The Caribbean consists of 28 islands encompassing just over one million square miles. Many know the Caribbean for its picture-perfect views—all lush green hillsides, soft beaches, sunny skies, sun loungers, and poolside cocktails. But that’s really just the white-sandy surface of this region, where each island has something distinct to offer. On Dominica, hiking is unmatched, notably its Boiling Lake, a flooded fumarole located in Morne Trois Pitons National Park, where you can traverse across the rim of an active volcano. The best island hopping is in the British Virgin Islands, while Barbados is the action island, where the historic Garrison horse racing takes place year-round. If you’re looking to soak up some winter sun by a pool lounger and nothing more, then any island in the Caribbean will do. Dig a little deeper and venture beyond the resort gates, these are some of the best islands in the Caribbean. Honorary mention goes to: Harbour Island (Bahamas) – St. Lucia – St. Barts - Anguilla – Grenada – St. Kitts and Nevis
Barbados
Best island for action
Barbados might just be one of the best all-around islands in the Caribbean. Some of the top hotels in the region are found here, as are some of the best beaches, all accessible to the public—there are no private beaches in Barbados. Poolside beverages are spiked with rum, distilled on the island, and best learnt about at St. Nicholas Abbey, a plantation house, museum, and rum distillery. Those looking for more diverse action can find it at the heritage railway, the racing car circuit, and the Garrison Savannah, a popular horse race that takes place throughout the year. And then there are the surrounding reefs, where you can swim with turtles, snorkel with seahorses, and spy whales in the winter months.
British Virgin Islands
Best island for island hopping
Barbados' wilder East Coast makes for a more rugged, windswept version of the Caribbean getaway—and with new flight and cruise options, there are now even more ways to access this surfer's paradise.
The British Virgin Islands (BVI) territory has few chain restaurants and no large hotels or mass tourism attractions. Instead, you’ll encounter turquoise waters, lush green hillsides, and distinctive cuisine and culture across the four main islands: Anegada, Jost Van Dyke, Tortola, and Virgin Gorda.
Hopping from island to island—whether via public ferry or private catamaran—is the characteristic way to explore the BVI. Imagine sailing to Jost Van Dyke’s White Bay, home to casual beachfront eateries serving dangerously delicious rum cocktails and locally caught fish. Another fantastic spot is Willy T’s Floating Bar and Restaurant near Norman Island. Moored offshore, the cargo ship has been converted into an ultra-relaxed eatery.
Dominica
Best island for diving
The calm waters surrounding Dominica make it one of the best diving spots in the world. The rainbow-colored seascape is best viewed at Champagne Reef, named for its bubbling waters generated by volcanic thermal springs rising from the ocean floor. The reef also comprises plummeting cliffs, towering volcanic formations, and the remains of a 17th-century Spanish shipwreck.
Another highlight is L'Abym, a dive site located on the island’s southern tip and suited to all skill levels due to Soufriere Bay’s gentle current. Underwater wonders are visible from 20 feet below the surface, right down to a 1,500-foot maximum depth. An underwater wall extending its entire length gives the site its name.