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HE Travel Gay Tours

Cuba Art and Culture Gay Tour

Cuba Art and Culture Gay Tour

Havana, Cienfuegos, Trinidad, and more!

9 Days From/To Havana, Cuba

December 5 – 13, 2018


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Cuba gay culture tourJoin us for a gay tour that blends together the sophistication, heritage and promise of Cuba’s capital with three days of exploring smaller towns that are rarely visited by foreigners. On this trip we will have a special emphasis on the arts of Cuba, and the role of the LGBT community.

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Art and Culture Cuba Gay Tour

After five decades during which Florida Straits have served as a wall instead of a water bridge, the recent announcements by the Presidents of Cuba and the United States herald the start of rapid changes to daily life in Cuba. At this momentous time we invite you to join us for a People-to-People exchange with leaders of social change in Cuba and some of the country’s most creative artists.


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Cuba Art and Culture Gay Tour Highlights

Tour the studios and galleries of artists working in Havana

Explore the gay gathering places in Havana

Visit the city and country residences of Ernest Hemingway

Dine in critically acclaimed restaurants and paladares

Learn more about the roles and rights of LGBT Cubans

Tour fascinating historic colonial and revolutionary landmarks of this island nation

Travel to the less-visited colonial cities of Cienfuegos and Trinidad and small agricultural communities along the way


Cuba Havana Gay Tour


Cuba Art and Culture Gay Tour Itinerary

Day 1 - Welcome to Havana!
Cuba gay tour - HavanaPlan your flight to arrive in Havana this morning, in time for a lovely group luncheon. When dining together, we’ll discover unexpected cuisine at some of Havana’s top-rated private restaurants (paladares).

After lunch, we’ll visit the community art project of Muraleando. Artists, musicians and dancers have turned this once neglected neighborhood into one of the city’s centers of self-expression. Hear the stories of the project from community leaders and local residents.

After settling in, you will have time to exchange currency at the hotel. Later we’ll go as a group to a charming, privately-owned restaurant nearby.


Day 2 - History and Hemingway in Old Havana
Cuba, Havana gay tourEach morning during our time together in Cuba, we will have breakfast at the hotel before meeting in the lobby around 9 am to embark on our historical, arts and studio tours.

This morning enjoy a presentation from a representative of the City Historian’s Office of Havana. We will learn about the city’s accomplishments and the ongoing challenges in restoring Havana. With this meaningful perspective, we will explore Old Havana, founded in 1519, on a walking tour through the city’s historic squares. We will see examples of the city’s colonial architecture and meet with some of Havana’s cuentapropistas (independent business owners).

Our lunch today will be at a popular paladar, located near Cathedral Plaza.

After lunch, we will continue our exploration of Old Havana, stopping at a graphics workshop cooperative and an architectural restoration training facility, where workers are learning how to bring run-down buildings back to their original glory.

We will end the afternoon at Hotel Ambos Mundos, which was home to author Ernest Hemingway for seven years. For those who wish, visit room 511, which now serves as a small museum to Hemingway. A bit later, join the rest of the group at the hotel’s rooftop for a cocktail and share stories of the day.

After returning to our hotel for a chance to rest and freshen up, we’ll depart for a delicious dinner in Old Havana. For those who desire a later night out, we’ll catch some live music at Café Taberna.


Day 3 - Studios and Sex (Education)
Cuba, Havana gay tour - old carsThis morning we will visit the National Center for Sex Education (CENESEX). The center’s mission is to contribute to “the development of a culture of sexuality that is full, pleasurable and responsible, as well as to promote the full exercise of sexual rights.”

A special highlight of the day (schedules permitting) will be to meet CENESEX’s Director and LGBT rights activist Mariela Castro Espin. She is the daughter of President Raul Castro, and uses her powerful name to advocate for LGBT Cubans, especially those with HIV and AIDS. In 2008, she also ensured that Cuba’s national health system will provide medical care and legal assistance for trans-gendered Cubans who wish to change gender.

We’ll have lunch together then visit the University of Havana for an enlightening discussion with students and staff. This afternoon we will also visit KCHO, a self-supported, non-profit art studio, gallery and cultural center.

After returning to the hotel, the evening will be at leisure. We will provide suggestions for nearby restaurants and activities.


Day 4 - Pearl of the South
Cuba gay tour - CienfuegosToday we will leave Havana and journey to Cienfuegos, a city with a rich history of mixed French and Spanish Colonial influences.

Following lunch toegether, we’ll embark on a walking tour of Cienfuegos to learn about the French-styled architecture. We’ll have the chance to shop at some local stores and learn about Cuba’s double currency system. Tonight we’ll enjoy dinner together and a performance of the Choir of Cienfuegos, an internationally acclaimed vocal group.


Day 5 - Trinidad
Gay Cuba tour - TrinidadThis morning we depart for a day trip along the Caribbean coast to Trinidad, a colonial city colored in pastels! We’ll meet with a representative of the Office of the City Historian to hear about the city’s designation as a UNESCO World Heritage site and its modern challenges.

Our walking tour will take us down cobblestoned streets and past Colonial Spanish buildings to meet artisans, antiques collectors, and longtime residents who have transformed their historic homes into casas particulares.

We’ll return to Cienfuegos this afternoon for an evening at leisure.


Day 6 - Gardens and Arts
Cuba gay tour - flowersToday is our last full day in Cienfuegos, and we’ll visit a former sugar mill complex that closed in 2002, impacting the town’s economy and people. We’ll meet teacher and local historian Nancy Robaina, who will inform us about the community’s transformation and how it copes in the aftermath of the mill’s closure.

We’ll stroll the grounds of the Cienfuegos Botanical Garden, once a Harvard-funded research garden for sugar cane, now an extraordinary collection of tropical specimens. A botany expert will talk about Cuba’s efforts to maintain the rich biodiversity of its extraordinary plant life.

After lunch, we’ll visit the Benny Moré Art School, where gifted students from throughout the province take classes in music, dance, and the visual arts. We’ll have time to relax a bit before dinner together tonight.


Day 7 - US / Cuba Relations
Cuba gay tour - Hemingway HouseToday we’ll journey north toward Havana, with a stop along the way to visit the historic Bay of Pigs. Trace the dramatic events of the bay’s recent past and step foot on the Playa Girón, one of the two landing sites for the 1961 U.S.-backed Bay of Pigs invasion.

After lunch together, we will visit Finca Vigia, the Cuban home of Ernest Hemingway, elements of which will feel familiar to anyone who has visited The Hemingway House in Key West, Florida.

Late this afternoon we arrive back in Havana and will have the evening to explore the neighborhood around our hotel and dine independently.


Day 8 - Youth, Arts, and the Future of Cuba
Cuba gay tour - flagThis morning we will meet with the members of “Proyecto Palomas” a community project aimed at providing happiness for all Cubans. We’ll listen to the stories of the LGBT youth community and the project’s goal of empowerment through art and dance.

We’ll visit the Museum of Decorative Arts, located within a beautifully restored mansion in the once-prominent neighborhood of Vedado. The former residence of Maria Luisa Gomez Mena, the Countess of Revilla de Camargo, now houses an extensive collection of highly artistic and historic pieces from Europe and Asia.

After lunch on the famed Malecon, meet with a panel of Cuban experts from various backgrounds for a question-and-answer session to discuss such topics as economic reform and women’s and minority rights.

This evening’s cozy farewell dinner will be at a special location where we can savor our memories of our time in our neighbor to the south. Those with energy left over will be able to head out on the town for the last night in Havana.


Day 9 - Homeward Bound
We will depart Havana today, and say goodbye to this charming, hospitable, and surprising country.


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• Airport/hotel transfers within Cuba;
• All breakfasts and lunches plus 5 dinners, with alcoholic beverages at the welcome and farewell dinners;
• Accommodations: 8 nights of comfortable lodging including 5 nights in Havana and 3 nights in Cienfuegos;
• All activities, entrance fees, and transportation as described.
• This tour will include complimentary Cuban Medical Insurance.


Not Included:

• Airfare to and from Havana;
• Personal items including: alcoholic beverages, snacks, laundry, telephone calls;
• Gratuities for guide(s) and HE Travel host.


Cuba Havana gay tour


Trip FAQ

Where does the tour start and end?
This tour starts and ends in Havana, Cuba.


What is the Activity Level of This Tour?
Cuba travel requires a great deal of patience due to unpredictable changes to the planned itinerary. Cuba is not a destination for people with a severe health condition or mobility issues. Although the country has many doctors, there is a shortage of medical supplies. Anyone with a serious medical problem, whose medical situation might be adversely affected by strenuous travel or who might have difficulty walking, should not join this expedition. There will be several walking tours over uneven surfaces and cobblestone streets, and at times, ascending or descending stairs without the use of a handrail. All travelers should be able to walk 2 – 3 miles per day, unassisted, over potentially uneven terrain.

Travel to Cuba by American citizens is heavily regulated by the U.S. Government’s Department of the Treasury. You are permitted to travel to Cuba under the People-to-People License issued by the Department of the Treasury. In order to comply with the requirements of this license, we must ask that you participate actively in all activities planned (unless you become ill) and do not deviate from the itinerary.


What if I am traveling alone?
Most of our trips draw more single travelers than couples. When couples do join us, it’s usually because they’re looking forward to interacting with a gay group; if they wanted a holiday by themselves, they wouldn’t have signed up to travel with us. Furthermore, the activities included with our trips serve as natural ice-breakers. Within a day, you’ll be traveling with friends. You don’t need to pay the single supplement if you’re traveling alone. We’ll be happy to match you with a roommate. Pay the single supplement only if you want a bedroom to yourself.


Colorful Cuba gay tour


Do I need special permission to visit Cuba?
US relations with Cuba are a hot topic in the media, and clients ask us daily whether American citizens still need to follow special rules in order to go to Cuba.

While there are many business and political changes announced in the news each day, we still advise American citizens to use care and caution when booking travel to Cuba. It is best for visitors to Cuba to be part of a legal and licensed educational and cultural experience. Our tour will follow the strictest set of rules, which simplifies entry into Havana and ensures a smooth experience with Immigration and Customs upon return to the USA. This trip is permitted by a special People-to-People license from the Department of the Treasury’s Office of Foreign Assets Control. The itinerary was designed to provide an in-depth cultural experience with numerous opportunities for meaningful interaction with Cubans.

As travel restrictions to Cuba are eased, our itinerary may change in order to enrich our group experience. This is an exciting time to visit this island nation on the verge of many historic changes.


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Cuba Art and Culture Gay Tour Prices

Tour Date Description
Per person
$ (USD)

Tour Only, Per Person, Double Occupancy.

$ 5,798

Tour Only, Per Person, Single Occupancy.
(You don't need to pay the single supplement if you're traveling alone. We'll be happy to match you with a roommate. Pay the single supplement only if you want a bedroom to yourself.)

$ 7,198

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Min. Deposit: $1000. Balance Due not later than 90 days before departure

Price does not include payment card charges.


Special Airfares


Virgin Atlantic Airways flghts to Havana




Pre/Post Tour Hotels


Find the best Cuba hotel deal at HotelsCombined


Book Cuba hotels at Hotels.com


Iberostar Hotels & Resorts in Cuba


Barcelo Hotels & Resorts in Cuba




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