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  • Soufriere, St Lucia
    This local joint lives up to its playful name: multicolored stools, round picnic tables, an open-air setting covered by a leafy roof, and its lively bar patrons and pool-playing crowd. A chalkboard menu lists the daily specials, which include creole dishes, grilled pork, and barbecue chicken as well as local vegetables like callaloo. Arrive on the earlier side of noon—sometimes the food runs out, and sometimes there’s a long wait. The cold beer makes this a popular place with the locals, and it can help soothe impatience while you wait.
  • de, Alajuela Province, San Carlos, Costa Rica
    It’s hard to believe you’re in the middle of the Costa Rican rainforest at Amor Loco, part fine dining restaurant and part swanky lounge at Nayara Springs, a resort located near Arenal Volcano National Park. Moody lighting, velvet chairs and an onyx-topped bar set the stage for such diches as pumpkin puree soup or a perfectly cooked steak. Ask for bartender Carla to whip you up a cocktail on the spot (just let her know what your favorite tipple is).
  • Calle Paseo de Montejo 480 x 41, Centro, Mérida, Yucatán
    With a name like that, it’s no wonder this boutique hotel is a prime spot for romantic getaways in the Yucatan’s capital city. The two pink-hued colonial mansions are as charming as they are camera-friendly, bedecked in vibrant modern art and picturesque patios and outdoor corners that mix lush greenery and sleek furnishings. Life here feels like its perpetually viewed through rose-colored glasses, and it’s not just the walls: the spa offers an enticing menu of xocolatherapies; the tequila bar has over 250 varieties to sample; the oasis-like swimming pool is a palm-shaded spot for afternoon dips; and there’s even a chocolate shop on-site. Guests can dine on gourmet fusion fare in the restaurant, or head up to the rooftop lounge for cocktails with a side of live jazz. As for the guest rooms, they’re no less indulgent with their rose and cocoa palettes and patterned-tile floors; minimalist bathrooms have sumptuous open-air stone tubs, large walk-in rainfall showers, and handmade chocolate soaps.
  • 101 Wilshire Boulevard
    Santa Monica has plenty of posh spots, but the best-known might be the Bungalow, a beach-bar-style lounge right across the street from the ocean. There’s a high-ceilinged main bar inside, but the real action happens on the front patio and in the back garden, where patrons can take full advantage of the pleasant L.A. weather. Patio seating is coveted space, but if you can snag one of the funky couches and wooden tables—especially if it’s by a fire pit—you can comfortably spend the rest of the night chatting over cocktails under twinkling lanterns, a cool ocean breeze at your back. A second location in Huntington Beach has vintage interiors and ocean views right on the Pacific Coast Highway.
  • L.G. Smith Blvd 7, Oranjestad, Aruba
    Instagrammers, take note: This open-air eatery is prime for watching—and snapping—the sunset. Every table is positioned on the pier, directly over Aruba’s shimmering waters. Come early to score a front-row seat for the evening spectacle, then stay late for the live music and light bites. The fish cakes are a must, but other popular dishes include pan-seared grouper with ginger and apricot sauce, and dark-rum-infused blue cheese tenderloin. If this chic lounge looks familiar, it’s because it made an appearance on The Bachelor.
  • The bars along 5th Avenue start hopping as early as sunset, but Calle 12 doesn’t pick up until well after dark. Pronounced kah-yeh doh-say, the lane is Ground Zero for Playa del Carmen’s wilder nightlife, with nightclubs and bars on both sides of the street between 10th and 1st avenues. The hottest venue depends on when you go—which night, week, or even season—but the most popular spots include Coco Bongo, La Vaquita, Coco Maya Beach Bar, and Mandala. (Note: Things don’t start till 11 p.m. at the earliest on Friday and Saturday nights.)
  • 13 Rue des Petits Champs, 75001 Paris, France
    Opened in 1980, Willi’s, with its bright blue facade, is a fixture in the 1st arrondissement. This French wine bar, which is actually owned by an Englishman, is perhaps most famous for its wine-themed posters, which are commissioned each year and created by contemporary artists. A selection of them hang throughout the two-room space, which includes a long wood bar area with stools and an adjacent, larger dining room. The wine list specializes in the best Rhone vintages, but also includes a nice selection of White Burgundies. Affordable a la carte dishes and prix-fixe menus of French classics, as well as Spanish charcuterie, are also a draw.
  • 2 Spring Gardens, Trafalgar Square, St. James's, London SW1A 2TS, UK
    Relaunched in a historic building as a new boutique hotel in summer 2017, the Trafalgar St. James is (as the Brits say) bang in the middle of London, perched on Trafalgar Square. The central location overlooking Nelson’s Column and the National Gallery makes it a draw for sightseeing visitors, while the buzzy rooftop bar and underground lounge are popular meeting spots for locals. Sleep with Mick Jagger (in photo form, framed over the bed) in elegant modern guest rooms with buttery leather headboards that echo the swank booths downstairs in the Trafalgar Dining Rooms. The restaurant serves all day, from cold-pressed morning juices to a post-theatre pulled lamb burger. Make reservations for drinks and nibbles on the Rooftop, and enjoy the views of central London even during cooler months with blankets and outdoor heaters. The hotel taps into local tastemakers and influencers to curate tips and itineraries for guests.
  • 1300 Southeast Grand Avenue (a), Portland, OR 97214, USA
    One of the many excellent coffee roasters in Portland, Coava occupies an industrial-chic space in the Central Eastside that’s more than a spot to duck in for an espresso. The airy 13,000-square-foot operation includes training facilities, an enormous coffee silo in which beans are stored, and, of course, a retail coffee bar from which visitors can watch much of the coffee-roasting process unfold. Though Coava’s beans are proudly served at some of Portland’s best coffee shops, many of the pour-overs at its “brew bar” are available in limited quantities and not served anywhere else.
  • If you’re driving out to the beaches or bars of St. Kitts’ southeast peninsula, make sure to stop for an envy-inducing photo op at the top of Timothy Hill. Up here, your 360-degree view includes the Atlantic Ocean, the Caribbean Sea, Friar’s and Frigate bays, Nevis, and the hilly peninsula itself.
  • Río Ebro 87, Cuauhtémoc, 06500 Ciudad de México, CDMX, Mexico
    Fans of real-deal sushi-bar Nipponese are united in huzzahs for Rokai, a sliver of a restaurant in a low-key, high-end section of the Cuauhtémoc quarter, north of the Reforma. Japanese-born chefs Hiroshi Kawahito and Daisuke Maeda change up the menu daily, depending on what’s available at markets (they make great use of some of the best fish that comes in from Baja California); regulars like to nosh omakase-style for a multiple-course tasting at the chef’s discretion. Quality sakes add a rosy glow to the precision with which every creation comes over the bar in this spare but fashionable setting. Reservations are recommended.
  • The only building on sheltered Apantima Bay, this funky beach bar with rooms is one of the reasons the tiny island of Antiparos has suddenly become fashionable. Hanging with the skimpily clad in crowd doesn’t come cheap: If you’re not staying in one of the nine quietly chic suites, you’ll have to fork out handsomely for a sun bed. The payoff is chilling under juniper trees with a detox smoothie, idly watching athletic beach babes paddleboard into the sunset. There’s an alfresco massage and yoga pavilion; a stylish boutique where you can pick up caftans, scents, and sandals; and a 26-foot bar for sundowners and tuna burgers with wasabi mayo.
  • 17°14'59.52"N 62°39'24.29"W, Christophe Harbour, St Kitts & Nevis
    After opening in 2014, it didn’t take SALT Plage long to start appearing on lists of the world’s best beachfront restaurants. At the Christophe Harbour dining destination, guests gather on a palm-shaded deck overlooking White House Bay for craft cocktails and Caribbean fare, served from a corrugated steel bar that manages, like the menu, to project both a casual and sophisticated vibe. Live music and full-moon parties make this the place to be for sunset and beyond.
  • Sollano 17, Centro, 37700 San Miguel de Allende, Gto., Mexico
    International cuisine proved slow to arrive in San Miguel, but the city now boasts multiple annual international food festivals, leading to more permanent international establishments. French-themed Chamonix (pictured here), which was early on the scene, is a sure bet for any Gallic standard. Berlin Bar & Bistro enjoys long-term status in town—Carlos cooks up a popular bratwurst among other German specialties—and the Lebanese dining room Fenicia has been serving great lamb for an age. Newcomers Bhaji Curry House and Russian bistro Verintort Café have upped the ante for globe-trotting taste buds.
  • Gordon Beach
    Tel Aviv is known for its picturesque stretches of soft sand beaches filled with lively tanned locals and tourists swimming, snorkeling, and playing matkot (the Israeli version of the raquet sport paddle ball). But with a handful of different spots, including the ports of Jaffa and Tel Aviv, it can be difficult to decide where to put down a towel. A tried-and-true local favorite is Gordon Beach, with its volleyball nets set up on the sand, selection of restaurants and bars lining the boardwalk, and the adjacent saltwater Gordon Pool. A handful of water activities, such as kitesurfing and stand-up paddleboarding, are also available at neaby beaches. Visitors often stay after hours to watch the unrivaled sunset.