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The quintessential Florida sunset moment plays out night after night at this waterfront pub and restaurant in Captiva. Open since the 1970s, the British-style spot draws tourists and locals alike with sweeping views of the Gulf of Mexico and more than 16 different beers. To eat, there are seafood classics like clam chowder, fried calamari, and oysters Rockefeller. Go right before sunset and gather with everyone on the sand to catch the elusive green flash before settling in for your meal.

Located on the north coast of Isla Robinson Crusoe, Cumberland Bay sits in the shadow of the volcanic peaks that form the spine of the island. Along the bay is the island’s only settlement, San Juan Bautista, a quiet town of fishermen living in modest homes. Below the sea here is an artifact of a moment when the island played a brief part on the global stage. The German SMS Dresden was launched in 1908 and took part in the Battle of the Falkland Islands in December 1914, during World War I. The ship then sought a safe harbor on Isla Robinson Crusoe, as Chile was neutral in the war. British ships, ignoring Chile’s neutrality, attacked the Dresden and its captain intentionally sunk the ship. It remains to this day resting on the bottom of Cumberland Bay.

If you go to only one Hong Kong museum, this balanced and all-encompassing collection of the ancient and the new should be it. Five permanent exhibits include one on Han Dynasty pottery sculptures dating back more than 2,000 years as well as a gallery devoted to Cantonese opera, with a replica theater and period accoutrements, including hair accessories, robes, and dressing tables. Other exhibits focus on the popular martial arts novels of Jin Yong that were adapted into movies and TV series, with film clips and early manuscripts among the highlights. Other parts of the museum showcase the opium trade, British rule, and fine and decorative Chinese art, plus special exhibitions on subjects like Bruce Lee, with memorabilia and a documentary on his life.

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

Sunday brunch at Perry’s is not your usual run-of-the-mill affair. Yes, there is an all-you-can-eat buffet bar filled with typical brunch fare. Yes, there are the usual boozy drinks to go with your brunch meal. Yes, there is music piped over stereo speakers. But this is far, far, far from an ordinary brunch because it has fabulous drag queens to entertain you while you eat! Perry’s Drag Brunch is among D.C’s most loved institutions. There are two seatings each Sunday and they don’t take reservations. The line forms outside around 9am for first seating which is at 10am. Make sure you’re in that line. As soon as the doors open, ask to be seated toward the center of the room—the bad seats are on the periphery. A split second after you get to your table, throw your stuff down and RUN to stand in the buffet line. After you get your food, then flag your waiter down to get your drinks. At about 11am, the show will begin. The drag show features queens that are campy and witty, and the show is raunchy and HILARIOUS! Perry’s Drag Brunch is definitely not for the timid, though! You may get called out, and next thing you know you’re a part of the show. Whatever happens, you can be certain your friends will have captured the moment on their smartphones and before the red blush leaves your face, they will have already posted it up on Facebook! It’s all in good fun! Just remember to bring along a wad of $1 bills for tips. The ladies do work hard for the money!

Stretched out from the northwest corner of the island like a small arm, Pigeon Island is a historical landmark and a satisfying all-in-one nature, beach, and hiking escape minutes from Rodney Bay Marina. The 44-acre mountainous green plot is home to the preserved ruins of British military forts and garrisons; the Brits chased the Caribs out and used the islet to monitor French activity. Walk among the ruins, and hike up to the cannons of Fort Rodney, where the lookout point offers a breathtaking panoramic view of St. Lucia’s coastline and the sea below, dotted with sailboats. Hike down to the beach for a swim and a toast to history at Jambe de Bois, a restaurant on the water.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.

The centerpiece of a vast resort, golf club, and residential community complex, Rosewood Bermuda sits on 240 acres of waterfront land overlooking Castle Harbour, Harrington Sound, and the Atlantic Ocean. The recently refurbished resort is anchored by the Manor House, where 88 guest rooms blend classic cottage-style architecture and modern interiors that continue to set the standard for today’s luxury seekers: think canopy and four-poster beds, plantation shutters, and colonial-era antiques, all set against a cool white backdrop. Spring for a deluxe poolside room, which also has access to a private poolside daybed. Just don’t expect too much down time. Three on-site restaurants and two bars are beyond selfie-worthy, treatments at the spa incorporate local ingredients like cedar and juniper, and hotel guests receive membership to the 18-hole Roger Rulewich–designed golf course, tennis courts, and a beach club that sits on an exclusive stretch of pink sand for the duration of their stay.

With its endless array of high-quality hotels and lodges, decent restaurants like Tamarind and beach bars galore, Mombasa is far and away the most developed spot on the Kenyan coast. Due to its energetic, busy feel, and the fact that it’s still a huge trading port, many tourists choose not to stay in Mombasa and instead use it as a hopping off point for the various other options on the Kenyan coast. That said, the beaches here are as golden and glistening as anywhere else on the coast, and the old town, with its narrow cobbled streets and the scent of spices wafting through the air, is well worth experiencing. Given that Mombasa has been ruled by the Portuguese, Arabs and the British, there are a number of fascinating historical ruins worth seeing here, such as Fort Jesus, and a wealth of Portuguese and Islamic architecture dotted around town. There’s also a snazzy new luxury yacht marina for the millionaires interested in visiting in style…

The most important historical site on Guadeloupe’s miniature archipelago of Les Saintes also boasts one of the most breathtaking views in the Caribbean. Perched some 400 feet above Les Saintes Bay, Fort Napoleon’s panoramic view of the water—dotted with sailboats and surrounded by bluffs—is worth a visit to Terre-de-Haut on its own. But it’s of historic interest as well. Rebuilt in the mid-19th century after the British destroyed it, the fort turned into a prison that was used during World War II. It was restored in the 1980s and houses a museum showcasing the history of Les Saintes. You can stroll inside to see the former grounds that served as a jail, and walk the botanical gardens afterwards, filled with the island’s various cactus species. Look out for iguanas peeking out of holes in the fort’s walls, as ubiquitous on the grounds as they are all over the island. Take in the glorious scenery for as long as you like before descending back down, on foot or on your rented electric scooter.

The Icefield Parkway isn’t just a highway linking Lake Louise and Jasper, Alberta. It’s a 230-km road trip through the Canadian Rockies, past a series of emerald-green alpine lakes fed by nearby glaciers. The entire route connects Jasper and Banff national parks and traverses the Canadian Rocky Mountain Parks UNESCO World Heritage site. Heading south from Jasper, the first must-see landmark is Athabasca Falls. After that, the sights come one after the other, like the Endless Chain, Sunwapta Falls, the Athabasca Glacier, Waterfowl Lake, and Bow Summit. That’s just the tip of the Icefield, though, as there are hundreds of breathtaking sights. The drive can take as little as three hours; however, it can also last for days. Throughout the summer there are a number of resorts along the route, along with a half-dozen campgrounds. The road is open throughout the winter, but there are no open services.

Scuba divers flock to this diving paradise, as the island sits right on the cusp of “wreck alley.” On shore, the island is home to a handful of private homes and one seriously cool eco hotel (the Cooper Island Beach Club) that makes their own micro-brewed beer with solar power at the Cooper Island Brewing Co. on site.

Since its opening along a dazzling stretch of sand known as Cabbage Beach in 1962, The Ocean Club on Paradise Island has been the preferred stay of old-money patriarchs and traditionalists. Though much at the serenely posh resort has remained unchanged, the 105-room property has been modernized to meet today’s standards with spa-sized marble bathrooms, sweeping WiFi, and a restaurant run by star chef Jean-Georges Vongerichten. But it’s the feeling of a privileged, unhurried yesterday that continues to draw an appreciative upper-crust crowd. An on-site tennis pro provides tips for improving your backhand, Versailles-inspired gardens complete with a 12th-century Augustinian cloister offer moments of quiet contemplation, and rounds of golf end with martinis at the resort’s bar. These details, plus knowing that a personal butler and afternoon champagne and strawberries are included in the price, keep guests returning year after year.

Atop St. Paul’s Hill sit the ruins of St. Paul’s Church, built by the Portuguese and consecrated in 1521. Malaysia’s oldest church was first Roman Catholic, then Dutch Reformed and ultimately used by the British to store gunpowder. Missionary St. Francis Xavier was briefly interred here (after three weeks his remains were sent to Goa, in India, where they can be found to this day); an open grave marks the spot where he was buried. Adjacent to the church is the Porta de Santiago, all that’s left of the Portuguese fortress A Famosa; built in the early 16th century after the Portuguese took control of Malacca, the fortress was used by both the Dutch and the British.