and bar owners buying and opening bars, restaurants, and clubs in Cuba – where there was no prohibition at all.

That was before Fidel Castro, the revolution, the Cuba crisis, the failed invasion of Playa Giron, and all the details in Cuban history.

Despite the short physical distance between Duval Street in Key West and Obispo Street in Havana, Cuba, the distance in any other way is bigger than from the Earth to Mars, which impacts how you can travel to Cuba from Key West or anywhere else in the US.

Despite the sanctions, it is not illegal to travel to Cuba for Americans, Canadians, Europeans, or anyone today.

FAQs Cuba Travel

Is cuba safe.

Yes, Cuba is very safe for travelers. The Island is one of the safest travel destinations in the region.

One reason for that is that in Cuba, there are stiff penalties, including prison, for even petty crimes like theft against foreigners.

Can I travel to Cuba from Key West?

Yes, you can travel to Cuba from Key West, and there are two ways to travel via plane. You can charter a private plane or book a ticket for a seat on a chartered plane. There are scheduled flights for Cuba that depart for Havana twice a week.

This way, it is possible to do Havana day trips or stay for longer if you want to learn about Cuba and get to know the island and culture!

Cheap Flights to Cuba

If you want cheap flights to Cuba, you will not find this from Key West.

The cheapest flights to Cuba are from Miami, probably with Delta Airlines or American Airlines, which have departures for Havana every day.

How Do You Get From Florida Keys To Cuba?

You either book a seat on a chartered flight (or a private plane) from Key West to Cuba, or you need to travel to Miami to book a standard commercial flight from Havana International Airport to a Cuban airport.

How Long Is The Ferry From Key West To Cuba?

There is currently no commercial ferry option for travel from Key West to Cuba due to ongoing sanctions.

The distance from the southernmost point of Key West to Havana is 106 miles in a straight line across the sea!

How Long Is The Boat Ride From The Keys To Cuba?

First, you need to know that there are no commercial boats or ferries running between Key West and Cuba.

Secondly, that would depend on which key you depart from and what kind of boat you are driving!

The fastest crossing of the ocean between Key West and Cuba was done in a speed boat in 2017 , and that crossing took 1 hour and 18 minutes!

How Long Is A Boat Ride From Miami To Cuba?

If you have your own speed boat, you would be able to do the boat ride from Miami to Cuba in about 4 hours!

The fastest-ever boat trip from Key West, all the way on the southernmost tip of the US to Cuba, took one hour and 18 minutes.

This boat ride was conducted in 2017 by Nigel Hook and Jay Johnson, and they raced the distance at more than 100 miles per hour!

Is It True You Can See Cuba From Key West?

No, unfortunately, it is not true that you can see Cuba from Key West.

Even though it is not very far, it is too far- and the curation of the heart also will hinder you from seeing across to Cuba from Key West! You can read the whole explanation if you are interested.

Is Key West 90 Miles From Cuba?

Yes, Key West is more or less 90 miles from Cuba.

That number is the most commonly referred to when talking about the distance between Key West and Cuba.

However, if you do a straight-line check with Google Maps, you will see that the distance between Key West and Havana will be pretty much exactly 100 miles!

Can You Do A Day Trip To Cuba?

Yes, it is possible to do a day trip to Cuba.

If you travel from a destination with direct flights, like Miami or Fort Lauderdale, the flight time to Havana, Cuba, is around one hour.

As long as you have your Cuban tourist card and passport and have registered your entry at the d’viajeros.cu home page, you can enter and exit Cuba in one day!

Although, I would recommend you stay longer!

Can You Get A Ferry From Key West To Cuba?

No, there are currently no commercial Cuba ferries from Key West in the United States over to Cuba.

How Much Is A Day Trip From Key West To Cuba?

A day trip from Key West to Cuba is going to cost you, as the only option is to charter a private plane or a boat.

So, you are probably looking at $ 5,000 or more for a return private flight.

Are There Boat Trips From Key West To Cuba?

There are currently no commercial boat trips from Key West to Cuba. The only option is to charter a private boat if you want to visit Cuba across the sea.

Why are US citizens not allowed to travel to Cuba?

This is NOT correct. US citizens ARE ALLOWED to travel to Cuba.

Americans can choose a reason for Cuba travel among 12 pre-approved reasons for traveling to Cuba , determined by the US Government.

Can US citizens travel to Cuba as a tourist?

Technically, US citizens are NOT allowed to travel to Cuba as a tourist. Americans choose between 12 pre-approved reasons for Cuba travel, among which the most common one is “to help the Cuban people”.

American citizens still need to buy a tourist card , also called a tourist visa, to enter Cuba.

What are the 12 requirements to travel to Cuba?

You can read about the 12 pre-approved reasons to travel to Cuba for US citizens here.

The easiest and most common reason for Cuba travel is “to help the Cuban people”.

There is no paperwork or application process connected to this; you just choose your reason and state that reason if anyone asks.

What happens if a US citizen travels to Cuba?

Nothing happens if a US citizen travels to Cuba apart from, hopefully, the US citizen will have a fabulous holiday and encounter with Cuban culture.

US citizens need to choose one of the pre-approved reasons to travel to Cuba and need to buy the PINK Cuban tourist card , also called a tourist visa.

Selected airlines and tour operators sell this visa/tourist card, or you can buy one online.

What documents do I need to travel to Cuba?

You need the following documents to travel to Cuba:

  • Passport valid for 6 months after the date of entry
  • Cuban tourist card / tourist visa
  • Proof of travel insurance, including health insurance
  • Fill out the d’viajero.cu digital document before your journey

Do Americans need to be vaccinated to enter Cuba?

No, there is no requirement for specific vaccines prior to entering Cuba.

Your country’s health department probably has recommendations for what vaccines you should consider before entering Cuba.

How Do I get a tourist card for Cuba?

You can buy a tourist card online from Easy Tourist Card , or from the Cuban embassy in your country.

You might also be able to buy a Cuban tourist card from your airline or at the airport prior to departure. It is possible to buy a tourist card at Miami International Airport at the check-in counter with American Airlines and Delta Airlines.

How Do I Get A Tourist Visa For Cuba?

A tourist visa is the same as a tourist card for Cuba. You can buy it from the following places:

  • Buy one online from Easy Tourist Card
  • Buy one from your airline if they offer this
  • Buy one at the airport of departure if they offer this
  • Buy one from the Cuban Embassy in your country

Is Travel To Cuba Allowed Right Now?

Yes, Cuba travel is allowed right now.

There are no current restrictions on international travelers entering Cuba, although US citizens must travel in accordance with the regulations determined by the US government.

Wrap-Up Day Trips From Key West To Cuba

It is not cheap, but you CAN take a day trip from Key West to Cuba and Havana and check out the authentic ventanitas in Old Havana.

You can also travel commercially from Miami to Havana for a day trip, which might be a good (and cheaper) idea.

Or, go to Cuba for the weekend instead? Or what about one week in Cuba ?

There are plenty of things to do and experience in Havana and its surroundings; you will not regret it! Havana is a natural habitat for dancers, for example!

Related blog posts:

Is Female Solo Travel In Cuba Safe? A Local Woman’s Advice

43 Best Things To Do In Havana Solo By A Local

Fascinating Afro Cuban Religion Tour Havana From A Local

' src=

Hege Jacobsen is a solo female traveler and the founder of Epic Nomad Life. She is also a former military officer, veteran and Master of Political Science. She has traveled solo all her life, the last four years as a full time digital nomad. A life long solo and slow traveler, Hege also did a TEDx talk in 2023 about how to communicate better with A Traveler's Mindset!

Similar Posts

The park by Plaza Mayor in Trinidad Cuba. Is Trinidad Cuba worth visiting?

Is Trinidad Cuba Worth Visiting | A Remarkable Colonial Sugar Kingdom (2024)

Trinidad is a beautiful colonial town on Cuba’s southern coast, in Sancti Spiritus Province. As one of the island’s best-kept colonial towns, is Trinidad Cuba worth visiting? I’m glad you asked! After traveling to Cuba regularly for five years and extensively traveling the island, I think I can help you with that. The short answer…

The view of Parque Central in Havana from Iberostar Parque central rooftop bar and restaurant, on a bright sunny day.

7 Bars Havana: Ultimate Rooftop Bar Guide Havana By A Local (2024)

When you visit Havana, regardless of the time of year, it will be hot. And busy. And lots to see and do. At the end of the day, you are going to need this amazing Bars Havana rooftop guide! I have traveled regularly to Havana for five years for long periods of time, and I…

Varadero to Havana bus. Visit this beautiful rooftop terrace in Old Havana, called La Fajoma surrounded by classic colonial buildings.

Easy Guide: How To Take The Varadero To Havana Bus (2024)

Even if you are enjoying a pampering holiday in the Cuban resort heaven Varadero, you can easily visit the infamous Cuban capital, Havana, for a day or two with the convenient Varadero to Havana bus service. It is super easy and super cheap to take the bus (and yes, there is air conditioning on the…

Best Caribbean Islands for solo travel. Lush green tropical vegetation in the Caribbean.

14 Best Caribbean Islands For Solo Travel By An Expert (2024)

The Caribbean is a perfect destination for beach and summer lovers, but what are the best Caribbean islands for solo travel? I have traveled the Caribbean region as a solo female traveler for five years, and I am becoming quite the expert on Caribbean travel if I may say so myself. The Caribbean region is…

Day tours and Weekend trips from San Jose Costa Rica

Best Day Tours & Weekend Trips From San Jose By An Expert (2024)

Costa Rica is an absolutely incredible destination on the narrow stretch of land between Panama and Nicaragua. From the capital, San Jose, you can embark on a variety of tours in all cardinal directions. When I traveled all across Costa Rica for over a month, as I am a bit of a city gal, I…

Palacio Cerrer in Cienfuegos

12 Best Things To Do In Cienfuegos Cuba By A Local (2024)

Cienfuegos, a town on the southern coast of Cuba, also called La Perla del Sud (The Pearl of the South), is unique in Cuba because of its French heritage. I have visited this town several times over the five years I have traveled regularly to Cuba, and I am here to help you find out…

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

VacationIdea

  • Destinations

Day Trips From Key West To Cuba

Last Updated By VI on February 11, 2024 in Things to Do in the Caribbean & Places to Visit

Day Trips From Key West To Cuba

If you’re planning a day trip to Cuba from Key West, the first step is to actually look at how you’re going to get there. You have two basic options: travel by air or travel by sea. The latter is by far the simplest option for now, but we’ll cover both of them below.

Getting To Cuba From Key West By Air

Getting To Cuba From Key West By Air

If you can afford it, however, it is possible to arrange charter or private flights over to Cuba direct from Key West. These flights aren’t cheap, but they’re exceptionally fast and the whole journey can be done in less than an hour. Some travel companies and tour operators like Our Key West are starting to provide new ways for travelers to get to Cuba from Key West, so this possibility might become more accessible as time goes by.

Getting To Cuba From Key West By Sea

Getting To Cuba From Key West By Sea

Ferries from Florida to Cuba will be running from multiple ports and cities, including Miami and Fort Lauderdale, but Key West will represent the fastest option, with the entire journey able to be done in around four hours. As soon as these ferries become available, booking your spot on board will be the best option to get to Cuba from Key West.

Things To Do In Cuba

Things To Do In Cuba

- Castillo de la Real Fuerza - Head out to the east of Havana to stop off at Castillo de la Real Fuerza, a 16th century star-shaped fort. It looks out over the harbor, offering some stunning views to visitors, and is nicely located near the ferry terminals, as well as some great bars and restaurants too. There's a lot of history behind this place, and it's a popular spot for families to discover.

  • 1. Overview
  • 2. Getting To Cuba From Key West By Air
  • 3. Getting To Cuba From Key West By Sea
  • 4. Things To Do In Cuba

More Features

Ocean view

12 Best Overwater Hotel Pools

23 Best Things to do in St. Croix

20 Best Things to Do on St. Croix, U.S. Virgin Islands

25 Best Things to Do in Antigua and Barbuda

Top 20 Things to Do in Antigua and Barbuda

VacationIdea

  • About Us/Contact Us
  • Privacy Policy
  • Terms of Service
  • Key West Fishing Charters
  • Key West Deep Sea Fishing
  • Key West Flats Fishing
  • Key West Boat Rentals
  • Dry Tortugas Charter Trips
  • Large Group Charters
  • Custom Charters
  • Key West Sunset Cruise
  • Overnight Charters
  • Key West Sailing
  • Key West Yacht Rentals
  • Key West Lobstering Charters
  • Key West Snorkeling
  • Key West Scuba Diving
  • Key West Jet Ski Rental
  • Key West Glass Bottom Boat
  • Key West Spearfishing

Key West To Cuba

  • Privacy Policy

Key West Charter Boat

Key West To Cuba 

* Please be advised, as of right now the U.S Government requires U.S citizens to have special permission to visit Cuba.  Any and all U.S charters to Cuba must be approved by the U.S Government prior.

Info About Cuba Charters

Directly across the Straights of Florida from Key West lies the island of Cuba. Only 90 miles away, yet a million miles from any country you’ve ever visited. Call Key West Charter Boat or fill out a quote form. We’ll introduce you to several travel options for journeying Cuba, from single-day round trips to excursions lasting a week or longer. Or if you prefer, fill out a quote form. Either way, Charter Boat to Cuba is an experience you don’t want to miss.

State-of-the-art power yachts from Key West to Cuba allow you to spend a day wandering through plazas of Havana and be back in the United States by nightfall. For a more leisurely voyage, employ the professional services of a certified captain and sail to Cuba on a 65-foot catamaran, making stops at Matanzas, Santiago de Cuba, Cienfuegos and other culturally rich ports around the island.

Charter QUOTES

Fast RESPONSE

Email Address

Phone Number

Charter Type Charter Type Cuba Charter Deep Sea Fishing Charter Flats Fishing Charter Yacht Charter Private Custom Charter Sailing Charter Large Group Charter Overnight Charter Sunset Charter Boat Rental Dry Tortugas Charter Jet Ski Charter Spear Fishing Charter Snorkeling Scuba Diving Glass Bottom Boat Dolphin Watching Lobstering Charter Corporate Boat Party Wedding Charter Film Production Charter Other

Duration Duration Half Day (4hrs) 3/4 Day (6hrs) Full Day (8hrs) Multiple Day

Number Of Participants Number Of Participants 1 2 3 4 5 6 More Than 6

Location Location Key West (Lower Keys) Islamorada / Marathon (Middle Keys) Key Largo (Upper Keys) Dry Tortugas Cuba Other...

Date(s) Of Charter

The beautiful beaches of Cuba with Key West to Cuba

Cuban History & Island Info

Circumnavigating Cuba has been popular since Christopher Columbus first set foot here in 1492. The famous explorer liked the tropical paradise so much, he claimed it in the name of Spain. Five centuries later, Ernest Hemingway felt the same, planting his flag and living in the outskirts of Havana for over twenty years.

On a Key West to Cuba charter boat trip, you can discover the island’s colorful history for yourself. No place in the world has quite the same blend of cultures and traditions. You’ll appreciate why Cuba’s nickname, Pearl of the Antilles, is a particularly accurate moniker. Being on Duval street is nice by why not have an authentic Cuban experience instead?

Cubas Untouched Beauty

Fortunately, Cuba still has much of the extraordinary raw beauty Columbus so appreciated— endless pristine beaches of pure white sand, sparkling turquoise waters, verdant, rugged mountains. Guided excursions into the interior can be arranged on the spur of the moment locally or planned in advance by Key West Charter Boat.

The food alone is justification enough to visit this island nation of eleven-million people. In addition to the exceptional regional fare, be sure to order the national dish of Cuba, ropa vieja. Local adaptations aside, ropa vieja is made of shredded flank steak in an aromatic tomato sauce base, served with black beans, yellow rice, plantains, and fried yuca—nearly always accompanied by beer.

The gastronomic masterpiece is both delicious and affordable, costing approximately nine Cuban pesos ($9.00 U.S. dollars) per serving. No wonder so many people return to Cuba year after year for vacation.

Ernest Hemingways Secret Retreat

Hemingway journeyed to Cuba for several reasons, not least of which was the world-class fishing. The warm waters of the Gulf Stream flow the entire length of the island’s north side, attracting spectacular Sailfish, Black Fin Tuna , Mahi Mahi, Wahoo, and a diverse assortment of other sport fish.

Key West Charter Boat can put you in the fighting chair of a sport fishing yacht trolling Cuban waters in a matter of a few hours. Surprisingly, Key West to Cuba distance is substantially shorter than Miami’s proximity to the Bahamas. Journey to the southern coast of this internationally acclaimed fishing destination and you’ll be in the Caribbean Sea, where the daily catch could easily include mammoth Tiger and Hammerhead sharks.

a couple jumps off a boat with Key West To Cuba

More Cuba Charter Info...

Cuban culture.

No Key West to Cuba trip would be complete without spending at least a day in Havana. Once a playground for the rich and famous, Hollywood starlets and business tycoons were found here nightly, gambling in casinos and taking in a show at the world-famous Tropicana Nightclub. Havana in the 1950s was an “anything goes” town of fame and occasional infamy. Today the high life has disappeared, old-world charm lingers.

Stroll the streets of Old Havana and you’ll feel a mixture of cultural influences that are uniquely Cuban, from the conservative architecture of a Spanish cathedral to plazas lined with brightly colored building facades. Stop along the way and sample some of the city’s famous street food, including Tostones—deep-fried plantains served with a variety of dipping sauces.

Any walk through Old Havana is sure to pass under clotheslines strung between apartment buildings and have an encounter with at least one vintage 1950s-era Ford or Chevy automobile, still in operational condition and often used as taxis.

The Richness Of Cuban Culture

In Cuba, music feels like it’s a religion of its own, as sacred and loved. Some of the finest musicians you’ll ever hear can be found playing in places like Plaza Vieja and Plaza de Armas. So do what the locals do: sit, enjoy a cup of Cuban coffee, and partake in a little people watching.

Whether you travel from Key West to Cuba on a Hemingway excursion, fishing expedition, or simply to tour and experience a magnificent jewel of the Caribbean, you’ll discover Cuban citizens to be welcoming and engaging. For additional information about Key West to Cuba trips, either by sea or day trips by Air Key West , call Key West Charter Boat today.

Our Cuba Charter was absolutely stunning, to say the least.   We took our boat all over Cuba, visited fabulous beaches & explored local villages. Amazing.

CHARTER QUOTES

Boat anchor

FAST RESPONSE

Call us

(305) 783-2430

Have questions?  Want immediate answers?  Our expert staff is standing by 24hrs a day 7 days a week to answer all your Key West charter questions.  Call now!

Boat wheel

If you want to experience something like no other, charter a boat to Cuba.  Our trip to the island was like a step back in time, not to mention beautiful.

a hot rod at a Caribbean beach with Key West To Cuba

Key West To Cuba – Couples Charter

The Havana waterfront with Key West To Cuba

Key West To Cuba – Havana Waterfront

Havana Club Mojitos with Key West To Cuba

Key West To Cuba – Mojitos

A yacht cruise with Key West to Cuba

Key West To Cuba – Yacht Charters

A lady scuba dives the reefs with Key West To Cuba

Key West To Cuba – Scuba Reef

a lady with a Cuban Flag Sails to Cuba with Key West To Cuba

Key West To Cuba – Special Charters

a glass of cognac and a Cuban cigar on a table with Key West to Cuba

Key West To Cuba – Cigars & Cognac

a Cuban fortress with Key West To Cuba

Key West To Cuba – Fortress

Best Charters Best Prices

A Marlin Jumps Key West To Cuba offshore fishing trip

Custom Fishing

Custom Fishing Trips…

Key West To Cuba Overnight Charters sleeping quarters

A Deliciously Fun Time…

A Yacht Cruises During a Key West To Cuba charter.

Luxury Yachts

The Best Or Nothing…

Man spearfishing for Mahi Mahi with Key West Boat Party

Key West Charter Boat,

3200 Harriet Ave,

Key West, FL 33040

United States Of America

Alexander Roberts

800-221-2216

Zaround cuba by small ship with key west.

Overall Rating based on 1 Review

Extended Stays in Port + Deeper Cultural Engagement + More Exploration

Show all itinerary details

Welcome to Miami + Board the mv Victory II

You’ll be met at the airport and chauffeured by private car to the Port of Miami to board our intimate ship for this exclusive cruise around Cuba. This evening, enjoy a Welcome Reception and Dinner before an informative talk with our shipboard Cuba experts – a great introduction to the journey ahead.  Meals D

A Stop in Key West

The southernmost point in the United States, Key West is beloved by visitors and residents for its vibrant street life. You can also experience colorful chapters of Cuban and American history here. This morning, we’ll explore all of this on a narrated Trolley Tour and a visit to the San Carlos Institute. Founded by Cuban exiles in 1871, and fondly dubbed La Casa Cuba by Jose Marti, the Institute helped to unite the exile community in the fight for Cuba’s independence from Spain. After lunch the afternoon is free to enjoy as you wish. Duval Street is famous for its bars, cafes and shops. It’s a great place to stroll at your own pace. Hemingway fans may want to stop by Sloppy Joe’s, one of the author’s favorite hangouts. The Ernest Hemingway Home & Museum is another option. It’s located at 907 Whitehead Street in the heart of Old Town Key West. Step back in time and tour the rooms and gardens that witnessed the most prolific 10-year period in his writing career.  Meals B+L+D

Discover Old Havana

Havana was founded in 1519 and within a hundred years it had emerged as one of the Caribbean’s wealthiest ports and an important ship-building center. Although it’s now a vibrant city with more than two million residents, its historical core still retains a wonderful mix of Baroque and Neoclassical architecture. Focusing today on Old Havana  c , our guided tour takes us along the city’s cobblestone streets and through its four main town squares – each with its own distinctive charm and fine Colonial-era landmarks. We’ll also drive along the waterfront Malecón, past the University of Havana and through Vedado – an upscale district where classic, mid-century Havana chic has been seemingly frozen in time. After lunch, we’ll be treated to a private rehearsal with MALPASO - followed by a chance to meet with the talented performers of this independent dance company. We’ll end our guided sightseeing at the lively San Jose Craft Market; it’s one of the best places in the city to shop for Cuban art and handicrafts and offers a chance to engage with the friendly local artisans and merchants. After dinner we’ll go ashore to experience a bit of Havana nightlife as it was in the 1950’s! The city is rich with music history and no group is more famous than the Buena Vista Social Club. In the atmospheric Salón Rojo at the landmark Capri Hotel, we’ll join the living legends of the Social Club for an unforgettable concert.  Meals B+L+D

A Leisurely Day at Sea

This relaxing day is enriched by talks with our shipboard experts; delving into a wide variety of topics from politics and the arts to the continually evolving relationship between our two nations, our shipboard program will enrich your cruise. Fine dining, our Open Bar and the congenial camaraderie of your fellow travelers enhance this day at sea. Meals B+L+D

On our way to Trinidad

Enjoy another delightful day of cruising as we sail along the island’s southern shores toward our second port of call. Enriching talks with our shipboard Cuba experts continue along with wonderful meals and our Open Bar.  Meals B+L+D

Our First Day in Colonial Trinidad

After breakfast we’ll journey into the Valley de los Ingenios  c , a UNESCO World Heritage Site that offers insight into the history of Cuba’s sugar cane industry. At the San Isidro de los Destiladeros Archaeological Site, dating back to the pre-industrial age, we’ll see the original hacienda, a 3-story bell tower and slave quarters. Erected in 1750, the graceful majesty of the 7-story Manaca Iznaga Tower belies its original purpose to observe and control the slaves toiling away in the surrounding sugar cane fields. Today, an ascent to the top reveals the Valley’s pastoral and timeless beauty. Next we’ll meet with the skilled artisans of the generations-old Santander Family Pottery Studio whose works adorn Trinidad’s historic town square. Over lunch at a local paladar, we’ll have a chance to engage with the owner and staff of this privately owned restaurant. In the afternoon, we’ll enjoy a walking tour through the Colonial heart of Trinidad  c . Cited by UNESCO as a World Heritage Site, the town’s historic buildings include the Palacio Brunet and the Palacio Cantero, built with wealth from the region’s lucrative sugar trade. Our guide will also introduce us to the life and works of Yudit Vidal Faife, a local painter who has exhibited her works throughout Cuba and Europe. We’ll also visit the gallery and workshop of Lazaro Niebla Castro, a wood carver of rare skill, vision and passion.  Meals B+L+D

Another Day in Trinidad

Trinidad’s allure is to be experienced not just in the wealth of its city landmarks which we explored yesterday, but also in its delightful setting against the Escambray Mountains. This morning, we’ll journey into these mountain landscapes for a People-to-People experience at a coffee farm. We’ll observe firsthand the traditional techniques behind the high quality of Cuban coffee and learn about the work and life of the farmers. Again at lunch today, we’ll have a chance to engage in casual conversation with the owner and staff of another privately-owned paladar. Before returning to ship, we’ll also stop at a handicraft market where you can engage with the artisans and vendors as you browse and shop for gifts and souvenirs.  Meals B+L+D

Ashore in Cienfuegos

This morning, our exploration into the life and traditions of the Cuban people continues at a farmers market. See the variety of local fruits and vegetables for sale and experience an authentic slice of island life. Then we’ll tour Cienfuegos  c , recognized by UNESCO for its rich architectural diversity, which we’ll explore first in Punta Gorda. Driving along this thin slice of land that extends into the bay, we’ll discover a fine collection of early 20th-century palaces – many built by wealthy Americans during the Batista regime. Back in the center of town, we’ll enjoy a walking tour through the finely preserved Colonial district. After lunch onboard, we’ll return ashore for more People-to-People activities: Our first stop is at UNEAC, an organization of Cuban writers and artists. We’ll meet with its director to learn how the center is helping its members to follow their talents and passions. UNEAC Members even include school-age children, and we’ll be treated to a performance by these young musicians. Then we’ll explore the neighborhood, stopping into galleries and studios to engage with the artists.

A Second Day in the Pearl of the South

Cienfuegos has been described by many as Cuba’s most captivating town. It’s physically handsome and also bestowed with elegance and flair. Culturally and artistically, it’s also one of the most vibrant in Cuba. Our second day here begins outside of town with a guided tour of the Cienfuegos Botanical Garden, established in 1899 by a New Englander named Edward Atkins. We’ll have lunch onboard and then return ashore to spend time at the Tomás Terry Theater, a city landmark easily recognized by its colonnaded entry and the gold-leafed mosaics that adorn its façade. Built in the late 1800’s to honor a South American industrialist, the interior of this 950-seat theater is equally impressive. As part of our people-to-people programming, our visit is highlighted by an exclusive performance by one of Cienfuegos’ finest music ensembles.  Meals B+L+D

A Day at Sea

Enjoy another day of cruising as we chart a eastward course along Cuba’s southern coast. Enriching talks from our experts continue along with the convivial camaraderie of your fellow passengers – all enhanced by wonderful meals and our Open Bar.  Meals B+L+D

Santiago de Cuba + San Pedro de la Roca

Fidel Castro launched the Cuban Revolution in Santiago in 1953 and declared victory here six years later. But the town’s importance goes back hundreds of years earlier to its days as a center of Spanish Colonial power. Starting with these earliest days, we’ll tour the 16th-century mansion of Diego Velázquez, the Spanish Conquistador who served as the first Governor of the island. It’s now a fine museum filled with period furnishings. We’ll have lunch at El Morro, set on a seaside bluff with spectacular views. Nearby is one of Cuba’s most famous UNESCO World Heritage Sites: The Castillo de San Pedro de la Roca c . Built by the Spanish in the 17th century, this massive stone fortress is spectacularly set on a rocky promontory overlooking Santiago de Cuba Bay; it is widely recognized as one of the best examples of Colonial military architecture in the Americas. Before returning to ship, we’ll spend time at Casa del Caribe , founded 35 years ago to preserve Caribbean culture. Spending time with the Casa’s members offers a chance to learn about their spiritual beliefs and daily life.  Meals B+L+D

History + Culture in Santiago de Cuba

Our first sightseeing stop this morning will be at Santa Ifigenia Cemetery. Home to impressive burial crypts and mausoleums, this is a great place to learn about the historical figures buried here including the Cuban national hero José Martí. Our tour will be timed to coincide with the Changing of the Guard – a moving spectacle of pomp and ceremony! We’ll also enjoy a performance by Ballet Folklórico Cutumba. Blending African, European, Haitian and Cuban styles, this company has performed around the world. After the performance, we’ll have time to meet with the dancers. In the afternoon, we’ll visit Revolution Square, a park-like plaza dominated by a monumental bronze statue of Lt. General Antonio Maceo astride a rearing stallion. At the Moncada Barracks, we’ll learn about the events that unfolded here on July 26, 1953 when the 26-year-old Fidel Castro set out with 122 followers to attack the military barracks.  Meals B+L+D

A Delightful Day of Cruising

Enjoy this relaxing day at sea and another chance to engage with our shipboard Cuba experts. Today’s talks and discussions will help you to contextualize all that you have learned and experiences thus far.  Meals B+L+D

A Final Day at Sea

Delight in another day of cruising as we continue our homeward journey toward Miami. Enjoy our final shipboard talks, wonderful meals, congenial conversation with fellow passengers and our Open Bar.  Meals B+L+D

Disembark in Miami

After breakfast, you’ll disembark in the Port of Miami. We include your return transfer to Miami Airport for your homeward flight. Meals B Our people-to-people Cuba voyage is individually programmed and fully compliant with all current U.S. Government regulations for U.S. Citizens traveling to Cuba. Many of the places we visit and the cultural experiences we provide are not in standard touristic venues and are not always available. Thus, your final sightseeing itinerary may vary slightly from what is presented here.

Map

Prices above reflect 50% discount. Port charges are additional at $499 pp. A Cuban visa and medical insurance are required for $126 pp.

Every A+R Journey is carefully crafted with more than 7 decades of expertise helping our guests to experience the world in a more authentic and caring way. Choose from more than 105 Original Journeys With Never More than 16 Guests or book your tour as a Completely Private Experience – whether it’s just the two of you, a small group of friends, or your entire family.

Similar Trips

key west cruise to cuba

Around Cuba by Small Ship 15 Days

Our exclusive Around-the-Island Cuba Cruise uniquely features extended overnight stays in the island’s most important ports - Havana, Trinidad, Cienfuegos and Santiago de Cuba. And with our outstanding Cuban guides, enriching people-to-people cultural activities and complete shore excursion program, you’ll experience more of Cuba’s life and culture.

key west cruise to cuba

Around Cuba by Small Ship 14 Days

Our exclusive Around-the-Island Cuba Cruise uniquely includes Key West and extended overnight stays in Havana and Santiago de Cuba. And with our outstanding Cuban guides, enriching cultural activities and complete shore excursion program, you’ll experience more of Cuba – including the must-see Colonial towns of Trinidad and Cienfuegos.

Accredited Business

Cruise Web

You are using an outdated browser. Please upgrade your browser or activate Google Chrome Frame to improve your experience.

  • Already Booked?
  • My Favorites
  • 1.800.377.9383
  • Email Deals
  • Personal Quote

key west cruise to cuba

  • Advanced Search

Featured Cruise Deals

  • Featured Cruise Deals

Deals by Destination

  • Deals by Destination

Deals by Cruise Line

  • Deals by Cruise Line

Deals by Departure Port

  • Deals by Departure Port

Last Minute Cruise Deals

Last Minute Cruise Deals

Holiday Cruise Deals

Holiday Cruise Deals

Military Cruise Deals

Military Cruise Deals

Family Cruise Deals

  • Family Cruise Deals

Popular Destinations

Australia/New Zealand

  • Canada / New England

Popular Int'l Departure Ports

Amsterdam, The Netherlands

Barcelona, Spain

Civitavecchia (Rome), Italy

Piraeus (Athens), Greece

Reykjavik, Iceland

Southampton, England

Stockholm, Sweden

Sydney, Australia

Vancouver, British Columbia

Venice, Italy

Popular U.S. Departure Ports

Baltimore, Maryland

Boston, Massachusetts

Cape Liberty (Bayonne), New Jersey

Fort Lauderdale (Port Everglades), Florida

Los Angeles, California

Miami, Florida

New York, New York

Port Canaveral, Florida

San Francisco, California

Seattle, Washington

Popular Lines

Popular Lines

Luxury Lines

Luxury Lines

River Lines

River Lines

All Lines

AmaWaterways

Atlas Ocean Voyages

Avalon Waterways River Cruises

Carnival Cruise Line

Celebrity Cruises

Holland America Line

MSC Cruises

Norwegian Cruise Line

Oceania Cruises

Paul Gauguin Cruises

Princess Cruises

Regent Seven Seas Cruises

Royal Caribbean International

Seabourn Cruise Line

Silversea Cruises

Uniworld River Cruises

Viking Expeditions

Viking Ocean Cruises

Viking River Cruises

Windstar Cruises

Land Vacations

Land Vacations

  • Cosmos Tours
  • Globus Journeys
  • Kensington Tours
  • Tauck Tours

All-Inclusive Resorts

Cruising 101

Cruising 101

  • Free Consultation

Why Cruise?

Shore Excursions

Cruising Tips

Future Cruise Credits

Photo Galleries

Specialty Cruises

Specialty Cruises

Group Cruises

Business / Incentive Cruises

Events & Meetings at Sea

Private Charters

Theme Cruises

  • River Cruises

Cruise Tours

Wedding Cruises

Hosted Cruises

Family Cruises

Senior Living at Sea

News Media

News & Media

Press & News

Testimonials

Social Media

Already Booked

Pre-registration

Passports / Visas

Travel Protection

Why Cruise Web

Why Cruise Web?

Our Approach

Low Price Guarantee

Gift Certificates

Need Help

Customer Service

Not sure where to start?

Talk to a travel consultant.

Free quotes. Expert guidance. No booking fees.

Cruise Deals by Destination

Cruise Deals by Destination

Cruise Deals by Departure Port

Cruise Deals by Departure Port

Deals by Cruise Line

  • Departure Ports
  • Photo Gallery

Carnival Cruise Line Cuba Cruises

Once off limits for American travelers, Cuba is now open for cruise exploration with Carnival Cruise Lines. You’ve seen the vintage cars, colorful architecture, and pristine beaches in photos, but now is the time to see it in person. Have you always wanted to try an authentic Cuban cigar? Now is your chance! Immerse yourself in the Cuban culture through food, music, and dance when you sail to Cuba aboard Carnival Cruise Lines. Mingle with locals and experience the Cuba they know and love. Carnival is ready to help you experience Cuba as it is meant to be experienced – up close and in person! Find out more information about Carnival’s cruises to Cuba by calling The Cruise Web today at 1-800-377-9383.

Things to Do on a Cuba Cruise with Carnival Cruise Lines

Dive in and have an authentic Cuban experience with a Carnival cruise to Cuba. You can sample delicious Cuban cuisine that the chefs take a tremendous amount of pride in creating. Travel the Havana streets in one of the famous ‘50s and ‘60s vintage vehicles that dominate the roads. When you are in Cuba, you truly feel as though you have been transported back in time. The pace is slower, food is fresher and people are nicer – and eager to share everything the island has to offer! Check out some of The Cruise Web’s recommended Cuba, Mexico, and Key West excursions below:

El Morro Fort in Cuba

  • Walking Tour of Old Havana and El Morro Fortress (Havana, Cuba) Discover Havana’s colonial past and some of its famous historical sites. You’ll visit the Fortaleza de San Carlos de la Cabana fortress, which was integral in protecting Havana from pirates. You’ll also have the opportunity to engage with local residents working to preserve Cuban heritage and history, then you’ll continue your tour of Old Havana – a UNESCO World Heritage site.  

Cuban Food

  • Havana Traditions and Flavors Tour (Havana, Cuba) Cuba has a strong culture and you’ll experience it best in the food, art, and music of Havana. During this tour you’ll sample traditional Cuban cuisine at a local restaurant, enjoy a live music performance, and learn about the ‘Cuban Marriage’ – a perfect combination of coffee, cigars, and rum – and how to enjoy them like a Cuban.  

Vintage Cars in Havana, Cuba

  • Best of Havana Tour (Havana, Cuba) Want to experience the best of Havana in one day? Then this is the perfect tour for you! A few of the activities you’ll enjoy are: visiting a Cuban community project, exploring the Fortress de San Carlos de la Cabana, learning the cryptic symbolism present in the one of the largest Caribbean cemeteries, and learning how residents built Cuba’s iconic architecture.  

Swimming with Dolphins - Carnival Cruise Lines

  • Swim with the Dolphins (Cozumel, Mexico) Interact with dolphins at Cozumel’s only certified dolphin park! After a brief training session on dolphin behavior, you’ll be fitted with a life vest and get to play around with the marine mammals! First a belly rub, then a dolphin kiss, and finally an unforgettable swim. Other optional activities include a sea lion show, snorkeling, and – of course – relaxing on the beach.  

Parasailing in the Caribbean

  • Key West Parasailing (Key West, Florida) Treat yourself to magnificent views of Key West and its beachfront by soaring hundreds of feet above the ocean! You’ll experience the thrills of an offshore powerboat ride, parachuting, ballooning, and gliding. It’s a perfect way to truly see the natural beauty of Key West, Florida.  

Beach in Cozumel, Mexico

  • Xenses Theme Park (Cozumel, Mexico) Challenge your perceptions and awaken your senses at the Xenses theme park in Cozumel, Mexico. You’ll experience a fantastic journey through air, land, and water that will awaken senses like never before as you “Live the Unimaginable” at Xenses Park.  

Top 10 Carnival Cruise Line Cuba Cruises

Carnival cruise line cuba departure ports.

Learn more about the available departure ports for a Cuba cruise with Carnival Cruise Line. Your fun Carnival Cuba cruise could embark from any of the following departure ports:

Photo Gallery for Carnival Cruise Line Cuba Cruises

Check out our image gallery of Cuba cruising photos for Carnival Cruise Line. This gallery offers merely a preview of the experiences waiting for you on a Carnival Cuba cruise vacation.

We Make Vacation Planning Easy

With an overwhelming world of choices, we understand you may need some personal assistance to plan your perfect vacation. From finding the right destination to choosing the best departure date, we're here to help. Plus, our experienced travel consultants have access to exclusive vacation deals to make sure you get the best value for your time and money.

Expert guidance. No booking fees.

Find a cruise.

  • All Cruise Types
  • Popular Cruises
  • Luxury Cruises

Vacation Deals

Destinations & ports.

  • All Destinations

Cruise Lines

  • Popular Cruise Lines
  • Luxury Cruise Lines
  • River Cruise Lines
  • All Cruise Lines
  • All About Cruising
  • Already Booked

Social

Follow our social media and blog for the latest cruise and travel news, including our best vacation deals.

  • Monthly Newsletter

Air Key West Logo

3471 S. Roosevelt Blvd. Key West, FL 33040 Phone (main): (305) 923-4033 Phone (Havana Day Trips): (305) 290-3563 Phone (after-hours / urgent mobile): (305) 923-4034 Email: [email protected]

Havana day trips, yes, legal day trips to cuba are again available.

Air Key West operates in full compliance with the new stricter US regulations announced 4 June 2019.

Our excursions fall under OFAC’s “ Support for the Cuban People” guidelines by assisting and sponsoring Cuban entrepreneurs and their privately-owned and privately-run businesses to the maximum extent possible.

Our Havana Day Trip Ernest Hemingway excursion explores and educates travelers on the cultural and historical connections and close ties between Key West and Havana, Cuba.

Scheduled trips are available Tuesdays and Fridays  (eventually increasing back to four days per week).

Your day in Havana:

7:15 AM: Check in at Key West International Airport (KEYW). 8:00 AM: Flight departs Key West. 9:00 AM: Arrive at Jose Marti International Airport (MUHA) in Havana, Cuba where you meet your guide and driver. 9:30 AM: Depart MUHA and travel to “Finca Vigia”, Ernest Hemingway’s house and now museum. View Key West-registered boat “Pilar”. 11:30 AM: Visit the fishing village of Cojimar, where Hemingway would depart on fishing expeditions. 12:00 PM: Lunch at a “paladar” (privately-owned restaurant) in Cojimar. 1:30 PM: Visit Old Town Havana Hemingway literary landmarks including:

  • “Ambos Mundos” hotel, where Hemingway frequented and whose room is maintained as a free museum.
  • “La Bodeguita del Medio” restaurant and bar favored by many writers and poets, including Hemingway.
  • “La Floridita” restaurant and bar that claims to be the birth place of the daiquiri, Hemingway’s favorite drink.
  • Shop for crafts directly from local vendors at a local market.

4:00 PM: Meet driver at “Parque Central” for return to MUHA. 5:00 PM: Flight departs MUHA. 6:00 PM: Arrive at KEYW.

$1,195 per person

  • Visa & all required documentation
  • Transportation & guide in Cuba
  • Entry to all museums & points of interest
  • Lunch & drinks
  • All US & Cuban government taxes  

Requires booking no later than 12:00 PM the day prior and a valid passport.

For additional information, or to book via the phone, call (305) 290-3563

key west cruise to cuba

All Inclusive Cuba Charters

Best of Havana & Varadero Beach Days

                            ALL INCLUSIVE TRIPS IN SUPPORT OF THE CUBAN PEOPLE                                                       Look Under Sample Itinerary for details about our new trip Taste of Havana and all our packages!   

HURRY, MAKE YOUR RESERVATIONS NOW FOR THE HABANO FESTIVAL!  

Majestic seas luxury charters.

Our private luxury charters are in a class of its own! Majestic Seas provides our clients with the only private cruise from Key West to Havana or air travel from Miami to Havana or Varadero.

We have crafted a travel package designed around the vibrant colors, marvelous flavors and energetic sounds of Cuban culture, in one spectacular trip that you will never forget.

You will enjoy 5 fantastic days and 4 memorable nights which will seem like a step back in time on our Best of Havana package. Taste of Havana is a shorter version of this trip for 3 fabulous, full days and 2 amazing nights!          

Varadero Beach Days is 6 glorious days and 5 incredible nights at the WORLD’S 2nd BEST BEACH!  Flying directly into the town, you get the most of your time enjoying the private resort and all the amenities!  Exciting excursions are included.  You will be amazed at what Varadero has to offer and you will be mesmerized by the beauty of this Caribbean beach!

Get ready for an unmatched once in a lifetime experience.

Our private luxury charters are in a class of its own! Majestic Seas provides our clients with the only private cruise from Key West to Havana.  These trips are only available May-August, weather permitting.  Air travel is offered year round.  

While in Havana, you’ll take part in the Support of the Cuban People by visiting historical famous sites, riding in vintage American cars, dining at iconic private restaurants, getting to know local small business owners and basking in the beauty of the crown jewel of the Caribbean.

While in Varadero, you will enjoy charming Cuban culture, the beyond beautiful venue and the quaint historical town.  The award-winning private resort is the backdrop of a week full of interacting with the Cuban people and a relaxing tropical getaway.  This package is first-class in everyway.

key west cruise to cuba

Setting the bar in Humanitarian travel & Support for the Cuban people.

Putting it together;.

Majestic Seas Luxury Charters specializes in travel to Cuba. After extensive exploration and thorough research, we crafted the five-star luxury travel package that everyone is sure to love. Leave all the details, paperwork and legalities to our experts. From the moment you choose your date of travel, we begin to orchestrate the uppermost, first-class details of your trip, either  Best of Havana and Varadero Beach Days.

We got it covered;

Our team will handle all of the requirements for Humanitarian travel and Support of the Cuban People. We are authorized by the U.S. Department of the Treasury’s Office of Foreign Asset Control (OFAC), to officially and legally take Americans to Cuba for the purpose of supporting the Cuban people.  MSLC is proud to carry Humanitarian Aid to the people of Cuba.

You explore;

While in Havana or Varadero, you will be immersed in Cuban culture as we explore various local establishments, talk with the Cuban people, take part in activities only found on the island of Cuba such as authentic Cuban dance lessons and amazing performing arts events, fascinating educational tours, inspiring community projects, and supporting courageous private businesses. Everyday, you shall share in the support of the Cuban people through our organized, private excursions and encourage local entrepreneurs while being chauffeured around the island in privately owned American classic cars from the 1940’s & 50’s. It’s a step back in time that will astonish you.

Visit our Facebook page to see details about upcoming Special Event Trips! Celebrate your special day with us!  Ask about our Wedding/Special Occasion Packages at [email protected]

Explore in american classics.

Best of Havana, Taste of Havana and Varadero Beach Days has arrangements for these classic beauties to escort you around in true Cuban style.

Majestic Seas Luxury Charters supports only local drivers.  Pick your color and your model…let’s go!

key west cruise to cuba

Explore The Art In Cuba

Havana, Cuba is an extraordinary art city. Havana has never been short of an art presence, nonetheless a rising interest with the help of a few private galleries, importance of street art and the development of the astonishing art communes has ignited a great level of creativeness that has truly put the city in the forefront in the art world.

In Cuba, art is everywhere.  You will see beautiful famous masterpieces in galleries.  You will come across magnificent murals, larger than life statues, and breath-taking images in neighborhood parks. Best of all, we will take you to some of the best local artists studios where you will meet them and enjoy their creativity! You may even find yourself taking a few pieces back home with you.  Havana is hosting many great art events in  2024.  Look under Sample Itinerary for more details!

key west cruise to cuba

Explore The Flavors of Cuban Cigars & Rum

Cuban rum and cigars are renowned for their excellence. Experience them both for yourself by visiting the numerous shops and bars in Havana. You will even see craftsmen hand-rolling the country’s famous cigars!

Cuban tobacco is notorious as some of the worlds finest and the Cuban cigars are legendary. You will be able to explore how cigar experts produce these famous cigars that are enjoyed by connoisseurs and celebrities worldwide.  Be a part of the Habano Cigar Festival in February 2024.  Look under the Sample Itninerary for more details!

At the cigar bar or tasting room you will be able to enjoy the perfect “marriage” of a Cuban cigar, a Cuban coffee and Cuban rum.  Cuba has the best rum in the world and on your trip, you will find out which one is your favorite.  

key west cruise to cuba

Exclusive Travel and Accommodations

Although we specialize in the yacht cruise to Cuba, we do offer airline travel when preferred or during the winter seasons, October-March. Make your stay complete in an Old Havana hotel with a rooftop pool and bar.  These are 5-star accommodations, the best in Havana!  Don’t forget to look under Sample Itinerary to see details about our Special Upcoming events this winter!

key west cruise to cuba

Privacy Overview

  •   Questions? Call us  

(877) 243-2378

  • Things To Do
  • Key West Hotels
  • Electric Cars
  • Top 10 Tours
  • Combo Specials
  • Special Offers
  • General Information
  • Dry Tortugas Blog
  • Tour and Activities
  • History and Culture
  • Hotels and Accommodations
  • Key West Attractions
  • Key West Events
  • Nature and Wildlife
  • Transportation
  • Food and Drink
  • Key West Historic Places to Visit

Key West and Cuba

Located just 90 miles north of the Cuban capital of Havana, the islands of Key West and Cuba have quite a lot in common. Not only do they have tropical warm temperatures year-round and the consistent balmy island breeze, Key West and Cuba have gained a lot from each other. In this article we will take a look at the Cuban presence in Key West Florida throughout the history of the small island. Many locals believe that in the next few years, as travel restrictions between Cuba and the United States start to loosen up, ferries will once again run from Key West to Havana the way they did in the first half of the 20th century. Only time will tell, but here is a brief history of how Cuba and Key West have been interconnected.

The Key West Cigar and Cubans

The single largest influence of Cubans in Key West had to do with the cigar industry of the 19th century. It was in 1831 that William Wall, a man from England, opened the first cigar factory in Key West. This brought Cubans to the small island in hordes. With the Cuban Independence War in 1868, Key West quickly became the world's cigar-making capital, bringing even more Cubans to Key West. Spanish quickly became the second language of Key West thanks to this influx of Cuban immigrants (in 1870, the first Spanish-language newspaper, El Republicano, was first published). The boom in the cigar industry in Key West came right on time as the previous major industry of the island (wrecking) was quickly coming to an end thanks to an increase in lighthouse construction and the use of steam ships which wrecked much less frequently. In 1885, there was a major strike among Key West cigar makers, which prompted Vicente Ybor, one of the industry's principle manufacturers, to move his company to Tampa, which also quickly became a hot spot for cigar manufacturing. Even with the start-up of the industry in Tampa, Cubans in Key West worked in 200 cigar factories on the island and produced approximately 100 million cigars each year.

Politics, Cuba and Key West

With the boom of the cigar industry in Key West in the mid 19th century, Cubans had a prominent presence on the island. The first Spanish-language newspaper was published in 1868 and the first Cuban mayor was elected in Key West in 1875. His name was Carlos Cespedes. Cuban revolutionary Jose Marti made many trips to Key West to recruit Cubans to fight for the independence of Cuba and it was right in Key West Florida that he founded the Cuban Revolutionary Party in 1891. Another important role Key West has had in Cuban and US politics is with the USS Maine battleship. The vessel sailed from Key West to Cuba where it was blown up, leading to the official start of the Spanish-American War. Crewmen aboard the USS Maine are buried in the Key West graveyard.

The Mariel Boatlift

Key West also had an important role in the Mariel Boatlift of 1980. The Mariel Boatlift was the result of the Cuban government freeing their borders so that anyone who wanted to leave the island and seek refuge elsewhere was free to do so. The largest majority of Cuban emigrants arrived in ports and docks in Key West and Miami. By the time an agreement was made between Cuba and the US government, it is estimated that some 125,000 Cubans made it to Florida, flooding both Key West and Miami. Key West is still a major arrival point for Cubans fleeing their country and trying to reach American soil. Cubans are not openly welcome to arrive in the United States, but the "Wet Foot, Dry Foot" policy allows immigrants who make it to American soil to remain in the country.

Recent Key West Acticles

Published 12 Nov 2014

Published 05 Nov 2014

Published 30 Oct 2014

Image

Free Sunset Cruise with Power Adventure

Come enjoy a complimentary Champagne Sunset Catamaran Sail as a gift for joining us on Key West's top Do-It-All excursion. Enjoy all the fun in the sun of the Power Adventure including kayaking, snorkeling, parasailing and jet skiing. Then enjoy a relaxing two-hour journey to watch the famous Key West sunset.

Price Match Guarantee

Found a better price online ? We'll Price Match It.

WE WON'T BE BEAT ON PRICE!

In fact, our prices are up to 56% Cheaper*

Best On Key West is the #1 Tour and Activity Concierge in Key West

To prove it we are matching all online pricing on the tours we offer.

For price matching call

*Current Parasailing price on Carnival of $89.99 vs $39.95 with us

Get Your Free Key West Guide

key west cruise to cuba

  • Caribbean & Bermuda
  • Destinations
  • Hotels & Resorts
  • Tour Operators

Sail from Key West to Cuba

key west cruise to cuba

RELATED ARTICLES MORE FROM AUTHOR

  • Travel Guides
  • Africa & Middle East
  • Asia & South Pacific
  • Latin America
  • North America
  • Agent Tools
  • Travel Agent FAMs & Discounts
  • Travel Offers
  • Destination Weddings
  • Eco & Sustainable Travel
  • Spa & Wellness
  • Webinars/Reports
  • About the RCAs
  • 2023 RCA Voting
  • 2022 RCA Winners
  • 2021 RCA Winners
  • Meet Our Editors
  • Saint Lucia Expert (SLEx) Program
  • Saint Lucia Romance Expert Program
  • St. Vincent and The Grenadines Travel Pro
  • Grenada Travel Expert
  • Wellness Travel Specialist
  • Get Educated: Saint Lucia Romance Expert Program
  • Become an Expert — Saint Lucia Expert (SLEx) Program
  • Enroll in the Saint Lucia Romance Expert Program
  • Family Travel Association Affiliate Program
  • ASTA Verified Travel Advisor Certification Program
  • Free Concierge
  • Join the Team

Traveling to Havana Cuba

Traveling To Havana Cuba

Key West To Havana

  • By-the-way, if you take the OKW Havana Daytrip you bypass this mess I describe above, flying directly from Key West (45 minutes) and clearing customs at the “private terminal” where your small group is granted VIP processing in less than 15 minutes. Trust me, it’s worth the extra $100.
  • Latest Posts

Rob O'Neal

  • The Need for Speed - February 27, 2022
  • Traveling To Havana Cuba - January 29, 2022

key west cruise to cuba

Related Content

key west cruise to cuba

Let's Connect!

Post cards from paradise.

Invites to Parties and Events...

  • Your Name *
  • Email This field is for validation purposes and should be left unchanged.
  • Need help? 1-888-751-7804 1-888-751-7804
  • Let Us Call You CALL ME
  • Drink Packages
  • Flights by Celebrity℠
  • Hotels by Celebrity
  • Manage Reservation
  • Shore Excursions
  • Upgrade with MoveUp

key west cruise to cuba

  • My Tier and Points
  • Join Captain's Club

Already booked? Sign in or create an account

  • South Korea
  • New Zealand
  • Grand Cayman
  • St. Maarten
  • U.S Virgin Islands
  • New England & Canada
  • Pacific Coast
  • Antarctic Ocean
  • Panama Canal
  • Transatlantic
  • Transpacific
  • Cruise Ports (+300)
  • Mediterranean
  • Perfect Day at CocoCay
  • All Inclusive
  • Bucket List Cruises
  • Cruise & Land Package
  • Groups & Events
  • New Cruises
  • Popular Cruises
  • Specialty Cruises
  • Destination Highlights
  • Group Excursions
  • Private Journeys
  • Shore Excursions Overview
  • Small Group Discoveries

CARIBBEAN ESCAPES & WEEKEND CRUISES

  • 360° Virtual Tours
  • Celebrity Apex®
  • Celebrity Ascent℠ NEW
  • Celebrity Beyond℠
  • Celebrity Constellation®
  • Celebrity Edge®
  • Celebrity Eclipse®
  • Celebrity Equinox®
  • Celebrity Infinity®
  • Celebrity Millennium®
  • Celebrity Reflection®
  • Celebrity Silhouette®
  • Celebrity Solstice®
  • Celebrity Summit®
  • Celebrity Xcel℠ COMING SOON
  • Explore Edge Series

Galapagos Expedition Series

  • Celebrity Flora®
  • Celebrity Xpedition®
  • Celebrity Xploration®
  • The Retreat
  • All Suites. All Included
  • Iconic Suite
  • Penthouse Suite
  • Reflection Suite
  • Royal Suite
  • Signature Suite
  • Celebrity Suite
  • Aqua Sky Suite
  • Horizon Suite
  • Sunset Suite
  • Concierge Class
  • Galapagos Accommodations
  • Eat & Drink
  • Entertainment
  • Spa & Wellness

Introducing Celebrity Xcel℠

  • Cruising 101
  • Cruise Fare Options
  • Cruise Tips
  • First Time on a Cruise
  • What is Included on a Cruise
  • Future Cruise Vacations
  • Accessible Cruising
  • Captain's Club Rewards
  • Cruise Insurance
  • Flights by Celebrity
  • Healthy at Sea
  • Manage Cruise
  • The Celebrity Store
  • Travel Documents
  • Royal Caribbean International
  • Celebrity Cruises

So much more than a suite

  • 75% Off 2nd Guest + Bonus Savings
  • 3rd and 4th Guests Sail Free
  • Galapagos 20% Savings + Free Flights
  • Resident Rates
  • Exciting Deals
  • View All Offers
  • All Included
  • Cruise & Land Packages
  • Dining Packages
  • Photo Packages
  • Wi-Fi Packages
  • View All Packages
  • Captain's Club Overview
  • Join the Club
  • Loyalty Exclusive Offers
  • Tiers & Benefits
  • Celebrity Cruises Visa Signature® Card

75% Off 2nd Guest + Bonus Savings

Enjoy 75% off your second guest’s cruise fare and get bonus savings of up to $200. Plus, additional guests in your stateroom sail free on select sailings.

video mobile image

Cruises to Key West, Florida

Tabs view key west cruises.

  • Key West Port Guide

Key West Shore Excursions

  • Caribbean Cruises
  • View Key West Cruises

Key West Florida Port Guide

Just the right amount of kitsch, Key West bursts with sunlight, boasts year-round tropical weather, and some of the clearest snorkeling and most preserved coral reef structures in the world. Cruises to Key West, Florida are one of the most popular ways to see this walkable, immersive city. It’s easy to feel at home in Key West among swaying palms and small fishing boats glittering off the harbor. Key West is also famously rough around the edges. Once mostly cut off from the rest of the world, it has persevered through countless hurricanes.  

When your cruise ship docks, seek out a cafe con leche and a slice of key lime pie immediately. Then set out for attractions along Duval Street or Mallory Square, both hubs for shopping and nightlife. Don’t miss the six-toed cats living at Ernest Hemingway’s famed Spanish Colonial house-turned-museum. And, of course, a photo op awaits at the Southernmost Point of the United States, a concrete buoy memorializing Key West’s geography.

No Caribbean cruise is quite complete without experiencing Key West’s day-and-night bustle. If you have enough time, book a catamaran 70 miles west for a day trip to the one-of-a-kind Dry Tortugas National Park, home to the historic Fort Jefferson.

Recommended Sailing

Starting From

Avg. Per Person

Amazing experiences coming soon

Please, come back later to show you what we have available

View All Cruises to Key West, Florida

Top sights & attractions for cruises to key west, key west aquarium.

Hold sea stars, hermit crabs, and conches in the palm of your hands in the “touch tank” of the Key West Aquarium, plus enjoy free guided tours and maybe even a shark feeding session. Open 9am to 6pm, the Key West Aquarium is a delight for the entire family.

Southernmost Point of the United States

At the corner of South Street and Whitehead Street in Key West is a concrete buoy marker of the southernmost point of the continental United States. Passengers on cruises that stop in Key West should see why this is one of the most photographed tourist attractions in the world.

Mallory Square

Catch a Key West sunset from Mallory Square, a waterfront plaza facing the Gulf of Mexico. Mallory Square is the site of a long-running tradition to watch the sunset. Gather among locals and fellow tourists, musicians, and food vendors for a taste of Key West culture.

Key West Tropical Forest and Botanical Garden

Even in December, the forest and plants at this botanical garden in Key West retain their leaves and lush palms. The Garden describes themselves as “frost-free,” a benefit of the tropical climate. Bring the kids for an educational tour on the native plants, and don’t miss the butterfly garden. Damage from Hurricane Irma in 2017 affected the plant life, but passionate employees are working tirelessly to bring the garden back to peak  fullness.

Fort Zachary Taylor State Park

Looking for a quick natural getaway while you’re in Key West? Head to this Florida State Park and National Historic Landmark for swimming, snorkeling, fishing, paddling, and more. Walk along the beach directly overlooking the warm waters of the Gulf of Mexico. Stop at nearby sandwich stand Cayo Hueso for a cold drink or a sandwich.

Learn More About Key West Shore Excursions

Top things to do in key west, explore duval street.

Key West comes alive along the main drag of Duval Street, akin to New Orleans’ famous Bourbon Street. During the daytime, art galleries and outdoor cafes line the street. When the workday ends (or a little before), stop in for a drink at Rick’s Bar or Sloppy Joe’s and find live music along the way. Pub crawls down Duval are famous here, giving travelers a true sense of how fun the Key West nightlife can be.

See the House Where Hemingway Lived

Walk in the footsteps of famous Pulitzer Prize-winning author Ernest Hemingway, who lived at 907 Whitehead Street in Key West from 1931 to 1939. Come see where Hemingway wrote several critically-acclaimed short stories, plus catch sight of the six-toed cats roaming the grounds.

Ascend a Historic Lighthouse

You can climb to the top of The Lighthouse and Keeper’s Quarters Museum for panoramic views of colorful beach homes, signature Florida greenery, and the waters of the Gulf of Mexico unfolding below you. Stop in after your visit to the Hemingway House; the museum is just around the corner.

Take a Break at Smathers Beach

Key West isn’t as famous for its beaches as it is for other activities, but you can still lay down a beach towel and read a book at Smathers Beach. Beautiful palm trees provide a little shade from the Florida sun. You’ll find this half-mile stretch of white sand is the largest public beach in Key West. If you have time, drive less than an hour northeast to Bahia Honda for the kind of Florida beach experience the state is famous for.

Top Food and Drink Spots Near the Key West Cruise Port

Address: 1125 Duval St, Key West, FL 33040

The La Te Da Hotel is also home to a restaurant and bar conveniently in the thick of Duval Street. They put an exciting spin on meatloaf and stuffed baked oysters, and offer mains like yellowtail snapper and crispy duck. Plus, stay late for the evening cabaret show.

El Meson de Pepe

Address: 410 Wall St, Key West, FL 33040

You’ll find all the popular Cuban dishes at El Meson de Pepe. Tapas, tostones, plantains, and traditional Cuban sandwiches are all available here. For dessert, indulge in the coconut flan, then catch the sunset from the outdoor seating overlooking Mallory Square.  

Cuban Coffee Queen

Address: 5 Key Lime Square, Key West, FL 33040

Start your day in Key West with a cortadito, cafe con leche, or Cuban coffee. Coffee is taken seriously in Key West, just like in neighboring Miami, heavily influenced by the Cuban coffee tradition. Cuban Coffee Queen also serves hearty breakfasts, refreshing smoothies, and Cuban sandwiches to keep you going as you continue on your way through town.

Address: 1000 Eaton St, Key West, FL 33040

Find Caribbean food and classic Cuban fare at Bien, a primarily takeout spot with outdoor seating in a laid-back, casual setting. They’re known for their grill-roasted corn-on-the-cob, served with aioli, cilantro, salt, paprika, and lime juice.

Kermit’s Key West Key Lime Shoppe

Address: 200 Elizabeth St, Key West, FL 33040

Even with limited time in Key West, it’s tradition to cut into a huge slice of key lime pie while you’re there. Kermit’s is an institution. The shop has been locally owned and operated for over twenty years. They offer a lunch menu as well, but the key lime is literally their namesake. Try a slice of key lime pie on a stick dipped in chocolate for a really adventurous, decadent take on a classic.

Culture & History of the Key West Cruise Port

Cruises that stop in Key West help the world become familiar with the city’s culture and history. Key West became a Spanish territory, then called Cayo Hueso, in the 16th century. The British claimed ownership of Florida in the 18th century, expelling Native Americans and the Spanish from the area. Eventually, the United States claimed Key West in 1822.

Before the Overseas Highway was built in 1912 to connect the various Florida Keys, Key West itself was in isolation from the rest of the world. Just 90 miles from Cuba, Key West features a huge influence of Cuban culture, particularly in its food and drink.Today, Key West’s economy is driven by tourism. It’s also known for an inclusive, close-knit LGBTQ-friendly community. Maintaining its historic sites like the Hemingway House and Museum or the monument of the Southernmost Point of the United States is a critically important mission for residents as they continue to share Key West’s varied history with the world.

Key West Port Facilities & Location

The Port of Key West is comprised of three docks: Pier B, Mallory Square, and the Navy Mole. If your ship docks at the Navy Mole, there will be a shuttle trolley available to take you into town. Celebrity cruises to Key West, Florida typically dock in Pier B, which is a short walk from many attractions. If you’re at a loss for what to see first, try the Key West Aquarium, the Key West Shipwreck Museum, or the Truman Little White House.

Transportation in Key West

Key West is only about four miles long and two miles wide, which means tackling the city on foot isn’t such a daunting idea. But there are also a variety of other methods to see Key West, like the Old Town Trolley. This simple hop-on, hop-off trolley service runs all day. You can also rent bikes or scooters to catch the Key West breeze while you explore. By-the-minute pedicabs are also scattered throughout the town. For a sightseeing tour you’ll never forget, take the Conch Tour Train, which has been showing tourists around town since 1958.

Shopping Near the Key West Cruise Port

While on cruises to Key West, Florida, you’ll find no shortage of souvenir shacks, roadside t-shirt vendors, and Florida-related memorabilia celebrating and embracing Key West’s quirkiness. Head to Duval Street for the majority of shops, independently-owned boutiques, and galleries in the city. Or shop at Mallory Square for interesting goods like sandal and surf shops or markets for seashells and sea sponges.

Local Currency & Tipping Customs

Key West’s official currency is the U.S. dollar (USD), and ATMs are widely available. Credit cards like VISA and MasterCard are accepted most places as well. Tipping in Key West is similar to other U.S. destinations. Leave a 15-20% tip at restaurants and bars. Don’t forget to tip your barista for your morning cafe con leche, too. Carry a little bit of cash for your tour guide or bellhop.

Find Cruises to Florida's Key West Port

You might also like.

Cruises from Florida

7-Night Western Caribbean Cruises

Western Caribbean Cruises

Eastern Caribbean Cruises

Cruises from Florida to Bahamas

Cruises to Mexico from Florida

Weekend Cruises

Cruises from Tampa to Key West

What Is Key West Known For?

7 Day Caribbean Cruises

3 Day Cruises from Florida

Best Places to Go Snorkeling in Key West

Bahamas Cruises from Miami

5-day Caribbean Cruises

Best Things to Do in Key West for Couples

When Is the Best Time to Visit Key West?

One Day in Key West

Best Beaches in Key West

Previewing: Promo Dashboard Campaigns

We value your privacy

This site uses cookies and similar technologies to analyse traffic, personalise content and ads, and provide social media features. Learn more and adjust settings.

  • Saved Hotels
  • Get lower rates on thousands of hotels.
  • or create an Account
  • Vacation packages
  • Things to do
  • Trips for Me
  • Travel Deals
  • Get Inspired
  • Groups & meetings
  • List your property
  • Sign in to see exclusive Member Discounts.
  • Create an Account
  • Not ? Log in to your account
  • Customer Support
  • Manage My Trip
  • Feedback Opens in a new window

Create your free account

Sign in to your account, cruises to cuba.

  • flights Created with Sketch. Flight only Tab 1 of 5
  • cruises Created with Sketch. Cruise Tab 5 of 5 selected

Children under 2 must either sit in laps or in seats.

Cuba Cruises

What can I expect on a cruise to Cuba?

  • Cuban culture: It’s more than cigars, sugar, and rum. Cuba has a vibrant, exciting culture, from the dramatic dance moves of mambo and rumba to the spicy flavors of ropa vieja and mojo marinade.
  • Shore excursions: If you need help planning , simply book a tour and let the tour guides show you around. Old Havana (a UNESCO World Heritage Site), the former home of famed author Ernest Hemingway, and Almacenes San José Artisans Market are just a few of the sights you’ll see.
  • Great cruise deals: We  offer the best prices on Cuban cruises, plus special offers like shore  excursion discounts, on-board credits, and free Wi-Fi.

Where can I visit on a Cuba cruise?

  • Key West: The Florida  Keys are the essence of laid-back, tropical vibes, and Key West is their  capital. Wander among pastel houses and snorkel or dive the coral reefs at this  popular cruise destination .
  • Ocho Rios: You can’t  resist this northern coastal town’s dramatic waterfalls, coastline, and  rainforest—not to mention the pristine beach.    
  • Grand Cayman: Shop ’til you drop in glitzy George Town and lounge on Seven Mile Beach with the rich and famous. It’s no wonder that this Caribbean island is a popular stop for cruise ships visiting Cuba.
  • Western Caribbean:  Other cruise destinations in the Western Caribbean include the sparkling waters  of Cozumel and the Mayan ruins of Costa Maya, Mexico, and the famed diving of  Roatan, Honduras, home to the world’s second largest coral reef.

Which cruise ship to Cuba is  right for me?

  • Royal Caribbean: You  can’t go wrong with a cruise  line that has “Caribbean” in the name, right? Add in a great ship name  like Empress of the Seas ,  and you know you’re in for a legendary good time.
  • Norwegian  Cruise Line: Offering 4- and 5-day cruises to Cuba departing from Miami,  Florida, the Norwegian Sun  and Norwegian Sky cruise  ships are great options for those who just want a quick itinerary.
  • MSC  Cruises: Cruise with a touch of luxury on this Swiss cruise line’s  Caribbean ship, the MSC  Armonia . Kids 11 and younger sail free, but with adults-only pools and 24-hour  room service, this line appeals to all ages.

Cheap Hotels

Estimated price for 1 night/2 adults

CasavanaCuba Boutique Hotel

CasavanaCuba Boutique Hotel

Stay at this 3.5-star guesthouse in Havana. Enjoy free parking, breakfast, and onsite spa services. Our guests praise the breakfast and the helpful staff in ...

CasavanaCuba Boutique Hotel $50 Apr 24 - Apr 25

Alhabana

Stay at this 3-star hotel in Havana. Enjoy free breakfast, free parking, and WiFi. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Alhabana $58 Apr 27 - Apr 28

La Villa Teresa

La Villa Teresa

Stay at this 4-star spa B&B in Havana. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...

La Villa Teresa $54 May 8 - May 9

SAN IGNACIO 659

SAN IGNACIO 659

Stay at this 3.5-star business-friendly aparthotel in Havana. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Hotel Nacional de Cuba ...

SAN IGNACIO 659 $83 May 9 - May 10

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other Cruise Destinations

  • Arctic / Antarctic
  • Australia / New Zealand
  • Canada / New England
  • Central America
  • Galapagos Islands
  • Middle East
  • Panama Canal
  • South America
  • South Pacific

*Prices are cruise only, per person, double occupancy. Taxes, fees and port expenses not included. Rates are valid for US and Canadian residents only. Fuel supplement may apply. Savings advertised and Expedia Extras are based on specific cabin types and sailing dates, and may not be available for all cabin types/sailings.

Travelocity

  • About Travelocity
  • Advertising
  • Privacy Policy
  • Terms of Use
  • Accessibility
  • Your Privacy Choices

Other Links

  • USA Vacation Packages
  • USA Flights
  • USA Car Hire
  • Unique Places to Stay
  • Travelocity Merchandise
  • Travelocity Guarantees
  • Travelocity Reviews
  • Travelocity Coupon Code

Global Sites

Partner services.

  • Add a property

© 2024 Travelscape LLC, An Expedia Group Company. All rights reserved. Travelocity, the Stars Design, and The Roaming Gnome Design are trademarks of Travelscape LLC. Use of this Web site constitutes acceptance of the Travelocity User Agreement and Privacy Policy. CST# 2083930-50

VisitingKW

Key West Uncovered: Your Passport to Paradise!

How To Get To Cuba From Key West

Imagine being just a short boat ride away from the vibrant and culture-rich island of Cuba, all while starting your journey from the stunning coastal city of Key West. In this article, we will explore the various ways you can make your way from Key West to Cuba, offering you tips and guidance on how to embark on this exciting adventure. So, if you’re ready to discover the enchanting charm of Cuba from the convenience of Key West, let’s dive into the details and get you on your way!

Table of Contents

Commercial Flights

To travel to Cuba from Key West, one option is to take a commercial flight. Several airlines now offer direct flights from Key West International Airport (EYW) to Havana’s Jose Marti International Airport (HAV) and Varadero’s Juan Gualberto Gomez Airport (VRA). These flights provide a convenient and time-efficient way to reach Cuba, with flight durations typically ranging from just over an hour to two hours.

Charter Flights

Another option for traveling from Key West to Cuba is to take a charter flight. Charter flights are operated by private companies and offer more flexibility in terms of departure dates and times. These flights may also provide a more personalized experience, as they usually accommodate a smaller number of passengers. However, it’s important to note that charter flights may be more expensive than commercial flights and may require advance booking.

Ferry Services

If you prefer a scenic journey, you can opt to travel to Cuba by sea. Currently, there are ferry services available from Key West to Havana. These services offer a unique experience, allowing you to enjoy the breathtaking views of the ocean during your journey. However, it’s important to check the availability and schedules of ferry services, as they may vary depending on the season and weather conditions.

Private Boats

For those who own a private boat or have access to one, traveling to Cuba by sea can be an exciting option. This allows you to have more control over your travel itinerary and enjoy the freedom of exploring the Cuban coastline at your own pace. However, it’s crucial to research and comply with all the necessary regulations and requirements for private boaters entering Cuba.

How To Get To Cuba From Key West

Travel Regulations

Visas and entry requirements.

Before traveling to Cuba, it’s essential to understand the visa and entry requirements. U.S. citizens must have a valid passport and a Cuban tourist visa, also known as a “tourist card,” to enter the country. These tourist cards can be obtained through Cuban consulates or from authorized travel agencies. It’s important to plan ahead and ensure that you have all the necessary documents before your trip.

Tourist Cards

To obtain a Cuban tourist card, you will need to provide certain information, including your personal details and the purpose of your visit. The tourist card is usually valid for a specified period, typically 30 days, and can be extended if necessary. It’s important to note that the Cuban tourist card is not a substitute for a visa, so it’s crucial to check the specific requirements based on your nationality before traveling.

Authorized Travel Categories

In addition to the visa and tourist card requirements, U.S. citizens must comply with the travel regulations set by the U.S. Department of the Treasury’s Office of Foreign Assets Control (OFAC). These regulations currently permit certain categories of authorized travel to Cuba, such as family visits, educational activities, professional research, and humanitarian projects. It’s important to determine which category applies to your travel plans and ensure that you meet the necessary criteria.

Key West to Havana Options

Non-stop flights.

For travelers looking for the most direct and time-efficient option, non-stop flights from Key West to Havana are available. These flights enable you to reach Havana without any layovers or connections, providing a streamlined travel experience. Non-stop flights are typically offered by commercial airlines and are popular among those who prioritize convenience and wish to minimize travel time.

Connecting Flights

If you’re flexible with your travel schedule and looking for more flight options, connecting flights from Key West to Havana are worth considering. These flights involve a layover or connection at another airport before reaching Havana. While connecting flights may add some travel time, they often provide more flexibility in terms of departure dates, times, and potential cost savings.

How To Get To Cuba From Key West

Key West to Varadero Options

Similar to the Havana route, non-stop flights are also available from Key West to Varadero. Varadero’s Juan Gualberto Gomez Airport is a popular tourist destination known for its stunning beaches and resorts. Non-stop flights offer a direct route to Varadero, eliminating the need for layovers or connections and allowing travelers to start their beach vacation as soon as they arrive.

For those who prefer a wider range of flight options, connecting flights from Key West to Varadero are available as well. These flights may involve a layover or connection at another airport before reaching Varadero. Connecting flights provide more flexibility in terms of departure dates, times, and potential cost savings. They can be a great option for budget-conscious travelers or those looking to explore additional destinations during their journey.

Key West to Other Cuban Cities Options

While non-stop flights from Key West to other Cuban cities may be limited, there are still connecting flight options available. These flights usually require a layover or connection at a major airport in Cuba, such as Havana or Varadero, before reaching your final destination. It’s important to check the flight schedules and availability, as well as any visa or entry requirements specific to the city you plan to visit.

Navigating Cuban Airports

Jose marti international airport (hav).

Jose Marti International Airport (HAV) is the main international airport in Cuba and serves as the gateway to the country for many travelers. Located in Havana, this airport offers a range of amenities and services, including currency exchange, duty-free shops, restaurants, and transportation options. It’s important to allocate sufficient time for immigration and customs procedures upon arrival and departure, as well as to familiarize yourself with the airport layout to ensure a smooth travel experience.

Juan Gualberto Gomez Airport (VRA)

Juan Gualberto Gomez Airport (VRA) is the primary airport serving Varadero and the surrounding resort areas. This airport welcomes a large number of international tourists, particularly those visiting the famous Varadero beaches. Similar to Jose Marti International Airport, VRA offers various facilities and services to cater to travelers’ needs. It’s advisable to arrive early and allow ample time for immigration, customs, and baggage claim procedures.

Other Major Airports

In addition to Jose Marti International Airport and Juan Gualberto Gomez Airport, there are other major airports in Cuba that cater to domestic and international flights. These include airports in cities like Santiago de Cuba, Holguin, and Santa Clara. Although non-stop flights from Key West to these cities may be limited, connecting flights may be available, allowing you to reach your desired destination with ease.

Booking Accommodations

Cuba offers a range of hotel options to suit different preferences and budgets. From luxury resorts to budget-friendly accommodations, there is something for everyone. Many international hotel chains have established a presence in major Cuban cities, providing high-quality amenities and services. It’s advisable to book accommodations in advance, especially during peak travel seasons, to secure the best rates and availability.

Casas Particulares

For a more authentic and personalized experience, consider staying in a casa particular. These are private homes that rent out rooms or apartments to travelers. Staying in a casa particular allows you to immerse yourself in the local culture and interact with Cuban families. These accommodations often provide a warm and welcoming environment, offering a unique insight into everyday life in Cuba. It’s recommended to research and book casas particulares in advance, ensuring a comfortable and enjoyable stay.

Online Booking Platforms

To simplify the accommodation booking process, various online platforms allow travelers to search and secure accommodations in Cuba. Websites and apps such as Airbnb, Booking.com, and Expedia offer a wide range of options, allowing you to browse through different properties, read reviews, and make reservations conveniently. These platforms often provide detailed information about the accommodations, including photos, amenities, and pricing.

Exploring Cuba

Must-visit destinations.

Cuba is a country rich in history, culture, and natural beauty. From the vibrant streets of Havana to the colonial charm of Trinidad and the stunning beaches of Varadero, there are countless destinations to discover. Other notable places to visit include Viñales, known for its picturesque tobacco fields, and Santiago de Cuba, famous for its Afro-Cuban music and dance. It’s recommended to plan your itinerary in advance and allocate sufficient time to explore the diverse attractions Cuba has to offer.

Transportation within Cuba

Getting around Cuba can be done through various means of transportation. Taxis, both privately-owned and state-owned, are readily available in major cities and tourist areas. Classic American cars, known as “yank tanks,” offer a nostalgic and unique mode of transportation, particularly in Havana. Additionally, there are Viazul buses that provide affordable and comfortable intercity travel. For shorter distances or when exploring smaller towns, bicycle rentals and horse-drawn carriages can be charming options.

Cuban Currency

Cuba has its own currency system, with two separate currencies in circulation: the Cuban Convertible Peso (CUC) and the Cuban Peso (CUP). The CUC is primarily used by tourists and is pegged to the U.S. dollar, while the CUP is the currency used by locals. It’s important to familiarize yourself with the currency exchange rates and have an understanding of the different denominations to ensure smooth transactions. It’s advisable to carry cash in Cuba, as credit and debit cards may have limited acceptance.

The official language of Cuba is Spanish. While English is spoken and understood in tourist areas, it’s helpful to learn a few basic phrases in Spanish to communicate with locals. Cubans are generally friendly and appreciate the effort to speak their language. Additionally, having a pocket-sized Spanish phrasebook can be useful when traveling to more remote areas where English may be less commonly spoken.

Returning to Key West

Departure process.

When departing Cuba and returning to Key West, it’s important to allow sufficient time for check-in, security procedures, and immigration. Depending on the airport and flight, arrival at the airport at least two to three hours before the scheduled departure time is typically recommended. It’s advisable to arrive early to avoid any potential delays and ensure a stress-free departure.

Customs and Immigration

Upon arrival in Key West, U.S. citizens will need to pass through customs and immigration. It’s essential to have all the necessary documentation ready, including your passport and any customs forms provided during your flight. Be prepared to answer questions about your trip and declare any goods or items you are bringing back from Cuba. It’s important to comply with all customs and immigration regulations to avoid any potential issues.

Souvenirs and Cuban Goods

Bringing back souvenirs and Cuban goods from your trip is a common practice. However, it’s important to familiarize yourself with the U.S. customs regulations regarding the importation of Cuban products. Certain restrictions and limitations may apply, particularly on items such as cigars and rum. It’s recommended to check the latest guidelines from the U.S. Customs and Border Protection agency to ensure compliance with the regulations.

In conclusion, whether you choose to travel to Cuba from Key West by air or sea, understanding the necessary travel regulations, booking accommodations in advance, and preparing for the unique experiences and opportunities Cuba offers will contribute to a memorable and enjoyable journey. From exploring the vibrant streets of Havana to relaxing on the beautiful beaches of Varadero, Cuba has something to offer every traveler. Plan your trip, immerse yourself in the rich culture, and create unforgettable moments on this Caribbean island.

Related Posts:

  • What Airport To Fly Into For Key West
  • Who Flies Direct To Key West
  • Where To Fly Into Key West
  • How Long To Spend In Key West
  • What Airports Fly Direct To Key West
  • How Far Is Key West From.miami
  • Enable Accessibility

User Picture

  • 00800 0310 21 21 1-855-577-9489 1-877-288-3037 1-877-288-3037 1-877-474-2969
  • | NCL Travel Blog">11-Reasons to Cruise to Alaska this Summer | NCL Travel Blog
  • | Norwegian Cruise Line">14-Day Authentic Alaska - Northbound Cruise Tour | Norwegian Cruise Line
  • | Deck Plans | Norwegian Cruise Line">14-Day Authentic Alaska - Southbound Cruise Tour | Deck Plans | Norwegian Cruise Line
  • | Norwegian Cruise Line">20-Day Transpacific from Tokyo (Yokohama) & Alaska | Norwegian Cruise Line
  • | NCL Travel Blog">11 Reasons to Cruise to Alaska this Summer | NCL Travel Blog
  • View All Results
  • Preferences
  • Latitudes Rewards
  • Special Offers
  • Personalised Recommendations
  • Make reservations before you cruise
  • 1 (current)

* Terms & Conditions Package not available on sailings less than 5 days or charter sailings.

key west cruise to cuba

Select a Month to update Weather info

  • MONTH Apr Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
  • AVG. TEMPERATURE thermometer 27 ° C HIGH 22 ° C LOW
  • AVG. PRECIPITATION drops 53 MM
  • Cruise Ports

Key West, Florida

  • Need to Know
  • Itineraries
  • VIEW CRUISES

Located at the southernmost tip of the United States, this cool little island hideaway is closer to Havana, Cuba, than it is to Miami. Visit two of Key West's best attractions, the Key West Shipwreck Treasures Museum and the Key West Aquarium.

Key West Cruise Image Gallery

  • Ernest Hemingway House
  • Southernmost Point
  • Stunning views
  • Soft sands and warm waters
  • Meet the colourful locals
  • Whimsical crafts
  • Grilled shrimp by the Harbor
  • White Knuckle Thrill Boat
  • Travel by trolley

Hemingway House in Key West

What you NEED TO KNOW

key west cruise to cuba

Featured Key West CRUISE ITINERARIES

Virgin Voyages' guide to Cruise Key West

A haven for artists and sunset-seekers alike, the only poetic rival to the writers who called Key West home is the geography itself.

It’s all a breeze in the keys

More than its pirate past and raucous Duval Street parties (although, to be fair, those are worth the hype), Key West is home to an ever-evolving community of boundary-pushing artists and dedicated preservationists—lined with pastel-colored houses and nights spent toasting sunsets so incredible they inspire some of the world’s most sacred art.

What to see and do on the island

The Shore Things, the tour things and Hemingway’s fur things

Dolphin Watch and Wildlife Snorkel

A dolphin-watching and wildlife snorkeling trip

Key West Rum & Cigar Tasting Tour

A tour of the cigar and rum industry in Key West

The Duval Crawl: Key West's Pub Crawl

Pub crawl down Duval Street at the liveliest bars

Key West Rum and Cigar Tasting Tour

The duval crawl: key west's pub crawl, we have even more in our curated catalog., named by spanish settlers — english speakers heard, “key west” instead., shore things.

Parasail the Painted Island Skies

Float through the air as one of the 12-passenger parasailing boats glides you past sights that can only be seen from the air. As you parasail, take a look below to spot dolphins playing in the surf, or colorful tropical birds flying past.

When the sun sets in Key West… you’ll know. And not just because a myriad of artists from Jimmy Buffet to Judy Blume will make art inspired by the island’s evening end. You’ll know because the sky lights up like fire—tangerine and gold stretching far and wide across the Caribbean sea as you pull away from the dock. Setting on a day spent in a place that goes far beyond a bachelor and bachelorette party destination—where the best of New Orleans and Nantucket meet in the Caribbean to create a little island with a very big personality.

Set Sail the Virgin Way

Set sail the Virgin way and find a new approach to cruise vacations. Select this special itinerary and let's sail.

Fire & sunset soirées.

Painted skies in the Florida Keys

Be the first to get our exclusive deals + onboard happenings

Oops, something went wrong. Please try again or visit our Contact Us page. You can also:

  • Check you've typed your email address correctly.
  • Make sure you've checked the signup box.

Read the Latest on Page Six

latest in US News

Biden weighs amnesty for 1M illegal spouses of US citizens before election: report

Biden weighs amnesty for 1M illegal spouses of US citizens before...

Ilhan Omar's daughter Isra Hirsi claims Columbia anti-Israeli protesters were attacked with 'chemical weapons'

Ilhan Omar's daughter Isra Hirsi claims Columbia anti-Israeli...

Barnard suspends at least 53 students over Columbia anti-Israel protest: report

Barnard suspends at least 53 students over Columbia anti-Israel...

FTC votes to ban noncompete agreements despite business groups' vow to sue

FTC votes to ban noncompete agreements despite business groups'...

God's Misfits cult grandma Tifany Adams, accused of killing 2 Kansas moms, is 'unhinged' conspiracy theorist: pal

God's Misfits cult grandma Tifany Adams, accused of killing 2...

Alec Baldwin's scuffle with anti-Israel agitator 'Crackhead Barney' spilled onto sidewalk outside NYC coffee shop, photos show

Alec Baldwin's scuffle with anti-Israel agitator 'Crackhead...

Misogynistic maniac who punched several women charged in string of random NYC assaults over past month

Misogynistic maniac who punched several women charged in string...

NYC’s top lawyer learned  she's being replaced through the news after raising issues with city repping Mayor Eric Adams in sex misconduct suit: sources

NYC’s top lawyer learned she's being replaced through the...

Carnival cruise ship rescues 27 cuban migrants on rickety wooden boat bound for the us: report.

  • View Author Archive
  • Get author RSS feed

Thanks for contacting us. We've received your submission.

A Carnival Cruise ship veered off course to rescue 27 Cuban migrants who were stranded on a rickety wooden boat in the waters between Florida and the island nation, according to a report.

Carnival Paradise had just set sail from Tampa when it spotted the desperate US-bound migrants about 20 miles off the coast of Cuba,

The ship set a course to intercept their decrepit craft with the high-seas rescue taking place around 2:30 p.m. Sunday, Fox News reported .

Cruise ship rescues migrants.

The cruise ship was bound for Roatan, Honduras when it spotted the Cubans.

All 27 were taken aboard the ship, where they were fed and given medical checkups.

The Carnival crew notified the US Coast Guard and officials in Roatan.

In a statement, Carnival put the number of rescued migrants at 28 and said the ship was still scheduled to arrive in Honduras on Monday but did not provide additional details.

Earlier this month, the US Coast Guard intercepted a ramshackle home-made boat off the Key West shoreline — and shipped all 16 migrants on board back to Cuba, officials said.

Cuban migrants rescued by cruise ship.

The barely-sea-worthy craft — the bow of a small wooden boat with the rest made of foam — was spotted by an eagle-eyed good Samaritan and picked up by the Coast Guard cutter Charles David Jr. on April 7,  according to a press release .

The migrants were taken aboard the cutter and shipped back to Cuba, the Coast Guard said.

Share this article:

  • Cruise Destinations
  • The Bahamas
  • Key-West-Cruises

Key West, FL

key west cruise to cuba

  • Carnival Dream
  • Carnival Liberty
  • Carnival Miracle
  • Carnival Paradise
  • Carnival Spirit

* Coming Soon

key west cruise to cuba

  • Things To Do
  • Past Guest Photos

Cruises to Key West are packed with coastal-town energy and layers of American history just waiting to be discovered. Enjoy a laidback Caribbean vibe with a dash of the high life on Carnival cruises to Key West. The southernmost island of the Florida Keys, Key West is a sunny, fun-loving place with plenty of charm, and more than a little touristy goofiness. (But that’s optional.) Key West cruises deliver you to palm-shaded streets lined with gaily-painted bungalows, vintage saloons and blooming tropical flowers. Whether life’s a beach or you’re life of the party, cruises to Key West definitely over-deliver.

  • Stroll amid 19th-century architecture in Key West’s Old Town.
  • Step inside the breeze-filled homes of Hemingway and Audubon.
  • Make a pilgrimage to the southernmost point in the United States.
  • Join the perpetual party in one of the town’s old-time fisherman’s saloons.

Things to do in Key West

Gotta see key west.

We have a few ideas for you.

* Taxes, fees, and port expenses are additional per person.

TAG & THEY’RE IT!

Hashtag your cruise photos #carnival and #keywest  — you may see them right here.

key west cruise to cuba

Cruise ship rescues migrants on small wooden boat signaling for help

A massive Carnival cruise ship turned around and rescued more than two dozen Cuban nationals after seeing them signaling from help from a small wooden boat.

The boat was adrift in bad condition with a makeshift sail when crew aboard the Carnival Paradise spotted it about 20 miles west of Cuba on Sunday, reported Fox News .

Cruise crew veered off their route from Tampa, Florida , to Roatan, Honduras, and pulled all 27 Cubans on board at roughly 2.30pm.

The Cubans were all examined by medics on board and provided with food.

Cruise staff notified the US Coast Guar Sector Key West.

Despite the detour, the cruise reached its port at Mahogany Bay in Roatan on time, stated Carnival. The cruise is set to make another stop to Cozumel, Mexico , on Tuesday before returning to Tampa on Thursday.

It was not immediately known if the Cuban nationals stayed or are staying on board until the cruise reaches Florida or whether they disembarked at a port.

Earlier this month, the US Coast Guard spotted another makeshift boat near the Key West shoreline and took in 16 migrants who were repatriated back to Cuba.

‘The Coast Guard’s primary mission is to preserve human life at sea,’ stated Coast Guard Seventh District Lt Matthew Miller. ‘The maritime environment is inherently dangerous. The Coast Guard and our HSTF-SE partners are committed to preventing unsafe voyages at sea and enforcing US immigration laws and regulations.

‘Do not take to the sea.’

The Carnival Paradise incident was not the only out-of-the-ordinary event involving a cruise ship recently.

Last week, a pregnant passenger aboard the Disney Fantasy cruise ship was airlifted by a US Coast Guard helicopter when she began experiencing medical complications. Drone footage showed a Coast Guard crew member being lowered down to the front of the cruise and securing the woman to a rescue basket. She was lifted up and brought into the chopper safely.

Get in touch with our news team by emailing us at [email protected] .

For more stories like this, check our news page .

Get your need-to-know latest news, feel-good stories, analysis and more by signing up to Metro's News Updates newsletter

The Cuban nationals were rescued from the wooden boat about 20 miles west of Cuba (Picture: Bart Wester)

  • Updated Terms of Use
  • New Privacy Policy
  • Your Privacy Choices
  • Closed Caption Policy
  • Accessibility Statement

This material may not be published, broadcast, rewritten, or redistributed. ©2024 FOX News Network, LLC. All rights reserved. Quotes displayed in real-time or delayed by at least 15 minutes. Market data provided by Factset . Powered and implemented by FactSet Digital Solutions . Legal Statement . Mutual Fund and ETF data provided by Refinitiv Lipper .

Carnival Cruise Line ship rescues 27 migrants adrift off Cuba coast

Staff on the bridge of the carnival paradise turned the more than 70,000 ship when they spotted the cubans signaling for help 20 miles offshore..

Christina Coulter

Cruise ship headed from Tampa makes rescue

A Carnival cruise ship that departed from Tampa rescued 27 Cuban nationals who were adrift at sea over the weekend. (Credit: Bart Wester)

A Carnival cruise ship rescued 27 Cuban nationals found adrift and signalling for help roughly 20 miles west of Cuba this weekend. 

The small wooden boat was in visibly poor condition, fitted with a makeshift sail and crowded with passengers, video shared with Fox 13 shows. 

The cruise ship's bridge team turned around the Carnival Paradise on its route from Tampa to Roatan, Honduras to rescue the Cubans around 2:30 pm. Sunday.

NEARLY 30 SILVERSEA CRUISE PASSENGERS SICKENED BY OUTBREAK ON BOARD

27 Cubans rescued by Carnival Paradise crew

Staff on the bridge of the Carnival Paradise turned the cruise liner around to rescue 27 Cuban nationals signaling for help aboard a small wooden boat floating 20 miles from shore.  (Bart Wester)

All 27 passengers were taken aboard, fed and checked by medical personnel, the outlet reported. 

Roatan officials and the U.S. Coast Guard Sector Key West were notified. Neither the Coast Guard sector nor Carnival Cruise Line could immediately be reached for comment. 

FLORIDA MAN BELIEVES SON IS ALIVE AFTER JUMPING OFF CRUISE SHIP: REPORT

27 Cubans rescued Carnival Cruise

The Cubans were taken aboard, fed and examined by medical personnel. It wasn't immediately clear where they are now. (Bart Wester)

The ship's itinerary was not impacted, the liner wrote in a press release, and cruise-goers will reach Roatan's Mahogany Bay today on schedule. Before returning to port in Tampa on April 25, the ship is scheduled to stop in Cozumel, Mexico on April 23. 

DISNEY CRUISE LINE PASSENGER RESCUED BY US COAST GUARD AFTER EMERGENCY OFF PUERTO RICO

Carnival Paradise

The Carnival Paradise was on its way to Roatan, Honduras from Tampa, Florida when the Cubans were spotted. (Photo by ANDY NEWMAN/AFP via Getty Images)

CLICK HERE TO GET THE FOX NEWS APP

This wasn't the first rescue carried out by the more than 70,000 ton ship, Travel and Tour World reported. A sailor was saved by the liner's crew in 2019, and 20 stranded individuals were taken onto the ship in two separate 2022 incidents near Cuba , the outlet reported. 

Christina Coulter is a U.S. and World reporter for Fox News Digital. Email story tips to [email protected] .

Fox True Crime

The hottest stories ripped from the headlines, from crime to courts, legal and scandal.

You've successfully subscribed to this newsletter!

key west cruise to cuba

Carnival cruise ship rescues nearly 30 people from adrift vessel

key west cruise to cuba

A Carnival Cruise Line ship rescued nearly 30 people who were stuck at sea on Sunday.

The crew on Carnival Paradise saved 28 Cuban nationals who were signaling for help on a vessel that was adrift around 2:30 p.m. The cruise ship was headed from Tampa, Florida, to Roatan in Honduras at the time.

“The bridge team onboard spotted the vessel and turned the ship around to rescue them,” Carnival said in a news release . “All were taken aboard, given food and were seen by the medical team.” The cruise line also notified the U.S. Coast Guard Sector Key West and officials in Roatan.

The Coast Guard did not immediately respond to USA TODAY’s request for comment.

The ship was set to visit Roatan on Monday. Carnival Paradise is on a five-day Caribbean cruise that departed from Tampa on Saturday, according to CruiseMapper .

The news comes after Celebrity Cruises’ Celebrity Apex ship rescued seven people in a small vessel adrift between Cuba and Mexico earlier this month. Another Carnival ship, Carnival Jubilee, also rescued two people stuck in a kayak off the coast of Mexico’s Isla Mujeres in January.

Nathan Diller is a consumer travel reporter for USA TODAY based in Nashville. You can reach him at [email protected].

NEWS... BUT NOT AS YOU KNOW IT

Cruise ship rescues migrants on small wooden boat signaling for help

author image

Share this with

The Cuban nationals were rescued from the wooden boat about 20 miles west of Cuba

A massive Carnival cruise ship turned around and rescued more than two dozen Cuban nationals after seeing them signaling from help from a small wooden boat.

The boat was adrift in bad condition with a makeshift sail when crew aboard the Carnival Paradise spotted it about 20 miles west of Cuba on Sunday, reported Fox News .

Cruise crew veered off their route from Tampa, Florida , to Roatan, Honduras, and pulled all 27 Cubans on board at roughly 2.30pm.

The Cubans were all examined by medics on board and provided with food.

The migrants were on a wooden boat with a makeshift sail

Cruise staff notified the US Coast Guar Sector Key West.

Despite the detour, the cruise reached its port at Mahogany Bay in Roatan on time, stated Carnival. The cruise is set to make another stop to Cozumel, Mexico , on Tuesday before returning to Tampa on Thursday.

It was not immediately known if the Cuban nationals stayed or are staying on board until the cruise reaches Florida or whether they disembarked at a port.

Earlier this month, the US Coast Guard spotted another makeshift boat near the Key West shoreline and took in 16 migrants who were repatriated back to Cuba.

‘The Coast Guard’s primary mission is to preserve human life at sea,’ stated Coast Guard Seventh District Lt Matthew Miller. ‘The maritime environment is inherently dangerous. The Coast Guard and our HSTF-SE partners are committed to preventing unsafe voyages at sea and enforcing US immigration laws and regulations.

‘Do not take to the sea.’

The Carnival Paradise incident was not the only out-of-the-ordinary event involving a cruise ship recently.

Last week, a pregnant passenger aboard the Disney Fantasy cruise ship was airlifted by a US Coast Guard helicopter when she began experiencing medical complications. Drone footage showed a Coast Guard crew member being lowered down to the front of the cruise and securing the woman to a rescue basket. She was lifted up and brought into the chopper safely.

Get in touch with our news team by emailing us at [email protected] .

For more stories like this, check our news page .

MORE : I’m desperate to tell the real stories behind our extraordinary Olympians

MORE : There’s a new dividing line in British politics: Gazelles vs Sambas

MORE : Girl, 9, ‘kidnapped’ outside Harrods while shopping with family

Sign Up for News Updates

Get your need-to-know latest news, feel-good stories, analysis and more.

Privacy Policy

Metro on WhatsApp

Get us in your feed

IMAGES

  1. 5-Day Cuba Overnight & Key West from Orlando (Port Canaveral)

    key west cruise to cuba

  2. Key West To Cuba

    key west cruise to cuba

  3. Key West To Cuba

    key west cruise to cuba

  4. Key West To Cuba

    key west cruise to cuba

  5. Key West To Cuba

    key west cruise to cuba

  6. Key West To Cuba

    key west cruise to cuba

VIDEO

  1. March 22, 2024

  2. Key West Beach

  3. Glass bottom boat 3

  4. IMPORTANT CUBAN CURRENCY EXCHANGE UPDATE! Kimberly in Cuba Series ( October 2022 Globe Aware)

  5. Back to the Ship for a little Exploring! Brilliance of the Seas Cruise Vlog [ep6]

  6. Raise the Sail!

COMMENTS

  1. Cruises to Cuba

    Storied architecture — there really is nowhere in the world quite like Cuba. And no other major cruise line takes you on a deeper discovery than Royal Caribbean®. Cuba Getaways. Get all the culture and history of a place untouched by time on 4 and 5 night cruises to Havana, plus enjoy additional stops in Key West, Nassau or CocoCay®.

  2. Key West to Cuba

    Don't miss this fantastic opportunity - contact us today to plan your Cuba adventure! Our professional captains and crews at Havana Fleet are here to provide an unforgettable experience. Explore Cuba's vibrant culture and unique history with a luxurious power yacht charter from Key West. Discover why Cuba is called "The Pearl of the ...

  3. Ultimate Guide to Traveling from Key West to Cuba

    6:00 AM: Arrive at Key West International Airport or designated departure point for the day trip. 6:30 AM: Board a chartered flight or boat for the journey to Havana. Mid-Morning: Arrival in Havana. 9:00 AM: Arrive in Havana, Cuba. 9:30 AM: Clear immigration and customs procedures. 10:00 AM: Begin guided tour of Havana.

  4. 4 Best Ways For Day Trips From Key West To Cuba From An Expert (2024)

    2. Organized Day Trip To Cuba From Key West. 😎 Seat Only On A Chartered Flight. Just the flight from Key West to Cuba, which leaves twice a week from Key West, is $695 per person. The tourist card is around $100, and you must be prepared to show documentation for travel insurance, including health coverage.

  5. Havana Day Trip

    7:00am - Check-in at Key West Airport. 8:00am - 50 Minute Flight to Havana. 9:00am - Clear Customs and start your Havana adventure. 9:30am - Your Havana Excursion begins with a trip to Ernest Hemingway's home in Cuba known as Finca Vigía in San Francisco de Paula Ward in Havana, Cuba. Both Finca Vigía and Hemingway's Key West home ...

  6. Day Trips From Key West To Cuba

    The simplest way to organize a day trip from Key West to Cuba is to travel by ferry. Many ferry companies like Havana Ferry Partners and Cuba Ferries have plans in place to launch services connecting Key West to Havana as soon as travel restrictions between these two countries allow for these kinds of journeys to take place. Havana City , Cuba ...

  7. Key West To Cuba

    Directly across the Straights of Florida from Key West lies the island of Cuba. Only 90 miles away, yet a million miles from any country you've ever visited. Call Key West Charter Boat or fill out a quote form. We'll introduce you to several travel options for journeying Cuba, from single-day round trips to excursions lasting a week or longer.

  8. zAround Cuba by Small Ship with Key West

    Around Cuba by Small Ship 14 Days. ... Read More. Our exclusive Around-the-Island Cuba Cruise begins with Key West and Havana and continues with extended overnight stays in Trinidad, Cienfuegos and Santiago de Cuba. And with our outstanding Cuban guides, enriching people-to-people cultural activities and complete shore excursion program, you ...

  9. Carnival Cruise Line Cuba Cruises

    Cuba cruise vacations from Carnival Cruise Line. 2024, 2025 and 2026 Cuba Carnival cruises to Havana, ... Key West Parasailing (Key West, Florida) Treat yourself to magnificent views of Key West and its beachfront by soaring hundreds of feet above the ocean! You'll experience the thrills of an offshore powerboat ride, parachuting, ballooning ...

  10. Trip Details & Cost

    Majestic Seas Luxury Charters- All Inclusive* Best of Havana 5 day/4 night $4400 per person / Ask about our Group Rate for 6 or more. *Authentic Cuban/Caribbean cuisine and beverages (All meals except for free time.) The yacht will depart Key West on Monday at *8:00 AM and arrive at the Hemingway Marina Harbor in Havana by approximately *2:00 PM.

  11. Havana Day Trips

    All US & Cuban government taxes. Book A Havana Day Trip. Requires booking no later than 12:00 PM the day prior and a valid passport. For additional information, or to book via the phone, call (305) 290-3563. Book A Havana Day Trip. Scheduled day trips to Havana, Cuba. Contact us for details. 305-923-4033.

  12. Which Cruise Should You Take to Cuba?

    Itinerary: Empress cruises four- or five-night sailings from Miami to Havana plus Cozumel, Key West or CocoCay. Empress will also sail seven- and eight-night cruises that stop in Santiago de Cuba ...

  13. Private Charter

    Majestic Seas Luxury Charters. Our private luxury charters are in a class of its own! Majestic Seas provides our clients with the only private cruise from Key West to Havana or air travel from Miami to Havana or Varadero. We have crafted a travel package designed around the vibrant colors, marvelous flavors and energetic sounds of Cuban culture ...

  14. Key West and Cuba

    The Key West Cigar and Cubans. The single largest influence of Cubans in Key West had to do with the cigar industry of the 19th century. It was in 1831 that William Wall, a man from England, opened the first cigar factory in Key West. This brought Cubans to the small island in hordes. With the Cuban Independence War in 1868, Key West quickly ...

  15. Sail from Key West to Cuba

    Guests of The Perry Hotel Key West can take a private yacht charter to Cuba from the hotel's dock with Harmony Yacht Vacations. The 15-hour journey sets sail just before sunset, and upon arrival guests will meet their Cuban guide for their people-to-people tour of the island. A personalized itinerary will be created for guests, including ...

  16. Traveling To Havana Cuba

    Traveling from Key West, there is limited availability to book a Havana Excursion through OurKeyWest, otherwise, you can fly through Miami, which I do most of the time. You'll know you're close to the check-in lines when loud, hurried Spanish is the dominant language, and huge duffel bags wrapped in multiple layers of blue cellophane dot ...

  17. Key West Cruise: Discover Cruises to Key West Florida

    Just 90 miles from Cuba, Key West features a huge influence of Cuban culture, particularly in its food and drink.Today, Key West's economy is driven by tourism. It's also known for an inclusive, close-knit LGBTQ-friendly community. ... While on cruises to Key West, Florida, you'll find no shortage of souvenir shacks, roadside t-shirt ...

  18. Cuba Cruises 2024: Top Cruises to Cuba

    Norwegian Cruise Line: Offering 4- and 5-day cruises to Cuba departing from Miami, Florida, the Norwegian Sun and Norwegian Sky cruise ships are great options for those who just want a quick itinerary. MSC Cruises: Cruise with a touch of luxury on this Swiss cruise line's Caribbean ship, the MSC Armonia. Kids 11 and younger sail free, but ...

  19. How To Get To Cuba From Key West

    To travel to Cuba from Key West, one option is to take a commercial flight. Several airlines now offer direct flights from Key West International Airport (EYW) to Havana's Jose Marti International Airport (HAV) and Varadero's Juan Gualberto Gomez Airport (VRA). These flights provide a convenient and time-efficient way to reach Cuba, with ...

  20. Cruises To Key West, Florida

    Visit Key West, Florida on your next Caribbean cruise on Norwegian Cruise Line where you can see the Key West Shipwreck Treasures Museum, the Key West Aquarium and more. ... Located at the southernmost tip of the United States, this cool little island hideaway is closer to Havana, Cuba, than it is to Miami. Visit two of Key West's best ...

  21. 2024 Key West and Bimini Cruise Vacations

    Virgin Voyages' guide to Cruise Key West. A haven for artists and sunset-seekers alike, the only poetic rival to the writers who called Key West home is the geography itself. With it's fiercely independent personality and leave-your-last-name-at-the-dock attitude, Key West is a celebration of cultural collision — with Bahamian Conch, Cuban ...

  22. Carnival Cruise ship plucks 27 Cuban migrants from rickety wooden boat

    A Carnival Cruise ship veered off course to rescue 27 Cuban migrants who were stranded on a rickety wooden boat in the waters between Florida and the island nation, according to a report.

  23. Cruises to Key West, Florida

    Cruises to Key West are packed with coastal-town energy and layers of American history just waiting to be discovered. Enjoy a laidback Caribbean vibe with a dash of the high life on Carnival cruises to Key West. The southernmost island of the Florida Keys, Key West is a sunny, fun-loving place with plenty of charm, and more than a little ...

  24. Carnival Ship Rescues 27 People Adrift at Sea in the Caribbean

    On Sunday, April 21, 2024, the first full day of her current sailing, Carnival Paradise rescued 27 refugees from Cuba while the cruise ship was sailing west of the island nation en route to Roatan ...

  25. Cruise ship rescues migrants on small wooden boat signaling for help

    The boat was adrift in bad condition with a makeshift sail when crew aboard the Carnival Paradise spotted it about 20 miles west of Cuba on Sunday, reported Fox News.. Cruise crew veered off their ...

  26. Carnival Cruise Line ship rescues 27 migrants adrift off Cuba coast

    A Carnival cruise ship rescued 27 Cuban nationals found adrift and signalling for help roughly 20 miles west of Cuba this weekend. The small wooden boat was in visibly poor condition, fitted with ...

  27. Carnival cruise ship rescues nearly 30 people from adrift vessel

    A Carnival Cruise Line ship rescued nearly 30 people who were stuck at sea on Sunday. The crew on Carnival Paradise saved 28 Cuban nationals who were signaling for help on a vessel that was adrift ...

  28. Cruise ship rescues migrants on small wooden boat signaling for help

    The Cuban nationals were rescued from the wooden boat about 20 miles west of Cuba (Picture: Bart Wester) ... Sector Key West. Despite the detour, the cruise reached its port at Mahogany Bay in ...