LGBT Travel. Holidays to Cuba

Cuba welcomes visitors regardless of orientation andoffers LGBT travellers a hugely positive, warm and friendly travel experience

Whilst same sex travel is no different, we understand that there are a few additional considerations when arranging an LGBT holiday in Cuba, and our experienced specialists are on hand to work with you to fine tune your travel plans.

Cuba welcomes visitors regardless of orientation and despite some public perception, offers LGBT travellers a hugely positive, warm and friendly travel experience, not to mention incredible beaches, historic cities and beautiful countryside.

For those clients interested in Cuba’s LGBT scene, we can arrange meetings with key members of the community where you can learn how the LGBT community is at the forefront of many rapidly changing developments in Cuba.

Many visitors don’t know that the daughter of Raul Castro, Cuba’s current president is Mariela Castro-Espin, who has been an activist for Cuba’s LGBT community for more than ten years. The organisation campaigns for LGBT rights and is active throughout the island. Mariela’s involvement with the organisation creates much interest from around the world.

In Havana and further afield there is a thriving LGBT social scene with an ever-increasing number of recognised bars, cafes, restaurants and late-night music venues popular with the LGBT community.

Whether you want to book a relaxing honeymoon, a vibrant city break, or an exciting and memorable self-drive holiday, we have it covered.

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meticulously crafted around their interests

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LGBT Travel to Cuba. Sample Itineraries

For those looking for a LGBT-friendly holiday,  we’ve hand-picked seven destinations that should give you plenty of choices to organise something really special. How you mix them is entirely up to you.

Some of our clients prefer a longer stay by the beach; others prefer to skip Varadero altogether to spend more time in Trinidad or the Cayos. The unspoiled beaches of Cayo Santa Maria are increasingly popular. Trinidad is such a charming colonial town surrounded by verdant mountains and the  sea, that is not uncommon our clients ask us to make the arrangements for them to stay there a few nights and enjoy the lively town culture. Vinales boast the best of Cuba’s countryside. And Santiago de Cuba is, in many ways, the cradle of Cuban culture.

When you speak to us, we can discuss your interests and expectations and suggest the best itinerary based on your plans for this trip

Matthew Osullivan, Captivating Cuba


LGBT-friendly holidays we’ve created for our clients in the past include some of the following variations

  • Havana + Varadero
  • Havana + Cayo Santa Maria

  • Havana + Trinidad + Varadero

  • Havana + Vinales + Trinidad + Varadero

  • Havana + Vinales + Las Terrazas + Trinidad + Santa Clara + Cayo Santa Maria

Continue reading our recommended accommodation and experiences in each destination. These include our top-recommended lgbt-friendly resorts and activities we think you will love.


LGBT Holidays Cuba. Captivating Cuba™

A walking tour of Old Havana tailored to your interests with a dedicated English-speaking guide

Learn how to make authentic Mojitos, Daiquiris and Cuba Libres and more at your own cocktail making class in an authentic Old Havana bar

Classic culture with tickets to the world famous Cuban ballet or opera in the heart of Old Havana

An evening to remember with the world-famous Buena Vista Social Club

Discover the historic sights of Havana in your chauffeured Old American car tour

Benefit from our specialist recommendations to dine in fantastic unique restaurants and local bars and music venues

Varadero Beach

LGBT Holidays Cuba. Captivating Cuba™

Experience a fantastic day cruising the clear blue waters off the coast of Varadero, where you will stop for snorkelling and lunch.

Visit the sugar cane and citrus fruit plantations close to the UNESCO preserved Zapata national park. See the steam locomotive workshop at the former sugar mill and gain an insight into the history of Cuba’s involvement in Sugar cane production, the slave trade and the present situation with sugar production, which is a vital ingredient in Cuba’s famous rum!

Trinidad, Cuba.

LGBT Travel to Cuba. Trinidad, Cuba

A tailored walking tour of Trinidad perhaps with a stop at the home of ‘La Canchanchara‘ a delicious refreshing cocktail made of rum and honey

Visit the beautiful mountain of Topez de Collantes, swim in the cool pools of a water fall and experience lunch at a local farmer’s house

Immerse yourself in history with a personalised walking tour of this UNESCO preserved small city

Enjoy nightly Al Fresco music and dancing at Casa De La Trova

Take a day on the Caribbean Sea with a cruise to the island of Cayo Blanco

Head to the mountains and meet local farmers, swim in the cool pools and take a guided trial through the beautiful landscape

Valley of Vinales

LGBT Holidays Cuba. Captivating Cuba™

Snorkel and sun-bathe at the beautiful island of Cayo Jutias and dine on the fresh seafood catch of the day

Experience a tobacco tour and see behind the scenes of how one of the world’s most luxury products is produced, and learn the whole process of how tobacco is grown, enjoy a delicious lunch at a sustainable organic farm

Watch the sun rise over the Valley on your early morning trek or horse ride

  • Sunny Balcony

  • Villa Cristal

Cayo Santa Maria

LGBT Travel to Cuba. Cayo Santa Maria, Cuba

With excursions focused on a range of nautical activities we can develop some ideas with you, should you wish to tear yourself away from the beach or pool…

Las Terrazas

Family Holidays. Holidays for families with babies and younger children. Captivating Cuba™

Enjoy the thrill of a birds-eye view over the Las Terrazas community on the largest zip wire ride in Cuba

Take an early morning walk to the summit with its monument to Che Guevara

Enjoy the best possible Cuban coffee with Martha at her friendly coffee shop

Buy avant-garde art directly from the local painters in their studios

Relax and read a book by the cool pools of the Rio San Juan

Santa Clara, The Brighton, UK of Cuba

LGBT Holidays Cuba. Captivating Cuba™

Enjoy exploring this unique   Revolutionary city with a large LGBT Community that depicts so well Cuba today.

Take a pilgrimage to the Mausoleum and Museum dedicated to the unique life of Ernesto Che Guevara.

  • A carefully selected recommended casas particulares

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