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Cuba: New Year Fiesta

Celebrate New Year's Eve in big gay Havana with a like-minded group!

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!

Can’t make NYE? Also check out our Cultural Cuba tour, with multiple departures throughout the year. And to our American friends, please read this blog post to learn more about legally travelling to Cuba.


Quick Facts


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 in Cienfuegos
  • Enjoy an expert lesson in the Cuban cigar industry
  • Bask in the eclectic mosaics of Jaimanitas, a town made famous by artist Jose Fuster
  • Ride in one of Havana’s many classic convertible cars

DATES AND PRICES

2024
Dec. 29, 2024 - Jan. 8, 2025 (From $3,195 USD)
WAITLIST ONLY
  • Tour Prices - All tour prices are in USD and based on double/twin occupancy
    • Tour Price: $3,195.00 per person
  • Single Supplement (Optional) - All single supplement prices are in USD and additional to the tour price
    • Single Supplement: $600.00 per person - (SOLD OUT)
  • Payment Terms: $750 Deposit - Balance Due 60 Days Before Departure
  • Guides and Hosts for this trip: Emilio
2025
Dec. 29, 2025 - Jan. 8, 2026 (From $3,195 USD)
OPEN
  • Payment Terms: $750 Deposit - Balance Due 90 Days before trip
  • Guides and Hosts for this trip: Emilio
2026
Dec. 29, 2026 - Jan. 8, 2027 (From $3,295 USD)
OPEN
  • Tour Prices - All tour prices are in USD and based on double/twin occupancy
    • Tour Price: $3,295.00 per person
  • Single Supplement (Optional) - All single supplement prices are in USD and additional to the tour price
    • Single Supplement: $700.00 per person
  • Payment Terms: $750 Deposit - Balance Due 90 Days before trip
  • Guides and Hosts for this trip: Emilio
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Tour Map

ITINERARY

Day 1 Old Havana
Day 2 Havana
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.

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.

Day 5 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. Once in Trinidad, we’ll check in to our homestays, then gather for an included dinner.

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!

Day 7 Cienfuegos

Today we move on to Cienfuegos on the Caribbean coast, making a stop in Santa Clara en route to stretch our legs, and visit the Che Guevara Mausoleum & Museum while there. Founded by the French and then heavily developed by Americans, Cienfuegos, aka “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.

Day 8 Viñales

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.

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.

Day 10 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. 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.

Day 11 Departure

There are no activities planned today, so you are free to depart at your leisure.


GUIDES AND HOSTS

CUBA GROUP LEADER

WHAT’S INCLUDED?

  • Arrival & departure transfers to/from Out Adventures’ joining/finishing point hotel
  • Group leader from beginning to end of tour
  • Breakfast daily, 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 included activities, day guides and drivers
  • 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
  • A $50 USD Rainbow Railroad donation to help resettle LGBTQ+ refugees. Read more here.

WHAT ISN’T INCLUDED?

  • International Airfare
  • Meals & Activities not mentioned in itinerary
  • Travel insurance is mandatory for all travellers. Visit the Travel Insurance section of the Important Information Page for more details.
  • Gratuities for Tour Leader ($50-$100 USD/CUC)

LGBT INFO FOR Cuba

IMPORTANT INFORMATION

What to bring, visa information, required
vaccinations, travel insurance and more.
TELL ME EVERYTHING!

EXAMPLES OF ACCOMMODATIONS

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Reviews

Some from our travellers

Nathan L

I came back a more educated and better person thanks to the experiences on this trip.
Cuba: New Year Fiesta
Rating:

Amazing country with a rich history. Wonderful people. I came back a more educated and better person thanks to the experiences on this trip.

ACCOMMODATIONS:
TRANSPORTATION:
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John L

Be ready for the cultural experience of your lifetime!
Cuba: New Year Fiesta
Rating:

Be ready for the cultural experience of your lifetime!

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TRANSPORTATION:
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Oliver V

I really felt I was shown the best Cuba had to offer.
Cuba: New Year Fiesta
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Fantastic trip. Exceeded my expectations. Great tour leader and a wonderful driver. I really felt I was shown the best Cuba had to offer.

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TRANSPORTATION:
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Aaron B

We had an amazing time!
Cuba: New Year Fiesta
Rating:

We had an amazing time—made even better by a guide who spoke the language and went above and beyond to make sure we were happy.

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Dane D

Amazing country and amazing guide
Cuba: New Year Fiesta
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Amazing country and amazing guide. Willmar really puts a lot into making this a memorable experience. He’s very personable and accommodating and fun.

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Warren C

One of the best trips I have ever gone on
Cuba: New Year Fiesta
Rating:

One of the best trips I have ever gone on. To date, I have visited 13 Countries, and this trip was amazing. Will is an exceptional guide

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Carlos P & Keith T

A very enriching experience
Cuba: New Year Fiesta
Rating:

Our Cuba New Year Fiesta exceeded our expectations. While blessed as tourists, this experience also helped us see the country through the eyes of the Cuban people, share our and their joys and empathize with their struggle. A very enriching experience.

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See All Reviews


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CHOOSE YOUR DEPARTURE

From $3,195 USD
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We can’t wait to help you plan an awesome adventure, but due to a high level of fake inquiries we now record your IP address when you submit an inquiry. This helps local authorities identify and prevent harassment against Out Adventures, or any intended recipients.

Who's it for?

While these trips typically attract gay men, all genders are welcome, and we encourage friends and family to join the fun as well.

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Accommodations

All accommodations on Out Adventures tours include breakfast and are located in areas central to our activities. All amenities are examples only, and may differ from hotel to hotel.

Homestay: Expect a private, comfortable room, typically with a private bathroom. Although amenities range widely, none of our homestays have a pool. Customer service is usually friendly—like being with family, and makes up for the lack of other services.

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Physical Rating: 2 - LIGHT

2.5 – Light/Average

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This trip is fully booked but cancellations occur. If you’d like to be contacted if space opens up, please click “Book Now”, select the appropriate departure and you will be prompted to provide limited information.

If you are a solo traveller willing to share a room with another solo traveller, please select Shared/Twin Room when booking this tour.

If you are a solo traveller interested in booking a private room, please select single supplement when booking this tour (based on availability). If you are willing to share a room with another solo traveller, please select Solo Shared.

This departure is closed and a wait list is not available.

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This trip is available but we are close to departure and will need to confirm services such as hotels and activities before confirming you on the trip. The process can take up to 5 business days. If you are seriously interested in this trip, please complete the On Request Booking form and one of our team members will get back to you with next steps.