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This comprehensive museum, which was dedicated in 2002, is housed in St. Kitts’ historic treasury building. Constructed from hand-cut limestone in 1894, the building is still known as the gateway to Basseterre, thanks to its imposing size. Inside, three galleries trace the history of St. Kitts from the island’s indigenous inhabitants to its independence in 1983. Visitors can learn about the sugar, slave, and rum trades as well as carnival customs, and see traditional dress on display.

Pass over limestone rocks and through a protected landscape and you’ll arrive at this enchanting pool, which gets up to eight feet deep at times. Surrounded by volcanic outcroppings, it’s so removed from other island attractions that it feels undiscovered and romantic. The water is warm and bubbly and there are some ledges for sitting, all of which make you feel as if you’re in a natural Jacuzzi. Whether you arrive by foot, mountain bike, or jeep, the journey is as exciting as the destination itself. For a dose of adventure, opt for the half-hour guided horseback tour, which winds past caverns and other rock formations on its way to the pool.

Opened in 1997, Jumeirah Beach Hotel is one of Dubai’s first modern resorts. The broad, wave-shaped tower sits next to a white-sand beach with a full flight of water sports, and it gets year-round traffic including many sun-seeking Russian package tourists and British families. Despite a capacity of more than 1,200 guests, the hotel has enough pools and restaurants to absorb the crowds. The guest rooms are still some of Dubai’s largest (that’s saying a lot), and the hotel is a convenient 20-minute taxi or free shuttle ride to the Gold Souk on Dubai Creek, or to the Mall of the Emirates, site of Dubai’s famous indoor ski slope. Kids will want to maximize their time at the Wild Wadi water park just up the beach, where Jumeirah Beach Hotel guests enjoy free entrance. Couples migrate to the 24th-floor Uptown Bar patio for cocktails and breezy views of the Persian Gulf and the lights of Dubai’s iconic skyscrapers, including the Burj al Arab and Burj Khalifa.

You’ll have to pick your jaw up off the ground before you start your alfresco breakfast or dinner on Elk Island, in the middle of Jackson Lake in Grand Teton National Park. Just one mile from Elk Island (the largest island in Wyoming—not a hotly contested title), the hulking Mount Moran explodes up 7,000 feet from the lakeshore. It’s so close you might be able to spot crevasses on one of its glaciers. In this setting, standard fare—trout, steak, and chicken at dinner, and eggs, pancakes, and hash browns at breakfast—tastes almost sublime. The cruise to and from the island is a bonus.

Privately owned Cavallo, just a mile off Corsica, is the only inhabited part of the Lavezzi Islands. It’s no more than half a square mile in size (120 hectares), but it was valued even back in the days of ancient Rome, when the Romans established granite quarries here. And while the island is French, it has been a favored retreat for Italian vacationers since the 1970s, when celebrities first came to frolic among its secluded coves. It’s still a peaceful oasis, with only bicycles and electric golf carts allowed on its winding roads.

The past two decades have seen the dozens of islands scattered across Boston Harbor transformed from barely noticed dots on the horizon to one of the city’s most popular attractions. The Boston Harbor Island National Recreation Area, established in 1996, has propelled them into prominence, with ferries carrying day-trippers and overnight campers from downtown Boston, Hingham, and Hull to eight of the islands (19 more are accessible by private boat or charter excursions). Most visitors head to Georges Island, home of the Civil War–era Fort Warren, or the beaches and hiking trails of Spectacle Island, the one closest to downtown Boston. (Don’t skip the concession stands here: The food is from James Beard Award–winning Boston chef Barbara Lynch.) You can also camp on Peddocks, Grape, and Bumpkin islands, or take a tour to Little Brewster Island to witness the 300-year-old Boston Light, the nation’s oldest lighthouse.

The Caramoan area, on the eastern tip of the Caramoan Peninsula in Bicol, is a rugged and remote landscape of white-sand beaches, rich woods, swampland, lakes, and caves. Numerous seasons of the reality TV show Survivor have filmed around this region, including at Gota Beach. Most travelers explore the pristine Caramoan Islands by small outrigger boat. There are too many to scope out in one trip, but don’t miss famous Matukad Island with its pure white sands, exotic rain forest, limestone rock formations, and even a hidden lagoon. Another must-visit is Manlawe Island, a one-kilometer-wide sandbar surrounded by ankle-deep water. Other highlights include Cotivas Island, Gota Island, and Sabitang-Laya, a triangular landmass with powdery sand, caves, and superb snorkeling. Accommodations in Caramoan include family-run inns that are equipped with modern amenities but rustic enough to accentuate the region’s remote and unspoiled ambience.

Among the three Cayman Islands, Brac is the most topographically endowed, thanks to its distinguishing feature: the Bluff, a limestone cliff rising along the length of the island and topping out at about 140 feet at the eastern end. Between that and the island’s densely forested interior, the local hiking options have a lot to offer—one of the best cases in point being the Lighthouse Footpath, a trail that runs two and a half miles (one way) along the bluff’s edge and that serves up endless sea views and likely encounters with the absurdly adorable brown boobies and soaring frigate birds. Try to go in the morning or late afternoon, and of course, take along plenty of water: You’re looking at a two-hour outing to the most beautiful of boonies.

If you want to eat like a local, try heading to Potter’s Cay—an enclave of modest fish shacks tucked beneath the bridge to Paradise Island. The most famous of these is Twin Brothers, which serves up paper plates full of deliciously authentic cracked conch, conch fritters and citrus-marinated conch salad.

Retail therapy takes on new significance at this nonprofit, where the vintage-inspired dresses, jackets, and bags are designed and handmade by the inmates of the women’s prison on Giudecca island as part of a skills training program. Fortuny and Bevilacqua donate some of the more sumptuous fabrics, and colors tend to be bold and cheery.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

This is a peaceful spot to land when you want to soak up the tranquil breezes off the Chesapeake Bay. Head down south and enjoy a quaint stay in this hopeful little town still showing forth the glory of its historic roots. Grab a bicycle from the Hope & Glory Inn’s bike stand and head on over to their namesake vineyard. Taste a few of the delicious wines and dine at the Inn’s restaurant where the grub gives ‘country’ food a new meaning.

In the southwest of Providenciales, this national park encompasses the tranquil Chalk Sound lagoon, a large expanse of shallow water connected to the ocean by a small channel. Check out the fringe of jagged limestone, called ironshore, along the shorelines of the lagoon and its small islets. You can rent a car and explore scenic Chalk Sound Drive, or you can stop at Las Brisas Restaurant to rent kayaks for a paddling adventure. See if you can spot stingrays and small sharks finning through the water, or the local rock iguanas foraging on the islands.

As of May 2018, El Conquistador Resort and Las Casitas Village are closed indefinitely, due to damage sustained during Hurricane Maria.

Situated atop a 300-foot bluff on the eastern tip of Puerto Rico, El Conquistador Resort, a Waldorf Astoria Resort, spreads across 500 acres overlooking the converging waters of the Caribbean Sea and the Atlantic Ocean. A stay at El Conquistador is a transformative experience. Guests can relax at the Eucalyptus steam room, enjoy exotic cocktails while gazing at the El Yunque Rainforest, or even kayak around a private island. Guestrooms and suites are divided into five villages, and feature ocean views, 23 restaurants, an 18-hole golf course, a state-of-the-art aquatic playground/water park for families, and the resort’s private island, Palmino Island, featuring water sports and white sand beaches.

Hogfish Bar and Grill, under a thatched palapa roof with open sides, is tucked in among the boats and gulls of Safe Harbour Marina in Stock Island. In short, a meal or a drink there makes you feel like an insider, a salty local far from the crowds downtown. That in-crowd feeling is burnished on weekends, when local bands play sets, or during one of the events held by Hogfish during the season, like shrimp boils. The simple food is served generously on plates crowded with side dishes. The hogfish sandwich, served fried on Cuban bread, is the stuff of late-night-post-beer legend.