Does time ever pass in the Florida Keys? Everyone and everything in Key West seems to go at its own pace, right down to the ice melting slooooowly in your margarita glass. Of course, it’s not all limes and leisure – Key West is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and the island has been home to literary greats like Ernest Hemingway and Tennessee Williams. The diving here is phenomenal, as is the kid-friendly Florida Keys Eco-Discovery Center.

Hidden gems of Yucatan, such as Tulum, Akumal, Chetumal, Chichen Itza and Merida, offer an authentic taste of Mexico. Akumal and more Caribbean-style Chetumal, near the Belize border, deliver delectable white-sand beaches and great snorkelling. Merida, Chichen Itza and Tulum, with their ancient ruins, offer a passage into the Yucatanâs native history. Nature lovers can jungle trek and swim in subterranean sinkholes filled with crystal-clear water. Bike around the ruins and hop between towns in colectivo vans.

Visit Provincetown and have a blast enjoying some of Cape Cod’s best beaches (Race Point Beach and Herring Cove Beach are favorites of TripAdvisor travelers). Plenty of cool boutiques, restaurants and art galleries give this town a fun and funky vibe. It’s an exceptionally LGBT-friendly destination as well. One tip: if it’s high season, take the ferry or a quick flight from Boston (unless you enjoy spending hours sitting in traffic).

Well-priced, all-inclusive beach resorts are the norm around Puerto Plata. Take a cable car to the peak of Mount Isabel de Torres, enjoy a concert at an amphitheater facing the Atlantic Ocean, visit the 16th-century San Felipe Fortress. Explore the nearby falls of Damajagua, snorkel off the beautiful island of Cayo Arena or play a round of golf in spectacular surroundings. Then discover the neighbouring towns of Cabarete, a kite-boarding hub, and Sosúa, a picturesque beach spot.

Santo Domingo, the capital of the Dominican Republic and a UNESCO world heritage site, is the oldest continuously inhabited European settlement in the Americas and one of the most populous cities in the Caribbean. The city is a mix of old world charm and modern Latin flair. Its medieval palaces and fortresses mix with nightlife and shopping to rival any modern city in the world. You'll find pristine beaches and hidden gems like a salsa/merengue club set inside a huge underground cave.

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 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.

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.