Leading the Way in Legal Travel to Cuba Since 2002


When You Land...

Experience your own English speaking guide & private driver for the duration of your trip to Cuba.

Your Accommodation

We offer a wide range of accommodations for your choosing. Ask us about our private casa's, hotels, all-inclusive resorts & more!

Exclusive Tours

Experience the house of Ernest Hemingway, tour famous Cuban cigar factories, explore the caves of Viñales, tour the city in a classic convertible, visit tobacco fields, explore the rum museum & much more!

Food & Entertainment

Your private driver will have fantastic recommendations for all of your dining needs. Experience the World Famous Tropicana Show! Get up and dance at the Buena Vista Social Club! Cuba offers many choices of entertainment and is home to some of the best rum & cigars in the world.

Create Your Own Tour

Start planning

an exciting new year

Cuba History

Since our early beginnings, we've sent thousands of travelers to Cuba, worked with the top universities in the country, hosted photo tours for award winning photographers, been featured on major news outlets and more!


We recently used Tampa2Cuba to book a trip to Cuba. We worked with Ivar who helped us decide our activities (walking tour of the city, Rum Factory tour, Cigar Factory tour, lunches at several restaurants, shows at Buena Vista Social Club & Tropicana, Beach day, trip to Vinales and so much more), booked our hotel, and arranged for a guide and driver. He was always responsive to our calls and able to answer all
our questions during a trip planning. Our guide, Dora, and driver, Junior went above and beyond to make our trip memorable. Dora is so knowledgeable about all aspects of Cuba. This was a memorable trip and Ivar and all the staff provided outstanding customer service. If you are looking to plan a trip to Cuba, we highly recommend Tampa2Cuba.

Julie Resing

Ivar and his team went above and beyond the call of duty to work on issues of accessibility and to create an agenda that fit our needs perfectly. Great communication and efficient service. I will be bringing many more groups to Cuba with their capable assistance. Cuba is sublime and this team makes it easy.

Susan Summer Raines

I worked directly with Ivar and Kristian to put together a fabulous tour for our Bar Association. They were both personable and knowledgeable. The tour was well-planned. Everyone on the trip thoroughly enjoyed the experience. Thank you so much for helping me provide this opportunity to our members.

Lisa Terwilliger

Our trip to Havana, arranged by Tampa2Cuba, was wonderful. Plans went off without a hitch. The guide, Michel, was knowledgable and made the trip stress-free. Alex, our driver, made traveling to and from different spots of interest easy. The rum was good and the food was out of this world. Certainly, 4 and 5 star restaurants all. We were not at all sure what to expect but this trip was one of our best ever. Cubans are friendly, outgoing people who showed us mountains of hospitality and kindness. We look forward to another trip to explore more of the Island soon and Tampa2Cuba will be our go to travel agents.

Robin Consuegra

Thank you for an amazing journey ... the itinerary was exactly what we asked for. The people, the food and country is beautiful... We will go back

Diane Pearson

Our trip to Cuba was a joyful, learning experience! The country is beautiful, the people are friendly and I think we all came away with a new appreciation of the culture there and high hopes for the future of U.S.-Cuban relationships. Yanet Roque was an outstanding guide and Orlando was a pleasant and reliable driver. I enjoyed my stay at the Inglaterra hotel and its central location. All of our tours were great, and we enjoyed the art, music, food (and rum!) very much. Thanks for putting this together. Gracias!

Donna Parrey

Tampa2Cuba put together a tremendous four day experience for us. I would highly recommend them to anyone. 

Carina Cardillo

Fantastic weekend in Cuba. I had the opportunity to Travel to this magnificent Island (Havana, Cuba), we have used Tampa 2 Cuba and as professional in the Travel business was impressed with the service and efficiency that their contacts in the Island provided. Cuba is a beautiful place full of nostalgia and warm people. We were able to taste their great food, hear about their history, enjoy their weather, and above all be sure that our customer will also be safe while they decide to visit the Island. Overall, I want to say genuinely impressed and happy that my customers will be in great hands with Tampa2Cuba. 👩

Geraldine Ferrer

A delightful introduction to Havana ... both on foot and rented 1950s convertibles we used to tour the city ... the old city where our delightful hotel was located, Havana centro,
the Malacone and Miramar. I love history and this intro trip gave me a thirst for Cuba. I would like to return.Another plus was the fresh produce that allowed a couple of vegans a full diet of fresh fruits veggies.

Maureen W.