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  • Puntarenas Province, Jaco, Costa Rica
    Interior designer and owner Denis Roy eschewed the palapa-inspired elegance employed by so many Costa Rican resorts in favor of a tropical take on European influences—Victorian architecture, French colonial touches, and Grecian columns among them—creating a resort like no other on the country’s west coast. Owing to its vantage point 1,100 feet above the entrance to the Gulf of Nicoya, the views of the rain forest, ocean, and sunsets are stunning, especially from the infinity pool. Rooms in the main building are fairly basic, but suites and villas offer more luxurious touches, such as Jacuzzis, private ocean-facing terraces, and plunge pools. The property has its own beach (with sun beds, showers, and a snack bar), but since it’s at the bottom of a steep hill, the resort provides hourly transfers. Retreat to the open-air yoga studio, then head to the bar atop the Greek amphitheater to linger over a martini at the nightly sunset happy hour.
  • 30 Water St, New York, NY 10004, USA
    Despite its unappealing name, Dead Rabbit is one of the most popular bars in all of New York City and has also charmed the judges behind the World’s 50 Best Bars list, which listed it second in 2015. Drinks are served in two discrete spaces: The first is the downstairs Taproom, where you can have “craft beer, bottled punch, and whiskeys of the world"; the second is the upstairs Parlor, which features “72 historically-accurate cocktails dreamed up by the 19th century’s most celebrated bartenders.” The names, however, aren’t very 19th-century (and frankly, not all of the ingredients are, either). Take the Snake Charmer, for instance, a concoction of mezcal, New York and Oregon gins, blanc vermouth, yellow chartreuse, and gentiane. Whatever time and place they’re trying to evoke, no one who comes to drink here really seems to care; the cocktails and service are just so great, that’s all that matters.
  • 1075 Thomas Jefferson St NW, Washington, DC 20007, USA
    A city crammed with ambitious young staffers willing to work long hours in hopes of shaping the country, Washington is a place that works hard and plays hard. One of the newest additions to its burgeoning boutique hotel scene, the Graham—its name a tribute to inventor Alexander Graham Bell—honors that tradition in retro-inflected style. The rooftop bar is a glam scene where the beautiful and powerful come out to play against the backdrop of the Washington Monument and Jefferson Memorial. The sultry downstairs restaurant–cocktail bar plays on the neighborhood’s historic aesthetic and the Mid-Atlantic region’s cuisine to attract discerning locals and visiting lobbyists. Rooms—mostly suites, of course—are pleasantly trendier than the District is used to, but bold pops of color and midcentury-inspired lines are balanced out by patterned wallpaper and elegant marble bathrooms that add a familiar dose of homey Southern style. Throw in a just-off-M-Street location, and the Graham just might be the quintessential Georgetown hotel.
  • Via di S. Sebastiano, 6, 16123 Genova GE, Italy
    Requiring some expert navigating through the graffiti-covered back alleys of town, it’s not easy to find the restaurant/pub Osteria del Sole. But like most tricky things in life, this one’s worth it in the end. Lorenzo, the owner, has just recently returned to Genoa to open Osteria Del Sole after 13 years of running restaurants in New York City (thus, he speaks incredible English), and brings a metropolitan feel to his space (I love the couches in the front). Come early to grab a seat at the bar (a real rarity in Genoa). With a great liquor cabinet, feel free to order your favorite cocktail, and then stay for dinner. Lorenzo has a fabulous kitchen.
  • Coconut Dr
    Head south of town to the tiny beach bar at Mata Rocks Resort. Squirrel’s Nest is a peaceful spot to enjoy a few cocktails while taking in views of Belize’s well-renowned Barrier Reef. For years, I called Mata Rocks my hotel of choice when I visited Belize as a tourist. I spent the bulk of my days lounging by the pool and chatting with the bartenders at Squirrel’s Nest. Longtime bartenders Sherilyn and Criselda are two of the nicest people on the island and serve up some pretty awesome drinks. Try Mata Rock’s specialties like the Mata Colada or Pink Squirrel. Open daily, closing hours vary but usually around 8-8:30pm.
  • Brunnenstraße 197-198, 10119 Berlin, Germany
    If you’re looking for the epitome of “Hipster Berlin,” you can’t find anyplace more suitable than Mein Haus am See. In the most hip area of Mitte, Rosenthaler Platz, the cafe is more than just a coffee spot. It’s also a bar and club. During the day, you’ll see locals working on their laptops or drawing in sketchbooks, but when dusk starts to settle, the lights will dim and usually a DJ will be setting up the sound system. Get a seat in the back of the stadium benches and watch time just pass by. As an added bonus: Mein Haus am See offers free Wi-Fi and is open 24 hours!
  • 401 Biscayne Blvd #2305, Miami, FL 33132, USA
    Just minutes from PAMM, this festive downtown Miami marketplace is on Biscayne Bay. Take a stroll, rent a charter boat, or simply practice your photography skills, as the views along the bay are breathtaking, especially at sunset. Restaurants range from a Bavarian beer hall to a seafood bar and grill to a Cuban hot spot. To truly soak in the Miami music spirit, venture here in the evening for the free concerts. Expect crowds when there’s gorgeous weather (since this is Miami, that would be most days), but you will still be able to find some open space to take in the scene.
  • 150 20th St, Miami Beach, FL 33139, USA
    Situated oceanfront on Collins Avenue in the shadow of The Setai (South Beach’s tallest and most expensive hotel), Townhouse is a humble Art Deco concrete building trimmed in red with two very cool venues hidden inside, a subterranean ramen lounge and a laidback rooftop bar. K. Ramen. Burger. Beer excels in all of its eponymous categories and also serves delightful poke bowls and chicken wings, while The Cape is a surprisingly rare rooftop perch in South Beach with a laidback bungalow atmosphere playing host to live music.
  • 691 Market St, San Francisco, CA 94105, USA
    Make your way to Market Street and head to the Hearst Building, where downstairs you’ll find Local Edition. This cocktail bar takes its inspiration from the thriving San Francisco newspaper business of the 50s and 60s, and it shows—you’ll sip on drinks while surrounded by vintage paper presses and archival newspaper clippings. Try their updated version of a San Francisco favorite, the Bloody Mary. Local Edition is open Mondays through Fridays from 5 p.m. to 2 a.m. and Saturdays from 7 p.m. to 2 a.m.
  • 535 Tchoupitoulas St, New Orleans, LA 70130, USA
    Nina Compton, a native of Saint Lucia in the Caribbean, came to New Orleans a few years ago to compete in the Top Chef television series. She didn’t win the culinary slugfest, but New Orleans came out ahead—a short time later she returned to set down roots by opening Compère Lapin, a charming, brick-accented restaurant in a hotel that’s a reasonable stroll from the French Quarter. It’s good to get there early to grab a drink at the bar, which treats its libations with the same seriousness as the kitchen does its food. (A frozen drink… with chartreuse.) The dishes are alive with creative Caribbean flavors—among the more memorable plates are the seafood pepper pot, black drum, and curried goat.
  • 3355 South Las Vegas Boulevard
    Bouchon Bakery, with its origins in Yountville, California, and under the aegis of world renowned chef Thomas Keller of the French Laundry, now has three locations—and, lucky enough for Vegas, one of them is on the Strip. The menu is classic French bistro, done extremely well, and with a carefully selected (and extensive) wine list to match. It’s also open for breakfast & brunch.
  • 3200 S Las Vegas Blvd, Las Vegas, NV 89109, USA
    Fashion Show Mall is one of the largest shopping areas on the Strip, and it’s accessible to everyone, whereas other shopping experiences tend to teeter on the higher end. Certainly there are name brands like Louis Vutton and Tiffany & Co., but there are also several stores that appeal to a wider audience. The two-story Forever 21 is one of the most popular stores, but anchor classics such as Neiman Marcus also draw shoppers. On the weekends, a runway platform is raised and there are fashion shows featuring models wearing clothing from retailers in the mall.
  • 527 Broadway E, Seattle, WA 98102, USA
    Comfort food doesn’t have to be heavy and drowned in grease: just try pho, the light and flavorful Vietnamese soup that’s much loved by Seattleites. Than Brothers is the local chain, with locations all around town, but the Capitol Hill one is one of their longer-established restaurants. First-timers can start with the classic #1, medium-rare beef, before advancing to options such as tripe and tendon; chicken, meatball, and vegetarian choices are also available. The “small” bowl is a hearty, filling portion for about $5, and comes with their trademark cream puff, but add on a Vietnamese iced coffee or tea for an extra sugar-and-caffeine rush. As their menu notes, pho is particularly good when you’re feeling under the weather — Vietnam’s answer to chicken noodle soup, perhaps?
  • Carytown, Richmond, VA 23221, USA
    For visitors, Carytown, located near the downtown hotels and the Museum District, is the preferred place to shop. This several-block stretch of West Cary Street is full of independently owned shops and restaurants, as well as the historic Byrd Theatre, a 1920s movie palace showing recent and classic films at bargain prices. A few notable shops are Mongrel, an all-occasion gift shop with a great selection of Richmond- and Virginia-themed items, World of Mirth, a colorful, kitschy toy store that’s fun for all ages, and Eurotrash, featuring fashion-forward European women’s clothing for all styles and budgets.
  • 375 S Stone Ave, Tucson, AZ 85701, USA
    Casa Vicente is an institution in this desert city—Tucson’s outpost for tapas a la española. Just south of the downtown core, a couple of blocks from the neo-Baroque façade of the Cathedral of San Agustín, this restaurant also features live music on weeknights: classical guitar, flamenco, and even tango lessons. This particular evening, we tried chipirones rellenos, a trio of baby calamari skewered and stuffed with green tomatoes and spices. In a town more known for its tacos and burros (a.k.a. ‘burritos’ elsewhere), it’s appropriate, if somewhat uncommon, to find Iberian fare. Tucson was founded in 1775 as an outpost of the Spanish empire, decades before it became Mexican, and then in the mid-19th century, it finally became part of a U.S. territory. (And, by the way, the sangría here rocks.)