THE BEST Harbour Island Water Sports Resorts

Cayo Coco, an island just north of mainland Cuba, has some of the world’s most gorgeous beaches—think superfine white sand and shallow, clear water. It’s popular with European travelers seeking a sunny escape at one of the island’s beach-side resorts. Snorkeling and diving are fantastic.

Stretching 126 miles south towards Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Come face to face with an amazing array of fish while snorkelling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed shows are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

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.

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.

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.

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.

Antigua has hundreds of beaches, from the bustling Pigeon Point to the kitesurfing paradise of Jabberwock Beach. It's fun to mix it up—a day spent in a secluded cove, another spent people-watching at a tourist magnet. When you’re tired of sun and sand you can shoot ‘em up at Reservoir Range, where archery and air pistols are a fun way to work out any lingering pre-holiday stress. A tour of the Antigua Distillery is a spirited way to experience a true taste of the island.

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.

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.