trips from key west to cuba

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

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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 Key West day trip to Cuba.

The One Havana Tour I Recommend!

If you visit Havana only on a day trip, the Classic American Car Tour is the one tour I recommend you prioritize to see all of the city. 👉 Click to check availability!

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

#Are there day trips from Key West to Cuba?

If you’re looking for a hassle-free way to travel to Cuba from Key West, 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

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.

😎 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.

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

#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.

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, a great place to visit if resorts and white sandy beaches are your thing.

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

Awesome things to do in Havana Cuba!

Take it from a Scandinavian who has traveled regularly to Havana for five years; here are the best things to prioritize in Havana when you have only 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 to live music (if you are allowed to stay out late)

American Tourists Visiting Cuba

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.

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 as you prefer.

Why make a Key West Day Tour 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, and a small territory filled to the brim with history!

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 local 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. Also, there is no Miami to Cuba ferry, if you were wondering.

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

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!

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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

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?

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?

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?

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

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.

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

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

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

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

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.

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:

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.

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.”

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Tour Havana Cuba

Yes, legal Day Trips to Cuba are again available! Fly round trip from Key West to Havana all in one day.  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).

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.

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]

Scheduled flights to cuba, yes, legal travel to cuba is again possible.

• Flights depart Key West International Airport (EYW) and Havana International Airport (HAV) on Tuesdays and Fridays (eventually increasing back to four days per week).
• EYW-HAV flights will depart EYW at 8:00 AM/ arrive in HAV at 9:00 AM.
• HAV-EYW flights will depart HAV at 5:00 PM/ arrive in EYW at 6:00 PM.
• $695 per-person, round-trip (does not include Cuba visa- required for non-Cuban citizens). Visas will be available for sale ($100 per person) if required.

$695 per-person, round-trip

For additional information or to book via phone call

(305) 923-4033

Air Key West operates in full compliance with the new stricter US regulations announced 4 June 2019.  Travel to Cuba from the US is permissible by the US Department of Treasury for the following reasons:

• Family visits
• Official business of the U.S. government, foreign governments, and certain intergovernmental organizations
• Journalistic activity
• Professional research and professional meetings
• Religious activities
• Public performances, clinics, workshops, athletic and other competitions, and exhibitions
• Support for the Cuban people
• Humanitarian projects
• Activities of private foundations or research or educational institutes
• Exportation, importation, or transmission of information or informational materials
• Certain export transactions that may be considered for authorization under existing Department of Commerce regulations and guidelines with respect to Cuba or engaged in by U.S.-owned or -controlled foreign firms

If you have any further questions, please feel free to contact us, or visit OFAC’s FAQ page at Cuba FAQs , or The US Treasury Department’s guidance on travel to Cuba at Cuba Travel .

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Havana Day Trip

Do I need advanced reservations? Absolutely. This is a very popular, small group excursion with very limited availability. Booking as far in advance as possible is recommended.

Do I need a passport to go to Cuba? Yes, this is a requirement.

How long is the day trip to Havana? Check-in is at 7 am. You will arrive in Havana at approximately 8:50 am. You will return to Key West airport and through US Customs between 6pm-7pm. 

Can I go any day of the week on the Day Trip to Havana? No, Havana Day Trips depart on Tuesdays & Fridays only. You can inquire about private Havana Day Trips, which fly most week days, depending on availability.

What’s included in the Havana Day Trip? An amazing day full of rich culture & history. Airfare, Visa & all required documentation, all transportation, private guide in Cuba, entry to all museums & points of interest, all US & Cuban government taxes, lunch & drinks.

Are there any additional fees or costs beyond the $1195 trip cost? No, the Havana Day Trip is an all-inclusive trip. There will be no additional costs.

How many seats are there on the airplane? We have two aircraft, a 5 passenger & a 10 passenger plane. The size of the plane is determined by the amount of passengers on the trip.

Is there a passenger weight limit on the airplane? No, there is not a weight limit per se, but there is a size consideration. The aircraft are small, so if you require additional space, please purchase an additional seat. Additional seats would be sold at the full ticket purchase price.

What time is check-in for the Havana Day Trip? 7:00 am sharp. Please do not be late.

Where do we check in at the Key West airport? Signature Flight Support, private terminal building at the Key West Airport. 3471 S Roosevelt Blvd, Key West, FL 33040 Map & Directions

Where do we park at the Key West Airport? Driving Directions: Turn into the main entrance of Key West International Airport. At the first stop sign, stay on the ground level towards arrivals. Drive under two walkways.

Parking a car: follow the signs to Short Term Parking. From the parking lot, look for the old control tower. The private terminal building is located just to the right and past the old control tower. The Signature Flight Support logo will be found on the outside of the building.

Dropping off: as you drive under the second walkway, get in the right lane and drive straight past the regular baggage claim and stop at the old control tower. The Signature Flight Support private terminal building is located just to the right and past the old control tower. The Signature Flight Support logo will be found on the outside of the building.

What’s the weather like in Havana? Very similar to Key West temperatures. In the city, it can feel hotter. The summer months are warm & humid.

What should I wear on the trip? Loose fitting, breathable fabrics, closed-toe shoes, hat, & sunscreen. A small umbrella can be helpful during the warmer months for shade.

Will I need to exchange US dollars for the local currency while in Cuba? Right now, you can use US dollars.

Can I bring my cellphone to Havana? Yes, but cell service may be limited to none. Great for taking photos during your trip.

Can I bring snacks and drinks on the trip? You can bring prepackaged foods that are sealed. Please, no fruits, vegetables, or beverages. Water will be provided for you. You can purchase additional beverages throughout the day.

Can I bring back cigars & rum from Cuba? NO. US Customs does not allow the import of any tobacco or alcohol from Cuba. But you can enjoy them during your Day Trip to Havana.

What is the cancelation policy? Cancelations and rebookings incur a 15% cancelation/rebooking fee. Cancelations must be confirmed at least 7 days prior to departure to receive a partial refund. Cancelations confirmed less than 7 days prior to departure will not receive a refund.

NO-SHOWS WILL BE CHARGED THE FULL EXCURSION FARE. Please be on-time for your scheduled trip. Check in is required at 7:00 am. Late arrivals are subject to cancelation without refund.

Online bookings are charged a booking fee by Fareharbor Reservation System. When canceling an Online Booking, the booking fee portion is non-refundable.

Is there any reason this trip may be canceled? The Havana Day Trip requires a minimum of 4 paying passengers to embark, if the airline does not have the required minimum number of passengers, the flight will be canceled, and you will be given the option to reschedule your trip or receive a refund of the ticket price. You may reschedule your Havana Day Trip excursion for a future date within 12 months from your initial booking date. Cancelations due to weather or maintenance or other unforeseen circumstances are at the sole discretion of the pilot & airline for your safety. If the operator cancels the flight, you will be given the option to reschedule your trip or receive a refund of the ticket price. You may reschedule your Havana Day Trip excursion for a future date within 12 months from your initial booking date.

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Zaround cuba by small ship with key west.

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Extended Stays in Port + Deeper Cultural Engagement + More Exploration

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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.

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.

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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.

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.

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Day trips to havana – experiencing a day trip to cuba has never been easier.

It was only a few short years ago that Americans had to lumber through layers of red tape to visit Cuba — even as Havana acted as the closest major city to Key West (only 90 miles from the Southernmost Point). And while the lure of Cuba’s rich history, rums, cigars and nightlife were only minutes away, Cuba became the elusive holiday destination for almost everyone other than U.S. citizens.   That was … until now.  

Robin Smith-Martin, who began his upscale concierge service (OKW or Our Key West) over a year ago, now offers weekly trips to Cuba for tourists and local residents in the Keys. OKW, which partners with Air Key West, provides day trips to Havana that allow visitors to spend the day in Havana with the ability to return to Key West “in time for your dinner reservation.”  

“Havana is our sister city,” said Smith-Martin. “People forget that Key West was Spanish before it became part of America and I hope we can continue and improve the dialogue between our two cities.”  

Although OKW plans to expand into a series of themed day trips in the fall, the current expedition is a “Hemingway Excursion.” According to Smith-Martin, Hemingway embodies the symbol of the relationship between Key West and Havana.  

“The Hemingway Excursion, or experience, allows our guests to explore [Hemingway’s] relationship between Key West and Cuba,” said Smith-Martin. “We all know about Hemingway’s impact and life in Key West, but much of his day-to-day life and writing occurred while he was in Cuba.”  

Four to nine guests are invited on the bi-weekly day trip, with a 50-minute flight from Key West to Cuba that departs at 8 a.m. And by 9:30 a.m., the excursion to Hemingway’s home (about 30 minutes outside of Havana) is underway. From there, participants can enjoy rum, lunch and other cultural interactions in and around Havana—returning to Key West by 7 p.m.  

The costs of the trips vary, but at the time of our interview Smith-Martin said the average price is affordable for the Key West traveler, which includes airfare, travel visa, tax, fees, guide-service, lunch and a stop for rum.   And for those fretting over the hassle of obtaining a visa, Smith-Martin says the typical turnaround time is about two business days.  

“We like to remind people they still need their passports,” said Smith-Martin. “But the visa process is typically smooth. We just ask people to contact us a few days in advance to be safe.”

Like most Key West based businesses, Smith-Martin says that interested locals should take advantage of the Hemingway Experience in the summer months to avoid heavy bookings. However, OKW also plans to expand their air service and themed day trips this fall.  

“We are planning to launch a series next fall around Cuban history, art and culture,” said Smith-Martin. “And we also hope to provide regular flight service to Cuba, which will include the visa.”  

For more on OKW and Havana day trips, visit ourkeywest.com or call 305-290-2049

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Key West To Cuba

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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.

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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.

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When to book flights from key west to havana, faqs for booking flights from key west to havana, do i need a passport to fly between key west and havana.

Yes, you'll most likely have to show a valid passport before boarding the plane in Key West and on arrival in Havana.

Which aircraft models fly most regularly from Key West to Havana?

We unfortunately don’t have that data for this specific route.

How does KAYAK find such low prices on flights from Key West to Havana?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West to Havana.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Havana?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Havana from Key West is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Key West to Havana?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Havana with an airline and back to Key West with another airline. Booking your flights between Key West and HAV can sometimes prove cheaper using this method.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Havana?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Havana from Key West up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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How Far Is It From Key West To Cuba?

Key West is in the United States. It is the most southern point in the US and is famous for a wide range of things.

It has fantastic beaches, nightlife and water sports facilities, as well as many historic sites. There are many different strips in Key West, most famously the Duval Street strip which contains many shops, bars and cafes.

Key West also contains lots of culture. You can visit the Home and Museum of Ernest Hemingway. There are also many great homes and gardens to explore in Key West.

Cuba is made up of a group of different islands, and are part of the insular Caribbean. In Cuba, there is a very diverse and rich nature.

There are many orchids, cacti and palm trees dotted around the country. In addition, the country is home to at least 386 different species of birds. 

The people of Cuba usually speak Spanish, however, there is quite a good education system in Cuba, which has led to the development of a lot of cubanismos which are alterations to the Spanish language that they tend to only use in Cuba.

A large fraction of the population speak English. Cuba also has a very diverse and strong culture which makes it a country with a very strong identity.

Cuba is a big place, so we’ll have to choose somewhere a bit more specific if we’re looking at the distance between Key West and Cuba. Havana is an obvious choice here, being the capital city of Cuba.

Havana is a beautiful city in Cuba that is surrounded by tradition, culture and many cultural attractions. It is located on the western side of Cuba and it is the most populated province in Cuba, despite being the smallest.

The province is home to 2 million people. Havana is a fantastic Caribbean destination, with incredible places to visit with architectural and cultural attractions.

In Havana, customs and traditions of Cuba are still very prominent, making it different from some of the Caribbean islands which consist only of resorts and very little culture. 

Many different places in Havana have been declared UNESCO World Heritage Sites. 

Distance Between Key West And Cuba

The distance between Key West in the United States, and Havana in Cuba is around 105 miles, or 170 km. This is the flying distance.

In order to fly from Key West to Havana, you would likely be in the air for around 5 hours and 10 minutes.

Around 41 flights run on this course each week, so they run fairly often. You can fly using American Airlines, JetBlue Airways or Silver Airways. 

Different Ways To Travel

While flying from Key West to Havana is the quickest and easiest way to travel, there are many other options if you are looking for a cheaper journey, For instance, you can opt to get the bus to Miami, and fly from Miami to Havana.

This is often much cheaper than paying for the flight directly from Key West and so will save you plenty of money.

History Of The Journey

The journey between Key West and Havana is a very important one historically. During the 1950’s, there was a ferry that traveled between the two.

It took you across the water and straight into the Cuban capital. It also had the ability to transport cars across the water. The City of Havana – which is the name of the ship – had been a warship during World War II.

After the war was over, the ship was sold to the West India shipping company and was changed, by them, into a tourist ship. The journey across the sea took 7 hours. 

Key West To Cuba By Ferry

Traveling by sea is a great way to get from Key West to Cuba.

There are many ferry companies that have plans to launch ferries that travel between Key West and Havana, however, at the moment there are a few travel restrictions in place which mean that these journeys are not currently taking place.

When they do, you will be able to get between the two places in around 4 hours. This will be the easiest and quickest way to reach Cuba from Key West.

Things To Do In Havana

There are many different things to do in the Cuban capital city. These include:

• La Plaza de la Revolución. This is one of the most famous landmarks in Havana. Here, you can admire the Che Guevara monument and experience the culture of Cuba. 
• Revolution Museum. This is one of the best museums in Cuba and it contains genuine clothing and artifacts that were used in the Cuban Revolution. 
• Visit Old Havana. This old town is fantastic to visit. It is filled with colorful buildings, small alleyways and historic buildings. It is so pretty and full of important culture. 
• Castillo de la Rela Fuerzas. This fort is star shaped and dates back to the 16th century. This is a great area to visit for bars and restaurants as well as offering stunning views. It is near the ferry terminals. 

Things To Do In Key West

A visit to Key West is very different from a visit to Havana, Cuba. There are many different things that you can get up to including: 

• Snorkeling and diving. There are plenty of great opportunities to engage in snorkeling and diving, as well as many other water sports. 
• Sailing. Sailing is a big part of Key West, and you can experience this easily while you’re there. 
• Jet skiing. Pretty much all water sports are available in Key West, and jet skiing is no exception! 
• Dolphin watching. There are great opportunities to join tours that take you out into the ocean at prime times to spot dolphins. 

Final Thoughts 

There are around 105 miles between Key West and Cuba and there are a few options for travel between the two. Whether you are visiting for work or for pleasure, both of these places are fantastic and shouldn’t be missed!

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Home » Travel Guides » United States » Florida (FL) » 15 Best Day Trips from Key West

15 Best Day Trips from Key West

Florida’s most famous key has long been a popular holiday destination, among both visitors from across the pond and Americans in search of a relaxing spot.

The island city has a lot to offer despite its small size; it has some of the best snorkelling in the US right off shore, as well as plentiful water sport options for the adventurous spirits.

Once the home of Hemingway, there are also many interesting cultural attractions available – with the six-toed cats of Hemingway’s Home and Museum a clear highlight.

There’s also a buzzing strip along Duval Street, with plentiful bars and restaurants to keep visitors entertained at a new spot every night.

The picturesque conch houses along the waterfront form a great background for a relaxed boulevard stroll.

With all this on offer, you may still get itchy feet and fancy a trip further afield, so here are 15 of the best day trips from Key West.

It’s hardly possible to spend time in the sunshine state without at least a short trip to Miami – its glamorous poster child.

Skyscrapers crowd the shore, with a stretch of golden sand lining the front.

It’s got the best party atmosphere in Florida and a jam-packed center filled with restaurants and bars, while the option to hang out front and kick back on a sun lounger is always a tempting alternative.

It’s a bit of a trek from Key West, but well worth the effort for a guaranteed fun day – or crazy night – out.

2. Fort Lauderdale

Key West isn’t known for its beaches but Fort Lauderdale certainly is, and that’s just one of the appeals of this day trip.

Water-based activities are the clear winner here, with options on offer including gondola rides along the canal, amphibious tours, and a host of boat trips away from the harbour.

If you would rather stay dry, there’s plenty to keep you entertained on land, not least the excellent shopping district.

There’s also Millionaire’s Row houses and yachts to be ogled at, and a historic district to stroll through.

You definitely won’t be bored.

3. Fort Jefferson & Dry Tortugas National Park

A sure highlight of any Key West trip is a day spent in the spectacular Dry Tortugas National Park, with the unrivalled snorkelling on offer.

Hop on a high-speed ferry and travel the seventy miles to the park – you’ll get lunch included on the trip.

Azure water and clean white sand make the perfect backdrop for wildlife spotting – just make sure you remember your sun screen.

Once your fingers are wrinkled from too much time spent in the water, dry off for a tour of the historic Fort Jefferson, which is an intriguing site in itself.

4. Bahia Honda State Park

For an unusual state park visit, Bahia Honda is a great option.

Located at the end of the iconic Seven Mile Bridge, it’s right on the beach with the Historic Overseas Railroad crumbling away above it – leaving you with a sense of times past as you stroll along the sand.

Head up onto the railroad bridge for some stunning vistas of the sea, which surely make it a contender for the most beautiful spot along the Florida Keys.

There’s yet more snorkelling on offer if you head over to the National Marine Sanctuary and Looe Key, if you’ve not yet had your fill.

5. Offshore water sports trip

Boat trips abound from Key West – enclosed by water as it is – and these can make for some great family-friendly day trip options.

One of the most popular is an adventure boating trip, in which you step aboard a catamaran for an activity filled day at sea.

Snorkelling provides the first stopping off point – no surprises there – but after that you can head out to another spot for some exciting water exploration via jet ski, parasail and kayak.

The kids will love the inflatable adventure theme park tethered out in the water, often saved for last.

Food is usually included, and if you’re lucky, the drinks are unlimited at the end of the day.

Some suggested tours :

• Key West Double Dip: 2-Stop Reef Snorkeling Trip
• Key West: Ultimate Watersports Adventure Tour
• Key West: Parasailing Flights

6. Ramrod Key

There are so many more keys than just Key West.

At Ramrod Key you can have a perfectly tranquil day with some relaxed entertainment, eating excellent fresh seafood fare and taking part in some slightly more chilled out activities.

Miniature Golf is a great choice for this.

The course at Mile Marker 27 has 18 holes and elaborately constructed obstacles, and is a great way to keep the kids occupied.

Once you’ve finished the round, hopefully without too many arguments, head out on a drive in search of some seafood.

You won’t have to look far, that’s for sure.

Scallops, lobster tail, grouper – the options are almost unlimited, and of course, they’ll be freshly caught.

7. Little Palm Island

If you’re feeling the need for a little luxury in your life, Little Palm Island is the place for you.

This private island resort is just five acres in size – leaving you feeling like kings and queens in a tiny kingdom – and it has a path running its full diameter.

Spend some time with your significant other dining on the luxury fare, perhaps with a glass of sparkling champagne to accompany it, looking out across the water.

To get here it’s just a brief ferry ride, departing every half hour from Little Torch Key at Mile Marker 28.

8. Turtle Hospital

For animal lovers, a visit to the Turtle Hospital at Mile Marker 48 is a must-do.

It’s an educational centre, so visitors can learn about the process of rescuing ill or injured sea turtles, nursing them back to health, and eventually releasing them back into their natural habitat.

Tours depart every hour, in which visitors can learn more about rehabilitation and get the chance to view the area in which the work is carried out.

9. Fishing Charter

If adventure sports aren’t your thing, another type of boating day trip option is available – hiring out a fishing charter for the day.

Group tours are a much more budget-friendly option than private charters, and still give you that sense of excitement.

Serving the dual purpose of day-time entertainment and night-time dining, the boats from Key West are perfectly set up to make life easy for visitors, while allowing them the autonomy to take charge of their own catch.

You can even take your spoils to a local restaurant to have it served up to you for dinner.

10. Everglades national park

Florida’s Everglades are a unique natural habitat, home to alligators, manatees and dolphins – a real melange that you’re unlikely to find anywhere else.

If you’re lucky, you might even spot a Florida panther skulking around.

There are lots of options here for exploring, from hiking to air boating, but the best views can be had from the 45-foot-high observation tower in Shark Valley.

11. Key Largo

Key Largo has been referred to as the diving capital of the world, and if that’s not enough to tempt a visit, then perhaps the famous beach bar at Alabama Jack’s will be more up your alley.

Hang out among the locals and grab a platter of fritters and an ice-cold beer to while away the afternoon.

If you do decide to check out the water options around, head over to the Pennekamp Coral Reef Park, east of the Key.

If you feel like venturing further afield and having a real adventure, it might surprise you to learn that Cuba’s capital is within reach of Key West.

It’s a pricey option, but a short flight and you could tick a real bucket list day trip off the list.

Spend the day exploring a whole other culture, wandering the charmingly picturesque streets and snapping the inevitable pictures of those adorably old-fashioned cars trundling around.

Seek out some Cuban cigars, sip on Havana Club rum, and arrive back at the Key in time for dinner.

13. Islamorada

Feeding the fish might sound like a bit of a tame thing to spend your day doing, but you should definitely think again when it comes to feeding the wild tarpon in Islamorada.

Buckets of bait are on sale around the docks, so grab some and get ready for a real experience, as the massive fish loom out of the water to take the food from your hand.

They do have teeth, but it won’t hurt – though they may make you jump.

These monsters can grow up to eight-feet long and as heavy as 200 pounds.

14. Marathon Key

For those who don’t feel like venturing too far from home, Marathon Key is a chilled option for a mild change of scenery from Key West.

Simply spend the day kicking back and hanging out on the water, grab a few beers, and watch the sun set over the sea.

There are some great resorts, restaurants, and bars around to perk up the day.

And best of all, Key West is only a short hop away, so you can be relaxed about the time you’re spending there.

15. Key Biscayne

Sitting 20-miles out in the Straits, Key Biscayne is the biggest must-visit for keen fishermen and women, with an incredible range of catches on offer.

There are some excellent tours available, as fishing is the lifeblood of the community.

If you fancy the chance to catch anything from sailfish to marlin, swordfish to mahi-mahi, this trip will be the one for you.

All the necessary equipment is available to hire.

15 Best Day Trips from Key West:

• Fort Lauderdale
• Fort Jefferson & Dry Tortugas National Park
• Bahia Honda State Park
• Offshore water sports trip
• Little Palm Island
• Turtle Hospital
• Fishing Charter
• Everglades national park
• Marathon Key
• Key Biscayne

Cheap flights from Key West to Cuba from $496

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Prices for flights from Key West Airport to Cuba refresh daily.

How old do you have to be to fly from Key West Airport to Cuba?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Key West Airport to Cuba.

What documentation or ID do you need to fly to Cuba?

The travel and health documents you'll need for your trip to Cuba may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cuba. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should i use momondo to find a flight deal from key west to cuba.

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Key West to Cuba for you.

Can I find flights from Key West to Cuba with flexible booking policies on momondo?

Yes. All flights to Cuba from Key West on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Key West to Cuba?

momondo helps you find the best flight between Key West and Cuba by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Key West to Cuba right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Key West to Cuba flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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