Caribbean Tours & Vacations

Whether it’s rum and cigars, sun and surf or dining and dancing, nowhere does good vibes quite like the Caribbean.

A mojito or a pina colada? Reggae beats or salsa rhythms? Trekking across volcanoes or relaxing with sand between your toes? These are the only questions you need to answer while kicking back on the brilliant beaches of the Caribbean. Spend days taking in the tropical sun from white sand beaches or wading under the clear blue water while snorkeling for marine life. Fill the nights with food and music, eat fresh fish and jerked chicken, listen to Bob Marley and dance the cha-cha (though maybe not all at once).

Our Caribbean trips

Caribbean highlights

Caribbean tour reviews

4.9 out of 5 based on 222 reviews submitted.
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.

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Hola Cuba

Danielle · Traveled March 2024
Hola Cuba was a great way to get a glimpse of Cuba and the people of Cuba! So glad I went with Intrepid! Will was an amazing tour guide!!!!!!
Review submitted 25 Mar 2024

Hola Cuba

Christina · Traveled March 2024
A wonderful itinerary and thorough exploration of Cuba. Great food, vibrant city life, and overall a wonderful experience.
Review submitted 25 Mar 2024

Hola Cuba

Keith · Traveled March 2024
The 8-Day "Hola Cuba" trip with Intrepid was amazing!! It was very well organized, and informative! All the guides spoke English well, were very knowledgeable, and went above and beyond to be inclusive and engaging. The local accommodation hosts were also very friendly and helpful. Several of the bus rides were long, but that is the price to pay if you want to see various areas of a country in a short period of time. Having said that, the bus was very nice, and the driver was outstanding! The Cuban people was also very friendly and happy to see and engage with Americans. Not surprisingly, the drinks and food were amazing! I highly recommend both Intrepid and the "Hola Cuba" trip!
Review submitted 27 Mar 2024

Hola Cuba

Eric · Traveled March 2024
Amazing trip made better by a great guide and a fearless bus driver. Cuba would be very difficult to navigate on your own for first time travelers, and organizing all the activities we did, on your own, would be nearly impossible.
Review submitted 28 Mar 2024

Hola Cuba

Stacey · Traveled March 2024
Just do it. Take this trip. It was my first experience with group travel and I have zero regrets. Cuba is a fascinating and complex country and I would not have enjoyed, learned, or experienced it as much trying to do it without Will, our amazing leader, and Intrepid.
Review submitted 29 Mar 2024

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We're here to do good by creating positive change through the joy of travel.
We're here to do good by creating positive change through the joy of travel.