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  • 290 S Park Ave, Winter Park, FL 32789, USA
    At Luma on Park, James Beard Award semifinalist Brandon McGlamery works magic with a modern American menu. While the restaurant follows dining trends with handcrafted cocktails and small plates, it’s really more of a modernized steak house, with dishes like Harris Ranch short ribs, foie gras terrine, cobia ceviche, and classic wedge salad. For a night to remember, request an outdoor table and enjoy the prix-fixe menu alongside some of Orlando’s best people-watching.
  • 29, Barbican Rd, Kingston, Jamaica
    In the heart of Barbican, Kingston’s favorite “uptown” neighborhood, Uncorked started as a small wine and cheese shop but evolved into a sit-down wine bar with a menu that’s popular with the city’s professional crowd. Pick one of the tapas-style starters like the bacon-stuffed dates, or go all in and order one of the famous-for-good-reason gourmet burgers—including the Scotchie and Skellie, which is spiced Jamaican-style. The salads, seafood, and meat entrées don’t disappoint, either. All meals can be paired with the huge selection of imported wines, including vintages from Europe, Australia, and South Africa. It gets crowded at lunchtime, and tables are few, so come early to avoid a wait or stop in for evening cocktails and cheese and olive platters.
  • Rue Blenac, Fort-de-France, Martinique
    A lively produce market takes place in the Grand Marché Couvert, a huge 1880s glass-and-steel building tucked into Fort-de-France’s tight town center. Rows of vendors sell mangoes, pineapples and other tropical fruits, as well as herbs, spices and medicinal elixirs. The pointy, wide-brimmed straw hat called the bakoua makes a great souvenir.

  • State Road 187 kilometer 4.2, Río Grande 00745, Puerto Rico
    In the shadow of El Yunque, The St. Regis Bahia Beach Resort is situated on 486 acres of former coconut plantation and native maritime forest. There are still plenty of palms here, but now the flora also includes all manner of tropical flowers and trees, positioned around numerous trails for walking, running, and biking. Families love the resort for its many amenities, from four tennis courts and a Robert Trent Jones Jr.-branded golf course to a luxurious spa and state-of-the-art fitness center. A new partnership with Aquavento Water Sports provides equipment for everything from kayaking and paddle-boarding to fishing and sailing on nearby lakes, while the Soul of Bahia program gives guests the opportunity to volunteer with a rescue organization for local cats and dogs or help maintain a turtle sanctuary during hatching season. Still, the most popular activity might just be lounging at the pool or on the two-mile-long golden beach.

    Part of a $60 million renovation following Hurricane Maria, the hotel now features a design by celebrated Puerto Rican designer Nono Maldonado and San Francisco-based firm Hirsch Bedner Associates. The plantation-style dark woods and warm browns have been swapped out for more modern, sea-inspired colors, and the 139 rooms have a chic, residential feel, with sprawling bathrooms, private terraces, and glass bar cabinets that can be stocked to your personal tastes by a 24-hour butler. Occupying a two-story building overlooking the ocean, the Casa Grande lobby is the place to go to experience the hotel’s daily Champagne sabering ritual, enjoy live music from a Steinway piano, admire the mural over the St. Regis Bar, or enjoy Greek-inspired fare at the hotel’s signature restaurant, Paros. The poolside restaurant and beach shack have also been redone to ensure uninterrupted views over the water.
  • Avatoru, French Polynesia
    Call ahead and owners Patrick and Sophie will pick you up and bring you to their relaxed island restaurant and only non-hotel bar in Rangiroa. The small plates menu is limited, but what is offered tastes delicious and is quite impressive (think charcuterie from Spain and France or more simple crepes) considering the middle of nowhere location. What the menu lacks in variety, the booze concoctions more than make up for. The cocktail menu is extensive and there are even beer choices from around the globe, another impressive feat considering the locale. There is also a good dessert selection. Te Mao is also very popular with locals, who come for socializing, free wifi, and maybe some karaoke after dark.
  • Half Moon Cay’s tropical setting will put many travelers in a mood for romance. If you want to get married or renew your vows on the island, Holland America Line can help with that. The Bahamian Church is located just off of Half Moon Beach and is built in a typical Bahamian style, with a trussed roof ceiling. From its front porch you’ll have views of the Exuma Channel and your ship anchored off the island.

  • 10 Bayfront Avenue, Level 57, Sands Skypark Tower 2, Singapore 018956
    It’s a crime not to order a cocktail (boozy or virgin) at Spago’s terrace bar, situated next to the famous infinity pool on Marina Bay Sands’ breezy veranda. The drink menu is just as beautifully curated as the decor, featuring more than a dozen original cocktails, over 600 bottles of wine, and an extensive champagne list. Celebrity chef Wolfgang Puck put together the selection of bar bites, including Spago L.A. originals like the bigeye tuna tartare cones. For a full dinner menu in an even more refined setting, book a table in Spago’s glassed-in formal dining room to enjoy dishes like chirashi sushi from the legendary Tsukiji Market and pan-roasted snapper laksa.
  • R. Aprazível, 62 - Santa Teresa, Rio de Janeiro - RJ, 20241-270, Brazil
    Located in Santa Teresa, Aprazível is foodie heaven in a welcoming atmosphere. The name says it all—aprazível is Portuguese for pleasant or pleasurable—a meaning that becomes clear as soon as you take in its intensely orange, intensely Rio sunset views. The kitchen calls the food roots cuisine: moqueca (fish stew), hearts of palm, Amazon fishes, coconut rice, plus excellent steaks and chops. Naturally there are typically Rio desserts, as well as tropical drinks and artisanal beers. The Brazilians love it, and out-of-towners do too; if you add it all up, you’ve got the quintessential Carioca experience.
  • 225 S Pine St, Telluride, CO 81320, USA
    A beloved member of Telluride’s nightlife scene for more than two decades, Smuggler’s Brew Pub shows no signs of slowing down. The restaurant has won multiple awards at the Great American Beer Festival with its classically styled lagers, seasonal suds, and experimental beers, all brewed on-site. Stop by the downtown hotspot and pair a burger with brews like the German-style Marzen and the Fallen from Grace, which takes cues from the Trappist breweries of Belgium. If you’d rather have a cocktail, Smuggler’s also has an extensive “fire water” selection, plus house-made juices, bitters, and teas. Try the Defibrillator, made with cold brew coffee, Italian chocolate liqueur, Irish cream, and Ketel One vodka.
  • 203 N Wabash Ave, Chicago, IL 60601, USA
    Virgin opened its first U.S. hotel in a 26-story, 1920s art deco tower. Originally a Chicago bank, the building’s high-ceilinged, second-floor hall has been transformed into the Commons Club, a socializing spot divided into a lounge, dining room, and oval-shaped zinc bar with red leather seating and power outlets for tech-addicted travelers. Apartment-like rooms are smartly divided by sliding doors into two sections: a sleeping lounge, and a large dressing and bath area.
  • 56 South Shore Road, Southampton SN 02, Bermuda
    Blending a cheerful, laid-back spirit with a splash of formal elegance, The Reefs Resort & Club is uniquely Bermudian. Staff greets you with a rum swizzle upon arrival at the family-owned and operated property, then whisks you up to a room where bright botanical prints complement crisp white linens, deep wood tones, and tile floors, and windows offer views of the Atlantic’s turquoise-tinged waves. Days are spent indulging in frangipani salt scrubs and ayurvedic massages at the spa, sitting in on a sunrise yoga session on the beach and hitting the links nearby, or simply napping on a chaise at the freshwater infinity pool. Sited to capture awe-inspiring vistas of the water, limestone cliffs, and lush vegetation that surround the resort, three restaurants serve classic continental fare, but more adventurous types can rent a scooter across the street to sample the local food scene on a culinary tour of Hamilton and St. George.
  • Bermuda
    Talk about a beach day. This feet-in-the-sand eatery serving burgers, chicken wings, and fries is more than a laid-back fish shack. Sure, there are all the requisite beach-bar amenities—a cool cocktail list, live music, and a line of loungers facing the water. But additional perks include free Wi-Fi, showers, and lockers; what’s more, concession stands are on hand to rent out water-sports gear. The bay itself is breathtaking with limestone rocks creating a barrier protecting it from the open ocean, meaning the shallow turquoise waters are perfect for paddleboarding. Tobacco Bay is also one of the best snorkeling spots in Bermuda.
  • Calle Miguel Lerdo de Tejada 2308, Lafayette, 44160 Guadalajara, Jal., Mexico
    Housed across a 1940s mansion and modernist tower, Casa Fayette is a stylish boutique lodging inspired by Guadalajara hometown hero Luis Barragán. With the architect in mind, Milanese interiors firm Dimore Studio designed the hotel’s 37 rooms in a Mexican palette of artichoke, salmon, and burgundy, adding a mix of custom and European furnishings by the likes of Pierre Frey and Michael Thonet. Downstairs, public spaces take on a global-chic aesthetic informed by the surrounding Lafayette neighborhood. Graphic cement tiles line the pool and spa area, while a glam brass-and-wood bar complements tropical-palm-patterned seating in the restaurant.
  • Unnamed Road
    One of the iconic activities when visiting Jamaica is to raft along one of its rivers—particularly the long Rio Grande—and take in the island’s interior landscape. You can enjoy the Rio Grande’s range of flora and fauna during the relaxing, slow ride down its length. You’ll spot horses drinking along the riverbanks and plenty of tropical flowers and greenery, as well as locals cooling off near shore. Arrange your excursion with your hotel or an outfitter because you’ll need not only a raft but also a ride to the launch site at the mouth of the river, called Rafter’s Rest.
  • 200 Yongfu Rd, Xuhui Qu, Shanghai Shi, China, 200085
    Like the New York speakeasy Please Don’t Tell, the hidden Shanghai bar Keep it Quiet also has a request of drinkers in its name. In the corner of the garden at lauded Shanghainese restaurant Yongfoo Elite is a mid-size space decked out in heavy antique furnishings. Though the decor is on the dark side, a skylight and glass wall overlooking the garden let in enough light. Speakeasies can err on the side of pretentious, but Keep it Quiet doesn’t. You won’t see drinks here that require the concentrated labor of a mixologist nor the use of garnishes better suited to cocktail hour. The Rum Old Fashioned, for example, is simply rum (Bacardi and Ron Zacapa), bitters, a bit of sugar, and a squeeze of citrus.