Cuba Adventure Vacations

Cuba

You might think that Cuba is an island nation that begins and ends with its beaches, but this is actually a common misconception. Beaches are just the beginning! Cuba's adventure vacations reward the curious traveler. You'll have the opportunity to trek up tall mountains and explore underwater environments. Cuba's adventure tours will have you coming back with amazing stories from what is already guaranteed to be a unique adventure.

If you want to go hiking, visit eastern Cuba and the mountains of Sierra Maestra in the Pico Turquino National Park; here, you’ll see tropical forests with low-hanging clouds along the mountainous slopes. On Cuba’s coast, you can visit beaches and islands, and take boat tours of the Caribbean waters. From one of these destinations, you might arrange a scuba diving expedition to visit colorful coral reefs and underwater caves. For even more options, keep exploring these Cuba adventure destinations.

Cuba Adventure Vacations
Destinations

Cuba Highlights

A curated look at the best Cuba has to offer. These are the destinations that consistently stand out — places with real character, great experiences, and something worth going out of your way for.

Santo Domingo

Santo Domingo

The small town of Santo Domingo lies amidst the forested Sierra Maestra in eastern Cuba. The setting – with tall mountains, lush forests, and clear streams – is lovely, and the area is home to Fidel’s rebel headquarters at La Comandancia de la Plata.

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Playa Santa Lucía

Playa Santa Lucía

Playa Santa Lucía is a 12.5-mile (20-km) long beach along the northern coast of Cuba. The hotels here aren’t as nice as those on Cayo Coco, but they do provide travelers with easy access to a beautiful beach and colorful offshore reef.

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María La Gorda

María La Gorda

María la Gorda is located at the westernmost tip of Cuba. It’s a laid-back, remote beach set within the Guanahacabibes Peninsula National Park.

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Trips to inspire

Featured Cuba Trips

Browse our handpicked selection of Cuba itineraries, each crafted by local experts who know the country inside out. Whether you're after adventure, relaxation, or cultural immersion, we have a trip tailored for you.

10 days | $$$

Cuba's Culture, Charm, and...Rum

Your guidance, personal touches and attention to detail make these trips to Cuba an experience we will continue to do with Anywhere.com. Thanks for a great experience that has gotten better with each trip to Cuba we have done through you!!!!!

Cuba's Culture, Charm, and...Rum
7 days | $$$

History, Culture, and Exploring Nature

Having Anywhere coordinate our trip to Cuba was amazing! We didn't have to worry about anything and always felt very safe and educated!

History, Culture, and Exploring Nature
8 days | $$$

Tailored to Our Family

Our family was looking for a balance of beach fun, exotic nature, and experiencing the classical culture of Cuba for our two young adults. Anywhere delivered a tailor-made experience on this trip.

 Tailored to Our Family
5 days | $$

Pure Cuba: An Island Nation Essence

What if you could only visit Cuba for a limited time. What must you do? Why, explore Havana and Varadero Beach, of course. If you can distill an experience, this is it.

Pure Cuba: An Island Nation Essence
8 days | $$$

Our Cuban Getaway

I like the balance between learning from guides and having free time to explore. Daniel meeting us upon our arrival at Casa Prado Colonial was helpful. Giving us a . phone was a nice touch and made us feel cared for by Anywhere. We didn't feel completely on our won.

Our Cuban Getaway
8 days | $$

Our Journey from Havana to Trinidad

Our hosts in Cuba went out of their way to make us feel welcome, as if we were staying in our own home.

Our Journey from Havana to Trinidad
7 days | $$$

Discovering Cuba Together

It’s time to enjoy some quality time as a family. This vacation, unplug in Cuba — a colorful nation with a history still being written, and where time stood still.

Discovering Cuba Together
6 days | $$

Charming Cuba—History and Nature

The people that hosted us and the transportation was great — always on time. Appreciated the Viñales experience and learning not only about agriculture, but also tobacco and meeting locals along the route.

Charming Cuba—History and Nature
5 days | $$$

A Quick Havana Getaway

Havana was wonderful. Our 5-day quick getaway includes a thorough introduction to Cuba’s architecture and culture. We also loved the trip to Varadero to experience the beautiful coastline!

A Quick Havana Getaway
9 days | $$$

Romance 101: Essentials of Cuba

Need a romantic overview of Cuba? Then this Signature Trip is for you. Assembled by Local Experts, this getaway is guaranteed to give you the ideal Cuban experience.

Romance 101: Essentials of Cuba
Belong Anywhere

Real Voices, Real Benefits

We believe travel is more than ticking destinations off a list – it's about discovering new places deeply, feeling connected wherever you go, and knowing you have a trusted team of local experts behind you every step of the way.

5 Stars - Verified customer reviews from Trustpilot