Cuba Top Destinations
CubaEven today, the thought of going back in time seems impossible, and certainly incomparable, but it's still out of reach...isn't it? Not in Cuba. Cuba's top attractions are often relics of the past — including classic cars roaming the streets, smoky clubs filled with music and drink, and colonial architecture, and that's just for starters. Cuba's best places to visit are 'must see' locations such as Havana, but also places like Trinidad where the past is reflected in the very buildings that line the street.
This vacation is a getaway with no regrets. Cuba's top destinations will have you walking down cobblestone streets bordered by Spanish ruins or going for a hike along an ancient, eroded plateau. There is one thing you won't be doing, and that's having a standard issue vacation. Cuba's top attractions will remind you that this island is one of strength, endurance, and beauty.
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.
Old Havana (Havana Vieja)
Spanish conquistadors started building Havana in 1519. The city became an important port in the second half of the 16th century. Over the years the old section of Havana has become an important showcase of Moorish, baroque, neoclassical, and art nouveau architecture. Each plaza and neighborhood of Old Havana has a distinct look and personality.
Explore DestinationViñales
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 DestinationTrinidad
Trinidad is a charming, colonial city in central Cuba. Its cobblestone streets, historic houses, and lively atmosphere help make it a top destination in Cuba.
Explore DestinationVaradero
Varadero is Cuba’s most popular beach destination. Less than a 2-hour drive from Havana, Veradero extends onto a long, narrow peninsula and boasts blazing white-sand beaches and warm turquoise water.
Explore DestinationBaracoa
Baracoa is one of the most remote destinations in Cuba. This small town borders the northeastern coast and is surrounded by some seriously scenic areas.
Explore DestinationGuardalavaca
The gorgeous beach at Guardalavaca is set 34 miles (55 km) northeast of Holguín. Guardalavaca is much smaller than other beach resorts in Cuba, but it’s one of the prettiest and most authentic coastal destinations in the country.
Explore DestinationSantiago de Cuba
Santiago is unlike anywhere else in Cuba. It’s home to the country’s largest Afro-Cuban population and was the birthplace of the Revolution. Its isolated, eastern setting helped influence its distinct cultural character and significant historical context. It’s a lively, fast-paced city that is older than Havana. Needless to say, it’s a fascinating place to visit.
Explore DestinationHavana
Havana is a beautiful and captivating city. It’s home to the country’s most thriving cultural, culinary, and artistic scenes, and is a fascinating intersection between Spanish colonialism and Cuban Communism. The people here are friendly and welcoming, and it’s easy to spend an entire week strolling its streets, visiting museums, and listening to live music.
Explore DestinationCayo Coco & Cayo Guillermo
Cayo Coco and Cayo Guillermo are the two most popular islands in Cuba. Set along the north central coast, these islands boast beautiful beaches and azure-colored waters. Most of the hotels here are all-inclusive resorts.
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.
All of the commodities that put Cuba on the map – including classic cars, rum, cigars, cabarets, beaches, and baseball – continue to make these destinations irresistible. Havana charms visitors with its appealing mixture of culture and history, while places like Varadero boast white-sand beaches and turquoise colored water.
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.
