The largest city in the U.S. Virgin Islands is a popular shopping center, home to 20,000 people, upscale shops, ecotours and underwater safaris. This former haunt of pirate ships now hosts millions of cruise passengers every year. Look beyond the boutiques and discover historic sights such as the bright red, 17th-century Fort Christian, the graceful green Legislature Building, the 1793 brick Lutheran Church and the taxing 99 steps stairway. Charlotte Amalie is easy to explore on foot.

Made up of St. Croix, St. John and St. Thomas, the laidback USVI offer sophisticated dining, turquoise waters and quaint towns. On St. Croix, Christiansted's colorful Danish Colonial buildings provide a lovely backdrop for dining or sailing. 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.

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.

The glowing Mosquito Bay is a vision of bizarre beauty. Thanks to a bioluminescent microorganism, the water is a cool electric blue, looking somewhat like a fantastical sci-fi lagoon. Kayak or hop into a clear-bottomed pontoon boat to glide along the neon waters. Swimmers and snorkelers will adore the pristine, undeveloped beaches. Keep an eye out for the playful feral horses that gallop along the dunes, or visit the stately ceiba tree that’s been keeping watch over the highland for three centuries.

Isn’t it romantic? The Caribbean island of St. Croix is practically the backdrop of a Hollywood love story. White sand beaches and lush rainforests set the scene for tropical bliss. Take in the historic small town charm of Christiansted and Frederiksted, sip your way through a spirited tour of the Cruzan Rum Distillery or explore the ruins of a sugar plantation. And the diving…oh, the diving. Think shipwrecks, think vibrant ocean life, think endless underwater possibilities.

The festive city of San Juan is the perfect place to experience true Puerto Rican culture. Get to know its roots by exploring the vibrant neighborhood of El Viejo San Juan (Old San Juan), which consists mostly of Spanish colonial buildings. Flesh out your self-guided history lesson with a visit to El Castillo San Felipe del Morro, a 16th century citadel that’s a UNESCO World Heritage Site. Then reward yourself with a cooling dip at Luquillo or Carolina Beach, then a tasty tour of the Bacardi rum plant.

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 DR delights visitors with its mix of white-sand beaches and "gingerbread" Victorian architecture. Nine hundred miles of Caribbean coastline make the Hispaniola Island country a beach-lover’s paradise. Day-trip to Puerto Plata and ride the cable car up Mount Isabel de Torres, or groove to the steel drum beats of Cabarete nightlife. The breezy palms and sparkling waters of Punta Cana make it a true tropical paradise.

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at La Soufrière, one of the most popular attractions in St. Lucia. Pack your skin with the medicinal mud of Sulfur Springs for a DIY spa treatment. Continue your eruptive adventures with a guided hike of the two volcanic plugs known as the Pitons then ascend Morne Fortune to take in the sweeping views. For an intimate beach experience, hit the private black sands of Anse Mamin.

Aruba is the quintessential Caribbean island, all sun and sea and stretches of powdery white sand. Time will slow to a pleasant crawl as you linger over a tropical cocktail or flutter serenely underwater, where only the parrotfish are in a hurry. The pastel façades of Oranjestad landmarks and shops lend an inviting and playful vibe to the capital city. Enjoy the shade of an Eagle Beach divi tree while the crashing waves of turquoise water create a soothing soundtrack just for you.

In friendly Great Exuma, you'll want to be up early so you don't miss a moment outdoors. From fishing and sailing to snorkeling and windsurfing, there's almost too much to do. Design your own adventure and plunge in—particularly around Exuma Cays Land and Sea Park, where the scuba diving is world-class.

Is there anything better than stretching out like a cat in a warm patch of Jamaican sun? Only if you sprinkle your island vacation with a dash of adventure. Known fondly as “the land of wood and water,” Jamaica’s forests feature prime hiking and bird watching. History buffs can the heritage sites of Trelawny, while reggae and dancehall fans will love the authentic music clubs of Kingston. Montego Bay is perfect for snorkeling and shopping, while the spas of Ocho Rios can make any stresses melt away.

Like seashells, no two holidays in the Bahamas are alike. With options as diverse as its 700 islands, it's a place where you can find exactly the getaway you love most. Looking for a family destination, a place for lovers to sneak away, a gambling mecca, a haven for cruise passengers, or a shopper’s world market? The Bahamas is all these… and much more.

Sunny Cancun has much more to offer than its party-town reputation might suggest. Plenty of gorgeous, drama-free family resorts cater to folks who want to experience the tropical Yucatan climate. There are significant Mayan ruins here, such as El Rey and the Yamil Lu’um, a crumbling tower of pale gray stone. Learn more about this ancient civilization at the Museo Maya de Cancun. For a literal taste of Mexico, take a tour of the Museo Sensorial del Tequila.

Stretching from the fishing village of Puerto Morelos to the biosphere reserve of Sian Ka'an, the Mayan Riviera offers an unforgettable Caribbean coastline experience. Divers and snorkelers will be dazzled by the wrecks of Xcaret and the Puerto Morelos reef. Use a zip line to descend into the sacred subterranean caverns of LabnaHa Eco Park, where you can snorkel an underground river under a canopy of stalactites. The nearby Tulum Monkey Sanctuary will put you in a playful mood.

Mayan ruins tower over the sea in Tulum. The formerly walled city was one of the last to be built by the Mayans, and its archaeological sites are incredibly well preserved. Take a break from the beach to visit El Castillo, the Temple of the Frescoes, and the Temple of the Descending God. Explore an underground river under a canopy of stalactites in the sacred caverns of LabnaHa Eco Park, or dive into Cenote Dos Ojos to snorkel inside of caves in the middle of a forest.