Adonis Gay Holiday
Cultural Cuba gay tour

Cultural Cuba Gay Tour

Havana, Trinidad, Cienfuegos, Vinales, and more!

10 Days from/to Havana, Cuba

November 15 – 24, 2024
February 07 – 16, 2025
November 14 – 23, 2025


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Cuba Havana gay tourVimeo ChannelOur 10-day ‘Support for the Cuban People’ Cuba gay tour is legal for Americans and is all about spectacular scenery, with lots of colourful history thrown in. Even better, the island’s friendly locals make it a fantastic place for LGBT travellers to discover. Wander through Havana’s glittering colonial architecture, breathe in the immaculate air of Vinales. Throw in a few vintage cars, some fragrant cigars, a splash of salsa, and it all adds up to a sunny escape that’s muy caliente. Our ever-popular gay Cuba tour is legal for Americans!

If you’re looking to avoid the usual holiday hustle, consider our Cuba New Year Fiesta Gay Tour.

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Cultural Cuba Gay Tour Highlights

• Explore the charm of Old Havana

• Enjoy Cuba’s gay nightlife in Havana

• Get a sense of the struggles of LGBT people in Cuba by meeting with local activists

• Learn to salsa in Trinidad

• Dine under the stars in an Viñales at a stunning organic farm

• Be a guest at local homestays, a distinctly Cuban experience

• Learn about Afro-Cuban Folklore in Trinidad

• Visit the Che Guevara Mausoleum and Museum

• Learn to cook up a fantastic meal


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Cultural Cuba Gay Tour Itinerary

Day 1 - Old Havana, Cuba
Hola! Welcome to Havana. The adventure begins around 6PM with a group meeting.

After getting familiar with your fellow travellers—and fabulous guide—we’ll venture out for an included Welcome Dinner with a few included welcome cocktails, followed by optional drinks at one of Havana’s gay bars.


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Day 2 - From Havana to Trinidad
After breakfast and a trip discussion, we’ll hit the road for a rambling ride (approximately 7 hours) to the Spanish Colonial settlement of Trinidad.

En route, we’ll stop in Santa Clara and visit the Che Guevara Mausoleum & Museum for an interesting perspective on his life.

Once in Trinidad, we’ll check in to our homestays, then grab an included dinner.


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Day 3 - Trinidad
The beautiful colonial city of Trinidad is home to numerous churches and many beautiful colonial buildings.

We begin with a cultural tour of Trinidad where we will visit various museums including the Afro Cuban temple to Yemaya.

In the afternoon we’ll head to a private dance company’s very “local” headquarters to learn about the cultural and social importance that dancing has to Cuba. We’ll be welcomed into the venue where they train before taking on a Cuban salsa class (no experience necessary).

Another fabulous dinner is included this evening.


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Day 4 - Cienfuegos
Today we move on to Cienfuegos on the Caribbean coast.

Founded by the French, then heavily developed by Americans, “the Pearl of the South” will impress you with its elegance, architecture and style.

After we explore the city, we’ll visit a local art cooperative to chat with artists before savouring sunset from the stunning Palacio del Valle.

We’ll round off our day with another local dinner.


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Day 5 - Viñales via Bay of Pigs
This morning we hit the road for another long drive to Viñales (approximately 8 hours).

This includes a stop at the Bay of Pigs, where CIA-sponsored Brigade 2506 failed to overthrow Fidel Castro’s government in 1961. We’ll have a quick visit to the museum, which provides a uniquely-Cuban perspective on the events of 1961.

Once in Viñales, we’ll learn to cook Cuban-style with a cooking lesson from a local chef. Fun to cook, but even better to eat!


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Day 6 - Viñales
Today we spend the morning learning the tradition of Cuban cigars from a farmer and expert cigar maker. Get an insight as to how the communist system works, how much tobacco they will keep, how much produce they give back to the government, and how they make ends meet! You will learn about the process from tobacco planting to rolling the final cigar.

Then, we’ll enjoy dinner in the countryside at a stunningly beautiful organic farm, followed by drinks at a nearby outdoor bar.


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Day 7 - Jaimanitas / Havana
After checking out of our homestays, it’s back to Havana, with a stop in Jaimanitas. This town was made famous by artist Jose Fuster. His home—Fusterlandia—is definitely a highlight, a living art project entirely covered in eclectic mosaics.

Tonight, we’ll have an included dinner and drinks.


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Day 8 - Havana
Today we’ll enjoy a walking tour of Old Havana, where you’ll learn about the most significant buildings (many of which have been restored to their original glory).

We’ll stop at a new art/clothing store run by a local artist, and have an optional lunch.

In the afternoon we’ll enjoy a guided tour of Hemingway House and learn about the novelist’s life, including his trans daughter.

Then, you’ll have free time to explore the city before we meet for an included dinner this evening, followed by drinks at a local gay bar, with drinks included.


Havana Cuba gay tour


Day 9 - Havana
This morning we’ll enjoy an Afro Cuban tour in the city, followed by a walk through the famous graffiti-ridden Hamel Alley with a specialist that will explain the art.

We’ll then head to a local gay-run community theatre where we’ll chat with the Director, along with local LGBT activists about Cuba from their perspective.

For our final evening, we’ll enjoy an included feast at one of the best restaurants in town, and head out for optional drinks.


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Day 10 - Havana Departure
There are no activities planned today, so you are free to depart at your leisure.

Your local guide will help arrange your included departure transfer to the airport. Safe journey!


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What's Included

• Arrival & departure transfers to/from Out Adventures’ joining/finishing point hotel

• Group leader from beginning to end of tour

• 9 breakfasts, 9 dinners

• Local accommodation in Casa Particlares (9 nights)

• Gratuities for all specialized guides and activities

• Walking tours (Havana, Trinidad, Cienfuegos)

• Che Guevara Mausoleum & Museum

• Introductory Salsa Lesson

• Entrance to Bay of Pigs Museum

• Entry to Palacio del Valle

• Visit to local art cooperative

• Tobacco Farm visit

• Dinner on a local organic farm in Viñales

• Cooking class

• Hemingway house visit with private guide


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Not Included

• International Airfare

• Meals & Activities not mentioned in the itinerary

Travel insurance is mandatory for all travellers.

• Gratuities for Group Leader ($50-$100 USD/CUC)

• All items of a personal nature (laundry, drinks, etc.)

• Visa fees


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Trip Notes

American Travel to Cuba
This tour meets the legal requirements of “Support for the Cuban People” category and incorporates a full-time itinerary featuring exchanges and cultural activities that better the Cuban people. OUT Adventures works and plans the logistics of this tour through a US-based agency that is subject to the jurisdiction of the United States.

Culture Shock
On this trip, we’ll share with you the Cuba we love, but also want to manage your expectations. The level of service may not be what you’re used to, choice of food may be limited, the roads aren’t great, and poverty is wide-spread. Keep an open mind, and realize things may go wrong. That said, what makes Cuba amazing is this rapidly-changing island has been cut off from Western civilization for decades and is just coming into its own.

Local LGBT Scene
LGBT Cubans were not able to choose where they lived until recently, so there was never a gay ghetto. Now that people are permitted to live where they wish, the gay scene in larger cities is blossoming. Not surprisingly, the most vibrant gay nightlife is in Havana.


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December through March are the coolest months of the year in Cuba. The average daily maximum temperature is 25C/77F, dropping to about 18C/65F at night. During these months, occasional cold fronts may come through from North America, which can mean a few cool nights (around 5C/40F), and possibly rain.

Required Vaccinations
Based on the entry requirements for Cuba, there are no vaccinations needed for entry. To determine if you should take preventative measures to reduce the risk of illness, you should consult your doctor or a travel medical clinic, as we cannot provide vaccination recommendations.

You will need an international travel plug/adapter for type A/B/C/L sockets.

It can be tough to stay connected with the outside world, as Wi-Fi is rarely available. When it is, you may not be able to access email or social media. Rather than fighting it or getting frustrated, why not disconnect your electronics and connect with this amazing culture and place? You can always post your photos later.


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Travel Insurance
For everybody’s peace of mind, medical travel insurance is required on all Out Adventures tours. At a minimum, your travel insurance must provide cover against personal accident, death, medical expenses, emergency repatriation and personal liability, with a minimum medical coverage of US $200,000.

The local currency is the Cuban Convertible Peso. We usually recommend carrying local currency for small purchases, however credit cards are accepted at most upscale restaurants, and at hotels. We also recommend carrying approximately $400 USD to be used only in the case of an emergency, or if your credit/ATM cards are placed on hold (please note: American credit/ATM cards will not work in Cuba).
PLEASE NOTE: Cuba has an extra 10% charge on changing US Dollars to the Cuban Convertible Peso. Other denominations such as the Canadian Dollar and Euro only have a 3% charge.

If you are happy with services throughout your trip, a tip is recommended. Tipping details will be provided in your final trip documentation, however we recommend budgeting approximately $150 USD.


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What to bring
Our adventures entail carrying your own luggage on occasion. And while you’ll never schlep far, things can quickly get costlier than a celebrity breakup if you don’t keep your baggage under 20kg/44lb thanks to costly surcharges on domestic flights. You should also bring something smaller for day trips to carry water, your camera, and any souvenirs you find along the way.

Optional Activities
Every Out Adventure offers optional excursions that are not included in price of this trip. Please see the daily itinerary in your final pre-trip packet to learn what’s available.

How We Travel
Out Adventures is all about good times with likeminded guys. Whatever’s on the itinerary – from fireside camping to five-star decadence – our goal is to make the experience magical. We’re also committed to supporting the communities we visit by hiring local guides, staying at locally-owned accommodations when possible, and celebrating local cuisine. It all adds up to a great way to immerse yourself in the culture.


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Your Guide
All Out Adventures are led by a gay (or gay-welcoming) guide. Whenever possible, we hire destination locals. And we can also connect you with the right people if you’d like to delve deeper into the local culture. If you’re pleased with your guide, we recommend a tip of US $5-10 per person, per day…they’ll certainly appreciate it!

Flying Solo
If you’ve never travelled on your own, it’s an amazing way to get to know yourself while making new friends along the way. We can arrange for you to share a room with people in your age range at no charge, or you can pay a supplement for your own room. If there’s an odd number of solos, we’ll rotate a single room on a random basis.

Starting/Finishing Point
Your central Homestay/B&B info will be provided in your pre-trip documents approximately 21 days prior to departure.

If you are checking in to a hotel or our homestay under your tour reservation, a complimentary arrival transfer will be included.


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Cultural Cuba Gay Tour Prices

Tour Date Description
Per person
$ (USD)

Tour Only, Per Person, Double Occupancy

$ 2,995

Tour Only, Per Person, Double Occupancy

$ 2,995

Tour Only, Per Person, Double Occupancy

$ 2,995

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Optional Single Supplement: $730

Min. $750 deposit required.
Remaining balance collected min. 90 days prior to departure.


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