Made up of St Croix, St John and St Thomas, the laid-back USVI offer sophisticated dining, turquoise waters and quaint towns. On St Croix, Christiansted's colourful Danish Colonial buildings provide a lovely backdrop for dining or sailing, and underwater coral gardens are heaven for divers. On St Thomas, shopping mecca Charlotte Amalie has hopping nightlife. Tranquil St John offers quiet trails, secluded coves and lively Cruz Bay's shops and bars. Ferries and local air services link the islands.

The biggest draws to St. Thomas are beautiful beaches and duty-free shopping. Once your luggage is full of china, crystal, liquor and jewelry, you can explore life outside the markets, and there's no shortage of options.  You can visit Fort Christian, the 17th century Dutch stronghold; swim or snorkel in the calm blue waters of Magens Bay; hop a ferry to St. John; or just lie beside the pool with a daiquiri.

Ecotourism is alive and kicking on St. John. There's more than enough to do on land, from watching for wildlife in the national park to hiking miles of trails or strolling sandy white beaches. Hit the water for amazing snorkeling, swimming, even underwater photography—of course. This is the Caribbean, after all.

More than 60 idyllic islands, including Jost Van Dyke, Tortola, Anegada and Virgin Gorda, make up the BVI. Turquoise waters offer thrilling diving, fishing, sailing and swimming. Tortola is the largest island in the volcanic chain and has beautiful beaches and coves, forts, ruins and warm, welcoming people. Virgin Gorda boasts yacht clubs, chic resorts and secluded sands. Coconut palms shade beaches on tiny Jost van Dyke. Sailing is a popular way to travel between islands. Ferries are the other option.

You don't have to choose between visiting a cultural capital or a sunny Caribbean beach destination—San Juan is both. This city's architecture ranges from Spanish colonial to 20th-century Art Deco, while the new Museo de Arte de Puerto Rico presents Latin American and Caribbean artwork in state-of-the-art galleries.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

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?

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!

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.

Cuba's top beach destination sits on a 13-mile-long peninsula with powder soft sands lapped by waters of the Kawama Channel. Resort hotels teem along the shore that U.S. celebrities and gangsters, including Capone, discovered in the 1920s. Clubs and bars provide mojitos and merriment, after long days baking on the beach, golfing, diving or deep sea fishing. Rent a scooter or hop aboard an open-air tourist train or bus to see more of this stunning spot. Caves, keys and virgin forest add to the area's allure.

It’s not just for spring-breakers. Cancun, with its golden beaches and perfect climate, is the premiere coastal destination in Mexico. And while there is certainly a 365-day party available for college students, resorts cater well to families and to those seeking solitude. This Yucatan paradise is also the gateway to the ruins of Tulum and Chichén Itzá.

Dozens of nightclubs, hundreds of restaurants and some of Mexico's best beaches await you in Puerto Vallarta. The original colonial town still shines through an endless selection of shopping, art galleries, water and land activities, and hotels. Walk the malecon (boardwalk) and just try to take it all in.