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Cuba Gay New Year Tour

Cuba New Year Fiesta Gay Tour

Havana, Trinidad, Cienfuegos, Vinales, and more!

11 Days from/to Havana, Cuba

December 29, 2024 – January 8, 2025
December 29, 2025 – January 8, 2026


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Gay Cuba tourHappy Gay Travel Vimeo Channel Pack your fun pants and celebrate NYE in Havana with a great group of gay guys. From colonial architecture to Cuban cigars and even big gay Havana, this Support for the Cuban People tour is legal for Americans, and gets up close and personal with the Caribbean island’s distinct Latin culture. It also happens to coincide with New Year’s Eve, so pack your fun pants and prepare to celebrate. Throw in some friendly locals, a few old cars, and even a splash of salsa, and the new year is off to a stellar start! Our gay Cuba tour is legal for Americans!

Can’t make NYE? Also check out our Cultural Cuba Gay Tour, with multiple departures throughout the year.

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Cuba New Year's Eve Gay Tour


Cuba New Year Fiesta Gay Tour Highlights

• Experience a unique walking tour of Old Havana

• Ring in the New Year, Cuban style in big gay Havana

• Enjoy a salsa lesson in the colonial settlement of Trinidad

• Lay on remote and immaculate beaches

• Dine under the stars in an open Viñales tobacco field

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

• Learn about Afro-Cuban Folklore in Trinidad

• Visit the Che Guevara Mausoleum and Museum

• Enjoy an expert lesson in the Cuban cigar industry


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Cuba New Year Fiesta Gay Tour Itinerary

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

Get familiar with fellow travellers and our fabulous guide, then join us for an included Welcome Dinner, cocktails, and perhaps a visit to a gay-welcoming bar.


Havana Cuba gay tour


Day 2 - Havana
After breakfast, we’ll enjoy an Afro-Cuban tour of the iconic, graffiti-ridden Hamel Alley with a passionate expert on the gems therein.

We’ll then uncover a queer side of Havana, beginning with a visit to a local theatre where we’ll meet the director of the theatre company and an LGBT activist.

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

This evening we’ll reconvene for dinner (included), followed by free drinks at a local gay bar.


Cuba gay New Year trip


Day 3 - Havana | New Year’s Eve
After breakfast today, a walking tour of Old Havana awaits, where many significant buildings have been restored, and are reliving their glory days.

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

We’ve left the afternoon free to either explore Havana on your own or to rest up at the homestay for New Year’s Eve, which kicks off with a festive dinner.

Tonight’s countdown will be at one of the local gay bars.


Havana gay tour


Day 4 - Havana
After a big night out, we’ve planned a leisurely afternoon at Mi Cayito, a gay beach in the burbs.

We’ll grab lunch (optional) en route, then leave you to soak up the sun and meet some locals.

Tonight’s dinner is optional, and we’d recommend getting to bed early as we have an early morning tomorrow.


Trinidad Cuba gay tour


Day 5 - From Havana to Trinidad
After breakfast, our Cuban adventure continues in the Spanish Colonial settlement of Trinidad.

With a rambling drive of seven hours ahead of us, make yourself comfortable and enjoy the ride.

We’ll stop in Santa Clara en route to stretch our legs, and visit the Che Guevara Mausoleum & Museum while there.

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


Cuba Trinidad gay tour


Day 6 - Trinidad
Home to many churches and colonial buildings, our day in Trinidad begins with a cultural tour of the town.

We’ll visit museums, including the Afro Cuban temple to Yemaya.

In the afternoon we’ll visit the local headquarters of a private dance company, and learn about this prominent form of Cuban culture. A salsa class is included, revving up appetites for another included dinner!


Cienfuegos Cuba gay tour


Day 7 - 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 and chat with the artists before savouring sunset from the stunning Palacio del Valle.

Our day wraps up with another included dinner.


Vinales Cuba gay tour


Day 8 - From Cienfuegos to Viñales via Bay of Pigs
This morning we hit the road for another lengthy drive to Viñales (about 8 hours).

This includes a stop at Bay of Pigs, where CIA-sponsored Brigade 2506 failed to overthrow Fidel Castro’s government in 1961. The museum here offers a solidly Cuban perspective on the events that unfolded, so it’s worth checking out.

Once in Viñales, we’ll learn to cook like a Cuban through a lesson with a local chef, then feast upon our creations.


Vinales Cuba gay tour


Day 9 - Viñales
This morning we’ll learn about the Cuban cigar industry from a farmer and expert cigar maker. Peek into how the communist system works, and how people make ends meet. Learn the process, from planting tobacco, to rolling each cigar.

Dinner tonight is at a stunning organic farm, followed by cocktails al fresco at a nearby bar.


Cuba Havana gay tour


Day 10 - From Viñales to Havana via Jaimanitas
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.

Back in Havana we’ll visit interesting areas outside of Old Havana in classic convertible cars, then savour our bittersweet Farewell Dinner in a renovated former factory.


Gay Havana tour


Day 11 - 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!


Out Adventures Cuba Gay Tour


Cuba Gay Tour Map


What's Included

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

• Group leader from beginning to end of tour

• 10 breakfasts, 9 dinners

• Local accommodation in Casa Particlares (10 nights)

• Che Guevara Mausoleum & Museum

• Introductory Salsa Lesson

• Entrance to Bay of Pigs Museum

• Visit to local art cooperative

• Cooking class

• Gratuities for all specialized guides and activities

• Dinner on an organic farm in Viñales

• Entry to Palacio del Valle

• New Year’s Eve celebration

• Walking tour (Old Havana, Trinidad & Cienfuegos)

• Hemingway House Tour

• Gay beach visit


Gay Havana tour


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


Cuba Gay Travel


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.


Gay Cuba Holidays


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.


Havana gay travel


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.


Gay Cuba


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.


Gay Havana


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.


Gay Cuban



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Cuba New Year Fiesta Gay Tour Prices

Tour Date Description
Per person
$ (USD)

Tour Only, Per Person, Double Occupancy

$ 3,195

Tour Only, Per Person, Double Occupancy

$ 3,195

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Optional Single Supplement: $800

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


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