Cuba Highlands
CubaHigh in Cuba’s mountains you can hike to some of the most impressive vistas in the country. In the east, you can climb the mountains of the Sierra Maestra. From the town of Santo Domingo, you can summit Pico Turquino — the tallest mountain in Cuba. The Sierra de los Órganos mountain range dominates the landscape to the west. At the foot of these mountains is Viñales — a place where you can see rocky formations left behind by an ancient, eroded plateau.
Cuba's hiking vacations reward you with an active adventure in nature, and unique stories that you'll miss out on if you spend all of your time at the beach. They'll also grant you the opportunity to get to know some of the locals outside of the usual tourist destinations. If you're hoping to observe some of the island nation's wildlife, then going further inland is a great move, because Cuba's hiking areas tend to be significantly less crowded than the country's ‘postcard-perfect' beaches.
Take one of the best snapshots of your life when you grab your camera and get a unique vantage point from Cuba's highland 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.
Viñales
Tucked into the hills in northwestern Cuba, this small, lovely town is the country’s most scenic spot. Viñales sits within a large valley that’s dotted with sheer-sided, rounded mountains known as mogotes. The whole scene looks like something from another planet, and is utterly breathtaking. One look and you’ll be happy that you came here.
Explore DestinationSanto 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.
Explore DestinationPinares de Mayarí
Pinares de Mayarí is touted as a top ecotourism destination in Cuba. In reality, it’s an aging resort set in a remote pine forest. Even so, if you’re looking for peace and quiet in a natural area, this could be a good place for you.
Explore DestinationLas Terrazas & Soroa
Las Terrazas and Soroa are two small “eco-communities” set in the cool, forested hills of western Cuba. Located about an hour west of Havana, these two communities are easily accessible from the city and offer up a fine place to relax for a day or two. The air here is fresh, the mountains are lovely, and there aren’t crowds of tourists around.
Explore DestinationFeatured 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.
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!!!!!
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!
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.
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.
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 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.
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.
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.
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!
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.
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.
