Top Cuba Luxury Trips & Packages In 2025/2026

Our 5 most popular Cuba Luxury Trips & Packages trips. Compare tour itineraries from 4 tour companies. 53 reviews.

5 Trips match your criteria (1 - 5 shown)

Cuba Libre!
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4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Bar, Camaguey, Caribbean, Havana, Santiago, Santiago de Cuba, Santo Domingo, Soroa, Topes de Collantes, Trinidad, Vinales, Zapata Peninsula

Highlights

  • An in-depth exploration of Cuba, past and present
  • Discover faded colonial splendour, lush green countryside and white-sand beaches
  • Hear the sounds of salsa everywhere and immerse yourself in the country's nightlife

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Beautiful Cuba
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4.9/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Caribbean, Havana, Soroa, Trinidad, Vinales

Highlights

  • Walk around Old Havana, which sheds lights on the difference between the lifestyle of city and rural life in Cuba.
  • Take in all the colours and aromas of Soroa, the stunning valley area known as the 'rainbow of Cuba' and immerse yourself in local culture.
  • Stroll along the rural dirt roads of Vinales as tractors, vintage cars and horse-drawn carriages pass you by.
  • Step back in time in Trinidad – a real Cuban treat. Explore its old-world streets, then hit some fine palm-flanked beaches for a bit of rest and relaxation.
  • Marvel at the unique architecture of Palacio del Valle in Cienfuegosand ask your local leader for all the best local (and secret) spots.
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Themes

Cultural, Local Immersion & Homestays, High Adventure

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

Trip dates & details
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Hola Cuba
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4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Caribbean, Havana, Trinidad, Vinales

Highlights

  • Learn the local customs, folklore and beliefs behind Afro-Cuban religion as you’re welcomed into the homes of devoted residents on a colourful and unconventional Urban Adventure in Havana.
  • Relish a real garden-to-plate dining experience at a privately-owned organic eco-farm in picturesque Vinales – indulge in a variety of fresh produce all while gazing across sweeping views of the valley.
  • Receive a fascinating insight into the rise and fall of the charismatic and highly celebrated Cuban revolutionary Che Guevara at his mausoleum and museum in Santa Clara.
  • Experience Cuban hospitality and old-world charm in the coastal town of Trinidad. Wander through cobblestone streets among colourful colonial buildings and relax on the picturesque Playa Ancon.
  • Support the Cuban community by staying at privately-owned guesthouses, dining at home-grown restaurants, and gaining insider knowledge into Cuba’s history, thanks to the expertise of local guides.

Themes

Cultural, Local Immersion & Homestays, High Adventure

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

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Cuba: People, Art & Culture
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4/5 Great
61 reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

What travelers are saying

"We did a private tour of Peru with A&K for our 30th wedding anniversary. It was truly remarkable. The attention to detail, sites we visited, hotels we stayed at and meals were absolutely fantastic. From the moment we arrived at the airport to the moment dropped off at the end of our tour we were made to feel special. Fantastic guide who told us the history and showed us the parts other tours miss. Highly recommended"

Trip dates & details
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Cuba: A Cultural Odyssey 2025
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4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Havana, Miami

Highlights

  • Meet face-to-face with local residents from different professions
  • share thoughts
  • gain knowledge
  • and connect with Cuba's cultural heritage as you discover the traditions of Cuban culture through music
  • sports and more! Through cultural exchange activities built around key themes including Cuban culture and the arts
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Themes

Cultural

What travelers are saying

"My husband and I booked the Yellowstone tour with Tauck expecting so much more with the accommodations, food, and tour director based on the price point. We were sadly disappointed but still tried to enjoy the experience. Rooms were dirty, food were often buffets and other group dinners with some food inedible. We noticed other tours staying in our hotels and paying much less for their tours. One positive was we never touched our luggage which was nice but my small suitcase was damaged during one transfer. Word to the wise… read their emails thoroughly as the email we received a few weeks before our trip reads like a disclaimer for poor service and accommodations."

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Cuba Luxury Trips & Packages Reviews

J

John

Apr 2025

Written on

Cuba Libre!

Accomodation in Camaguey at Gran Hotel was terrible with inedible food/ Casa in Trinidad was very basic and could not be classed as a homestay as we did not mix with...

L

Laurence

Mar 2025

Written on

Cuba Libre!

The planned trip to Cuba was cancelled as I was the only per...

A

Aimee

Jan 2025

Written on

Cuba Libre!

A jam packed, interesting fun 2 weeks in Cuba. The itinerary is varied between cultural activities and beach days and nature hikes. Thanks to our incredibly knowledg...

D

David

Jan 2025

Written on

Cuba Libre!

I concur with Halina's review comments. Cuba is a fantastic country to explore and the comprehensive tour (thanks to Alberto the Tour Leader) gave a detailed insight...

J

Jane

Jan 2025

Written on

Cuba Libre!

A very interesting trip exploring most of the island. The ground covered necessitated long hours in the bus some days, but that shouldn’t come as a surprise if you r...

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