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  • Via Romana, 17, 50125 Firenze FI, Italy
    La Specola, one of the oldest science museums in Europe, contains a collection of specimens of the natural world—some of which date back to the 16th century. It includes strange and wonderful objects ranging from tiny iridescent green beetles and multicolored butterflies to whale and rhinoceros skeletons. There’s even a hippo, preserved by taxidermy, that was once pet to the Medici family and lived in the Boboli Gardens! The extraordinary, if slightly creepy, anatomical waxes filling the last four rooms of the museum were once used to train Florentine medical students. The frescoes and elaborate pietra dura inlays that decorate the walls and ceilings detail Italian scientific achievements.
  • Av. Vieira Souto, 110 - Ipanema, Rio de Janeiro - RJ, 22420-002, Brazil
    A Carioca version of the São Paulo classic, the Rio Astor has two straightaway advantages: It sits on a magical city corner, at the start of Ipanema, just across from the beach, and it has a wide, airy terrace. From there, visitors delight in its drink menu (one of the city’s most complete) as waiters scurry hither and yon at cocktail hour, serving draft beers, which are called chopps and which somehow taste creamier here. The Astor also features a wide-ranging menu that updates Brazilian classics with unusual ingredients and more ambitious presentations of standards like arroz com feijão. The entire mix translates to one of Rio’s winningest combo of bar-rail and white tablecloth venue.
  • Via Rampa Teglia, 4, 84017 Positano SA, Italy
    Begin your perfect beach day with a stop at this snackbar on Positano’s Spiaggia Grande for a sweet brioche and a cold cappuccino freddo. In the afternoon, come back for a scoop of gelato or a chocolate-dipped ice cream–bar snack. At the end of the day as the sun drops behind the mountain and the day-trippers leave, perch on one of the high stools at the cocktail bar and sip a cold gin and tonic or draft beer. The bar is attached to a formal restaurant that overlooks the beach.
  • Guadeloupe
    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.
  • Orizaba, Roma Nte., 06700 Ciudad de México, CDMX, Mexico
    In a city teeming with markets, this is one of the capital’s only true farmers’ markets. Everything is grown and produced within 100 yards of the city limits. It takes place at the corner of a park in the Roma neighborhood, and wooden benches are set up so that visitors can enjoy mushroom tamales, hippie-style tacos filled with cactus and wheat berry salad, and refreshing ices in flavors like cardamom or cucumber lime. Don’t miss the booth that sells one of my favorite mezcals. It’s made in the state of Guerrero, and at the market, vendors funnel the liquor from huge vats into beer bottles decorated with colored straw and papier mâché animals.
  • 31–37 Bukit Pasoh Rd, Singapore 089845
    Set in a row of shophouses—traditional double-use structures with a storefront on the street level, the owner’s residence on the floors above—the New Majestic Hotel is a small gem in Chinatown filled with quirks and contrasts. Colonial design is plentiful, from the vintage Compton fans in the lobby to furniture from the 1920s–1960s throughout. The rooms are a little more free-form. They range from suites with their own urban gardens to attic-style spaces with loft beds and 20-foot ceilings. Then there are the five rooms in which Singapore artists were told to unleash their creativity (Work, one of these rooms, looks like temporary housing, with plywood sections everywhere). Pieces by local emerging artists include murals with hidden messages or displaying pop art influences. The bottom of the rooftop pool has small portholes that look down onto the Majestic Restaurant, one floor down.
  • 1 Main St, St Helena, CA 94574, USA
    The Harvest Table opened Harvest Inn in 2015, and it quickly became one of the go-to spots in St. Helena. One of the main reasons: unpretentious food at reasonable prices. The 110-seat restaurant has a large horseshoe-shaped bar that serves upscale pub food, California style. Burgers are thick and juicy, and the fish and chips are crispy and light. The rest of the dinner menu is filled with hearty fare such as braised short ribs and grilled pork chops. Since its debut, the restaurant has launched its own beer program and now bottles microbrews, too. If you go, be sure to scan the crowd around you. Harvest Table has become the backdrop for many a business deal, and you never know which winery owner might be sitting nearby.
  • 3448, 1230 SE Grand Ave, Portland, OR 97214, USA
    On the corner of a rather scrofulous downtown block and across the street from the Ace Hotel’s event space, Wildfang is a self-described “home for badass women.” Whether it’s street style with a feminist message—even in Portland, it’s not every day that one finds a “Slay the Patriarchy” baseball cap—or high-fashion clothing that works on all sorts of body types, Wildfang packs it all in. For hangers-on who aren’t as interested in shopping or fashion, the bar inside the store provides liquid relief, including beers designed in collaboration with 10 Barrel that were created by women brewmasters.
  • 411 University St, Seattle, WA 98101, USA
    Set on what was once the original campus of the University of Washington, this downtown landmark was opened in 1924, and now sits on the National Register of Historic Places. Its stately spaces have played host to generations of weddings, proms, banquets, and other opulent events, as well as a number of notable guests; John F. Kennedy stayed in the Presidential Suite during his visit to Seattle, for example.

    Following a renovation in 2016, the Fairmont Olympic Hotel now features 450 rooms and suites with sophisticated décor, comfortable furnishings, and Le Labo products. Among the dining options are the elegant Georgian, a much-lauded favorite for breakfast, lunch, and the famous Afternoon Tea; The Terrace Lounge, for great drinks and live music; and Shuckers, one of the city’s oldest (and best) oyster bars. The latter pairs fresh seafood with local microbrews, including the hotel’s signature honey ale, made using honey from the building’s rooftop hives. Other amenities include a day spa and salon, and a health club with Jacuzzi, sauna, and indoor pool.
  • 420 Appelrouth Ln, Key West, FL 33040, USA
    Mary Ellen’s is known for its delicious grilled cheese sandwiches, which are made in nine gooey varieties and are accompanied to the table by a wide selection of dipping sauces. The menu makes a half-hearted (a little joke there) effort to promote healthy options like kale salad and avocado toast, but really it’s all about the bar food at this friendly neighborhood joint in Old Town. The game’s always on the television, and there’s a regular schedule of trivia contests, open-mic comedy nights, and beer-fueled spelling bees, all of which go well with grilled cheese.
  • Norzagaray 204, San Juan, 00901, Puerto Rico
    Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

    Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.
  • 17 Grantham St, Hamilton 3204, New Zealand
    Snag a shady outdoor table overlooking the slow-moving Waikato River and enjoy excellent tapas at one of regional New Zealand‘s best restaurants. Expanding from a smaller, cozier location on nearby Hood Street, Gothenburg is popular for shared plates with a global flavor, and its menu encompasses lots of vegetarian selections. Try the potato gnocchi with Kikorangi blue cheese from New Zealand’s Kapiti Dairy, or challenge your palate with the spicy kimchi-and-pork dumplings. Gothenburg is also a big supporter of the Hamilton craft-brewing fraternity, and the beverage list often includes seasonal small-batch beers from local microbreweries like Brewaucracy and Shunters Yard.
  • José Arrieta 8401, Peñalolén Commune, Santiago, Chile
    The Villa Grimaldi Memorial and Park for Peace occupies the site of a former interrogation and extermination center operated under Chile’s 1970s and ’80s-era military dictatorship. A wall lists the names of the prisoners who died here, and there’s a garden with a rosebush for each woman executed or “disappeared” that was inspired by survivors’ stories of being able to smell the roses outside their cells. Willows convey sadness engendered by the unspeakable crimes committed on the property. (Only the foundations of the original estate remain, but a model can be viewed.) A focal point of the garden is a gigantic tree that was burned down but somehow survived and grew back to its present-day height of more than 50 feet, a symbol of the indomitable human spirit.
  • 648 Hornby St, Vancouver, BC V6C 2G2, Canada
    Wide paths and a laid-back cycling culture make bikes a great way to explore Vancouver. Rent one from Cycle City Tours, which offers self-guided maps as well as outings run by expert storytellers. One tour takes a 5- to 7.5-mile spin through Stanley Park, cruising along Vancouver’s seawall and venturing onto its trails. All throughout, guides explain the biodiversity of the temperate rain forest and the history of the coastal First Nations people. For something livelier, hop on the rolling Craft Beer Tour, which visits three breweries and the excellent Belgard Kitchen. If you’re keen to keep going, you can extend your riding time until the end of the day for another $10.
  • 330 E Main St, Aspen, CO 81611, USA
    When it opened in 1889, the Jerome lured New York City socialites and European aristocrats with its mix of rough-and-tumble mountain swagger and “modern” amenities (plumbing and electricity). In December 2012, the 94-room property emerged from a five-month renovation overseen by designer Todd-Avery Lenahan. The original front desk remains, and the tile floors have patterns inspired by Ute Indian weavings. The new lobby bar, the Living Room, serves craft cocktails amid mounted deer heads, mining artifacts, and a framed antique American flag. The rooms and common spaces feel inspired by a Ralph Lauren men’s collection, with lots of plaid, leather, and rich fabrics. Even the elevators are lined with old leather belts. Minibars are stocked with complimentary snacks such as organic chocolate peanut butter cups, and downstairs, guests can dine in the Living Room, the signature restaurant Prospect, or the legendary J Bar, which once poured pints for 10th Mountain Division soldiers and Hunter S. Thompson. The new Jerome proves that a hotel can step into the future while completely respecting the past. This grande dame remains the epitome of mountain town luxury.