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It’s not done idly when they eschew the term “distillery” in favor of “rum factory and heritage park” in the case of Foursquare. As a “rum factory” they produce tremendous amounts of some of the most loved rums from Barbados. Naturally, you can find the exquisite Foursquare Rum here, but they also produce an exceptional line under the Doorly’s label, plus another hard-drinking favorite named Old Brigand, among others. And when it comes to the “heritage park” part, the grounds boast a kind of museum in the form of a field littered with antique rum manufacturing equipment, plus a rum educational pavilion, and most uniquely, an amphitheater for local musical and theatrical performances. When you stop in, ask for a corn ‘n oil!

At Point Udall, on the east coast of St. Croix, a sundial called Millennium Monument was erected for the New Year’s celebration in 2000. The stark sculpture represents the azimuth of the first sunrise of that year, the new millennium, at this easternmost point of the United States. Point Udall also affords visitors panoramic views and marks the starting point of a hike that leads to the beach at Isaac Bay.

One of the most fascinating aspects of the BVI for beachgoers is the sheer array of sandy shores to explore. On Jost Van Dyke, the sand at White Bay skews more toward the white-gold end of the spectrum and gives way like piles of sugar beneath your bare feet. Hit the Soggy Dollar Bar to try the iconic Painkiller (a mix of rum, orange, and pineapple juices and cream of coconut, sprinkled with freshly grated nutmeg) in the place where it was invented. Just around the headland on the beach at Great Harbour, the sand skews slightly more golden, and the famed Foxy’s Tamarind Bar, another classic BVI watering hole, beckons. And for the most diamond bright, sugar-spun sands in the islands, make your way to Anegada, the northern and easternmost island in the BVI. Here, Cow Wreck Beach is a calm stretch with one mellow bar and a gentle slope of white sand leading to the water’s edge. On the far eastern end of Anegada, Loblolly Bay lures with an enticing crescent strand and a beach bar called Big Bamboo that serves up a mean piña colada, best enjoyed with a plate of conch fritters.

One of South Africa’s most famous sights, Robben Island is located four miles to the west of Cape Town. Its history as a prison is almost as old as the first Dutch settlement on the cape, dating all the way back to the 17th century. Today, the island is a UNESCO World Heritage site and museum, offering guided tours by former prisoners. After visiting the graveyard and maximum-security facility, guests can finish with a stop at the cell of the island’s most famous prisoner, Nelson Mandela. The half-hour ferry ride to Robben Island includes breathtaking views of Cape Town and Table Mountain. Just note that the ferry only runs three times a day in the low season; in the spring and summer, there’s an additional departure in the late afternoon. Book your tickets far in advance.

Need a break from the hot weather at the beach? Want to unwind and relax in the lap of luxury? Look no further than the beautiful cliff-side Royal Isabela resort. The fresh rum punch is delightful here. It’s one of my favorites on the island (each place has a distinct version). I didn’t ask for the recipe but I’d rather keep it a secret—to keep me coming back to this beautiful place. The resort has a breathtaking view, with private villas and a golf course. I come here to take in the beauty of the Caribbean away from all the crowds and parties. It’s serene and lush.

Music producer turned hotelier Chris Blackwell has made a name for himself converting Caribbean properties (Pink Sands on Harbour Island, GoldenEye in Jamaica) into jetset destinations with studios where his rock-and-roll friends can kick back while recording their next album, but it all began at Compass Point. Bob Marley, the Rolling Stones, and Eric Clapton have all stayed in some of the resort’s 18 rainbow-hued stand-alone huts, which are inspired by the colors of Bahama’s Junkanoo carnival and are simply furnished to encourage engagement with the outdoors; though the interiors are air-conditioned, most have sea-view balconies that are sighted to catch ocean breezes. In keeping with the theme, each comes with a surround-sound system and a library of CDs by artists who have recorded at Compass Point, but you’re just as likely to keep them off, preferring instead to listen to the waves that crash on the hotel’s small beach.

The Zizkov TV tower was built in the latter half of the 1980s and there were rumors that the Soviets built the tower to block out radio transmissions from the West. Locals have hated the 700-foot high structure since day one, although public resentment seems to be waining a bit. Public art has also softened the outlook—ten of sculptor David Černý’s giant babies crawl up the exterior. Today, the futuristic tower is best for getting a sky-high view of the city of hundred spires from the viewing platform.

St. Vincent and the Grenadines are home to a wide variety of restaurants, from fine-dining spots in luxury resorts to authentic local joints on St. Vincent and Union Island. Don’t miss the great beach bars on Bequia and, if you’re lucky enough to be visiting Mustique, the famous Basil’s Beach Bar on Britannia Bay.

Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.

Any trip to Puerto Rico must include at least one perfect day in the old city of San Juan. The island overflows with a rich culture and history that you can first experience here in San Juan right after stepping off the plane. Spend a day roaming the old city, exploring cobblestone streets with hidden gems and restaurants, art galleries and shops. These are the must-see places to complete your perfect day in San Juan.

With more than 400 shipwrecks and its fair share of coral reefs, St. Kitts is a favorite of the scuba set. To try your hand at the hobby, consider staying at Bird Rock Beach Hotel, which houses one of the island’s most popular dive operators. Here, guests can charter a boat to nearby Devil’s Cave and swim among barracuda, lobsters, and nurse sharks, then retire to one of 46 tropical-hued rooms overlooking the sea. Less adventurous travelers can visit the on-site dolphin park, sunbathe on the private beach, or simply sip rum punches from the pool’s swim-up bar. Hotel staff is also happy to arrange off-site activities like catamaran cruises, rainforest treks, and volcano crater tours.

Known for their ability to combine comfort with luxury, Dominica’s best accommodations range from oceanfront cabanas and cliffside condos to a hotel in a former military fortification and an eco-lodge on a working fruit plantation. Many focus on sustainability and adventure travel, while others highlight local art, world-class spas, and proximity to Dominica’s best beaches.

A boom of new restaurants, especially along 14th Street, has made eating in D.C. more satisfying the ever. Case in point: Ryan Ratino’s Bresca, which shakes off any notions of capital city stodginess with its thrillingly unusual flavor combinations. Among the Michelin stars and celebrity chefs, you’ll find a global culinary perspective, from Ethiopian to Western Thai to Greek. D.C. also continues to champion local seafood and maintain tradition at its taverns.

For decades, this rooftop terrace bar situated at the W Hotel (formerly the Hotel Washington, circa 1918) has provided some of the most stellar views of the White House, monuments, memorials, and beyond. P.O.V. is open year-round, unlike many other local rooftops, and encourages guests to show up by 9 p.m. Once you’ve found a spot to lounge on a velvet banquette, order a round of craft cocktails along with small plates from world-renowned chef Jean-Georges Vongerichten.

Berlin, the urban center of Germany, caters to anyone’s interests. If you’re a history buff, visit Museum Island, a UNESCO World Heritage Site in the River Spree consisting of five museums, including the Museum of Islamic Art. If there’s time, take a tour of Brandenburg Gate, the city’s most famous landmark. For art lovers, the East Side Gallery can’t be missed. If you’re traveling with family, be sure to spend time in Prenzlauer Berg, which has children-friendly cafes, shops, and playgrounds. There’s also a popular flea market there on Sundays.