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  • 400 5th Ave, New York, NY 10018, USA
    Many temptations are under one roof at the Langham, New York, Fifth Avenue. This polished hotel bucks the trend of tiny Midtown hotel rooms with spaces that begin at 420 square feet and stretch up to apartment-style accommodations with full kitchens—an ideal setup for families. The style is modern and refined, from the sweeping staircase that connects the lobby to the Michelin-rated Ai Fiori restaurant of chef Michael White on the second floor. The hotel doubles as an art gallery for the work of American artist Alex Katz, whose bold figurative paintings hang on the walls throughout the hotel. There’s also Chuan Body + Soul, a day spa based on the principles of Chinese Medicine.
  • y O, Vedado, Postal Code: 10400, Cuba, Calle 21, La Habana, Cuba
    Hotel Nacional de Cuba wasn’t built to look historic; it is historic. Since its doors opened in 1930, the grandiose lobby has been a hub of activity, and nowadays the buildings well-preserved interiors offer an authentic glimpse back in time. The hotels halls have been walked by some of the most notable international figures of the past century; from Ernest Hemingway and Frank Sinatra to Vladimir Putin and John Kerry (though, separately). For a classically Cuban experience, treat yourself to a room that overlooks the waterfront, grab a drink at one of the property’s six bars, and watch the sun set as colorful jalopies zoom by on the Malecón.
  • 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).
  • 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.
  • 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.
  • 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.)
  • Front Street
    This department store with six locations across the islands is quintessential Bermuda. Fashions for men, women and children are preppy and classic, with an endless sampling of Bermuda shorts. The family-owned chainlet also sells a range of traditional housewares from crystal to fine china, in addition to Bermudan-made jewelry, keepsakes and glassware.

  • New York, NY 10004, USA
    One of New York’s most iconic landmarks is also one of America’s: the Statue of Liberty, standing in the middle of New York Harbor as it has since 1885. The statue was famously a gift from France, built to a design by sculptor Frédéric Auguste Bartholdi and with structural engineering overseen by Gustave Eiffel. The statue was one of the first large-scale curtain wall structures—that is, one where weight is supported by an internal frame and not by the exterior walls. As one of New York’s most visited sights, some tickets sell out far in advance. There are two different levels of tickets: pedestal and crown. Tickets to the pedestal and especially those to the crown are often gone months in advance, so plan accordingly.
  • Hellshire Beach, Hellshire, Jamaica
    Action-packed Hellshire Beach, the easy beach choice for many Kingston residents, is lined with dozens of wooden food shacks. Aunt May’s is a solid pick for a classic Jamaican beachside meal, serving fresh fish with festival (fried dumplings) or bammy (cassava flour flatbread), lobster, and other seafood. Hellshire is particularly busy on weekends, when locals take a break from their workweek, and sees relatively few tourists, so it has an authentic Jamaican vibe like few other beaches.

  • 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.
  • 141 W Railroad Ave, Williams, AZ 86046, USA
    With its 16 craft beers selection and lengthy list of Arizona wine and signature cocktails, Historic Brewing Barrel and Bottle House is a can’t-miss. And we haven’t even mentioned the food yet: a Southwestern take on classic pub fare, with dishes such as fried avocado; a salad with black beans, corn nuts, and charred jalapeño vinaigrette; and a pulled-pork sandwich with homemade barbecue sauce. What’s especially unique about this spot is that it makes its own beer and wine; order the Love at First Flight for a sample of six wines or six beers, and enjoy them on the patio, if weather allows.
  • 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.