Best of the Best Places to Visit in the Caribbean
Best of the Best Destinations 2025
Travellers’ Choice Awards
Travellers’ Choice Awards
Best of the Best Destinations

Top - Caribbean

These destinations are our top spots for good reason—they’ve got everything travellers are looking for and more.

The Travellers’ Choice Awards Best of the Best title celebrates the highest level of excellence in travel. It’s awarded to those who receive a high volume of above-and-beyond reviews and opinions from the Tripadvisor community over a 12-month period. Out of our 8 million listings, fewer than 1% achieve this milestone.


Visit Aruba once and you'll instantly start planning your next visit. The island wins you over with gorgeous weather, serene beaches, exciting land and sea activities (ATVs in the outback, anyone?), and terrific nightlife, from restaurants to casinos and nightclubs. Don't miss the live music scene, featuring Aruba's own Tumba music.

02.
U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.
03.
The Dominican Republic lies in the same waters as Cuba and Puerto Rico, taking up the eastern two-thirds of the island it shares with Haiti. Offering a lush interior with a mix of caves, Victorian gingerbread houses and the lore of pirates, plus 900 miles of coastline along its brim, island highlights include riding a cable car up Mount Isabel de Torres and basking on stunning Saona Island. Oh, and did we mention the D.R. is family-friendly, has just about perfect weather and is affordable?
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04.
Culture-seekers will be charmed be La Isla's heritage and history, from Old San Juan's charms to folk art and festivals in the outlying towns. You can drive round Puerto Rico in a day, but take your time. Coffee plantations, colonial towns, beaches, bars and restaurants wait to be explored. Old San Juan, with famed Castillo de San Felipe del Morro, is an atmospheric place to wander. Experience life at a different pace by rainforest hiking, scuba diving or swimming Vieques' glowing bioluminescent lagoon.
05.
Jamaica is a melting pot of African, Asian, European and Middle Eastern cultures. You'll experience this diversity in its strong crafts tradition, performing arts and distinctive dining options, like ackee and saltfish with roast breadfruit. Take your holiday to new heights at famed cliff jumping spot, Negril Cliffs. Jamaica offers long beaches, protected coves, rugged mountains, waterfalls, caves and sunshine and chances to play in the surf, ride horses and swim with dolphins. Jump in!
06.
Get the experience of visiting two island colonies in the same 37 square miles. Saint Maarten/Saint Martin's spicy marriage of Caribbean, French and Dutch cultures matches its physical diversity: the island is both urban and untamed, with rain forest-like landscapes, white beaches, and amazing caves and wildlife.
07.
There's more than one way to enjoy the spa experience in St. Lucia. One is to book a treatment at any of the luxury spas or resorts on the island. The other is to visit Sulphur Springs, inside the bowl of an extinct volcano, where you're welcome to try a volcanic mud bath or the 31°C/88°F Roman bath.
08.
Thirty-eight small, gorgeous beaches frame the turquoise waters around Curacao, and each one offers a distinct experience, from secluded to surrounded by cliffs. Scuba divers and snorkelers will find this a world-class destination, as will windsurfers and boaters of all kinds.
09.
Romance and adventure are in the air on this lush West Indian island in the Caribbean, depending on your coast. To the west, you'll find calm waters and good swimming. To the east, there are massive, competition-caliber waves. Wherever you stay, expect turquoise waters, fine soft sand beaches, catamaran cruises and delicious island fare.
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