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ToursCentral America & the CaribbeanCubaCuba High Adventure

Cuba High Adventure Tours & Travel Packages 2025/2026

Our 2 most popular Cuba High Adventure trips. Compare tour itineraries from 4 tour companies. 31 reviews. 4.8/5 avg rating.

2 Trips match your criteria (1 - 2 shown)

Best of Cuba
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Best of Cuba

By Intrepid Travel
premier
4.8/5 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
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bar, Baracoa, Camaguey, Caribbean, Havana, Santiago, Santiago de Cuba, Trinidad

Highlights

  • Discover the rich history and exciting nightlife of Havana – this city is like nowhere else on Earth! See the difference between city life and coastal life on a guided walking tour of the old capital.
  • 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.
  • Bust out some moves in Santiago de Cuba – with its vibrant music scene and Afro-Cuban roots, this place is the perfect spot to hit the dance floor with the locals.
  • Experience old-world charm in the colourful coastal town of Trinidad. Delve into the city’s sultry Latin rhythms with a salsa class and enjoy plenty of free time for seaside relaxation.
  • Take inspiration from the locals and mix things up with a bicycle-taxi tour of Camaguey – roll through the winding streets on two-wheels, visiting markets, plazas and an art gallery.

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
Save this trip to your favorites or other list
$2,581
15 days From$1,912

Health Safety +

More
Beautiful Cuba
Save this trip to your favorites or other list

Beautiful Cuba

By Intrepid Travel
premier
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
Save this trip to your favorites or other list
$1,909
8 days From$1,552

Health Safety +

More

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Cuba High Adventure Reviews

All Cuba High Adventure, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Cuba High Adventure

Additional details

Cuba High Adventure Reviews & Ratings

4.8/5  Excellent
31  Reviews
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Excellent
15
Great
5
Average
0
Disappointing
0
Terrible
0
A

Anna

Jan 2017

Written on

Incredible tour leader.

I thoroughly enjoyed the approach of our tour leader, Ivan. He was warm, friendly, professional, knowledgeable and looked after every aspect of our trip. He is an in...

Tour:  Best of Cuba

A

Alison

Jan 2017

Written on

Superb trip!

The organization and help I received pre trip from Tracy Hopkins was excellent and reassured me that I would be well looked after - a consideration as I was travelin...

Tour:  Best of Cuba

E

Erik

Jan 2017

Written on

A truly amazing trip of a fascinating island.

Our tour guide Ivan organized everything extremely we...

Tour:  Best of Cuba

A

Anna

Oct 2015

Written on

I thoroughly enjoyed the approach of our

I thoroughly enjoyed the approach of our tour leader, Ivan. He was warm, friendly, professional, knowledgeable and looked after every aspect of our trip. He is an in...

Tour:  Best of Cuba

J

John

Oct 2015

Written on

I have now been on 2 Intrepid trips.

I have now been on 2 Intrepid trips. The prospectus of the tours tells y...

Tour:  Best of Cuba

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