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  • St Augustine, Trinidad and Tobago
    For a break from Port-of-Spain’s congestion, a 15-minute drive up curvy roads outside the city leads to Mount St. Benedict Monastery, with its fine hilltop views over the plains, the coast and the Northern Range. Just over a century old, the enormous yellow monastery (also known as The Abbey of Our Lady of Exile) sits on a large swath of land whose hikeable woods are filled with birds. The monks sell their popular homemade yogurt while the guesthouse serves traditional afternoon tea.

  • 5624 Sears St, Dallas, TX 75206, USA
    In 2013, Jason Boso, the founder of the popular Twisted Root burger joints, felt the city was lacking a bar where he could feel equally comfortable taking his dad for a beer, hanging out with his buddies at night, and treating his wife to brunch—so he created one. Granted, this is no ordinary bar: Truck Yard draws inspiration from traditional beer gardens, old-school honky-tonks, and a treehouse Boso had as a child, all ringed by colorfully painted and graffiti-adorned trailers. Enjoy cocktails in the treehouse bar and craft beers in the outdoor seating areas as you wait for eats from the rotating collection of food trucks; depending on the schedule, you might find BBQ, Greek favorites, gourmet sliders, authentic tacos, and more, as well as the house signature Philly cheesesteak. The casual vibe and national praise mean there’s always a lively crowd.
  • 350 Place Royale, Montréal, QC H2Y 3Y5, Canada
    There is perhaps some irony that one of the most distinctive contemporary buildings in the historic heart of Montréal is a showcase for some of the city’s oldest artifacts. The modern structure that houses this archaeology and history museum opened in 1992, to coincide with the 350th anniversary of the establishment of Montréal. The highlight is its crypt, where you can wander through the digs of the city’s 18th-century market. A new pavilion, “Where Montréal Began,” opened in 2017 on the occasion of the city’s 375th anniversary. Its display of artifacts emphasizes the spiritual traditions of both the French settlers and Québec’s Algonquin, Huron, and Iroquois peoples. Temporary exhibitions on subjects like hockey and the archives of Bell Telephone help bridge the gap between Montréal’s early history and the present day.
  • Cruz Bay, St John 00830, USVI
    The 32 points of a compass face are called rhumb lines and in Cruz Bay, all those lines point to this Asian-influenced restaurant. Owned and operated by longtime St. John residents, Rhumb Lines is located inside a mini-mart. The restaurant’s humble setting has been transformed with fairy lights, colorful decor, and a palm-shaded garden, which, the owners say, reflects the “comfort and ambiance of a well-appointed south seas home.”
  • Waikiki Beach Walk 2nd Floor #227, 226 Lewers St, Honolulu, HI 96815, USA
    This lovely, nostalgic shop has been selling traditional Hawai‘ian designs—bright and botanically themed—alongside contemporary creations by owner Michael John Gillan for decades. The classic buy is a kapaeke (an heirloom quilted handbag), but you can pick up everything from USB-stick holders to kits that teach the craft. The oldest retail quilt company in Hawai‘i, it has catered to local royalty, as well as Hollywood stars, and pioneered the islands’ fabric-art tradition in Japan. Its instructors offer lessons and demonstrations at Waikiki’s Beach Walk every Tuesday from 10 a.m. to noon, as well as at the Big Island’s Queens’ Marketplace every Sunday from 1–3 p.m.
  • S Las Vegas Blvd, Las Vegas, NV 89054, USA
    The “mountains” in this desert art installation are actually seven neon-colored totem poles made from stacked boulders. Renowned Swiss artist Ugo Rondinone describes his work here as a symbolic and physical midway point between the natural (the desert) and the artificial (Las Vegas, and, farther down the road, Los Angeles). The seven towers, standing from 30 to 35 feet tall, have captured the imagination of art lovers who make the 20-minute drive from the Las Vegas Strip by the hundreds every day. Be warned: Though the piece is clearly marked with signage off the I-15, there are no formal trails or pathways to get up to the towers once you park. Look out for snakes.
  • Tasmania, Australia
    This J-shaped peninsula southeast of Hobart is home to natural, historic, and man-made surprises. The Three Capes Track is an awe-inspiring way to take in the landscape, home to Australia’s tallest sea cliffs; Shipstern Bluff (“Shippy’s” and “Devil’s Point” to locals), known for giant waves and shark encounters; and the Totem Pole and the Candlestick, two dolerite sea stacks popular among crazy rock climbers and rappellers. Port Arthur is Tasmania’s most famous convict site, and a variety of tours—including a lantern-lit ghost tour—are designed for families. Before you leave, toast the trip of a lifetime at McHenry Distillery, one of the world’s most southern distilleries, with a sloe gin made from locally foraged berries.
  • Charlotte Amalie, St Thomas 00801, USVI
    Modest in keeping with the sometimes understated influence of its namesake, the Camille Pissarro Gallery is a rare treat in Charlotte Amalie, St. Thomas. One of the original French Impressionist painters, Pissarro was born on the island in 1830. The gallery is located in his childhood home, the loft section of a merchant’s building at 14 Main Street. Several of Pissarro’s Caribbean-inspired works are on display at the gallery, along with those from about two dozen other artists, including Jenine Wesselman and Sylvia Kahn.
  • 186 Concord Street
    Chef Drew Hedlund combines classic and contemporary Southern fare here in a retired 1940s naval building on the east side of the Charleston peninsula. Long used for storage by the South Carolina Port Authority, today it’s home to one of the city’s most popular waterfront restaurants, with incomparable views of the harbor. Some highlights of the menu include crispy whole flounder with apricot glaze, Charleston shrimp and grits, crab cakes, Lowcountry boil and lump crab bruschetta.
  • Though from Guadalajara (he never let friends forget), Pritzker Prize–winning architect Luis Barragán lived much of his life in Mexico City, where he designed and constructed this, his last residence, completed in 1948. A UNESCO World Heritage site, the home is open to be toured by small groups—by appointment only; English-language guides are available upon request—who want a chance to tap into Barragán’s brand of minimalism, which involved bold monochromism and a masterful use of light; striking horizontality and framing applied to windows, gardens, and views; a highly sui generis Catholic spirituality; and, not least of all, the architect’s bizarre need for control, in everything from what staircases guests might use to what records got played in different rooms.
  • 199-206 High Holborn
    Following the success of its first hotel in the vibrant Shoreditch neighborhood, The Hoxton group opened this second outpost in 2014 in the less “happening”—but super-central—Holborn area, just a short walk from the British Museum, Covent Garden, and The Strand. Set in a former telephone exchange building (part of which is historic Victorian, the other part mid-century concrete), the hotel encourages socializing and working in its open-plan lobby, which is outfitted with library-style wooden tables, book-lined shelves, retro couches, and a couple of guest-use computers, plus plenty of places to plug in. You can order drinks and coffee all day in the lobby, three meals of large-portioned favorites (from fish and chips and burgers to banana splits) in the industrial-chic Hubbard and Bell restaurant, and rotisserie chicken and sides in the speakeasy-feeling basement Chicken Shop.

    These communal spaces come in particularly handy if you’ve checked in to one of the smaller rooms—the 174 accommodations come in sizes from Shoebox and Snug to Cosy and Roomy (which is not all that much bigger). The spaces are cleverly designed to feel larger than they are, though, with large, circular mirrors, bespoke wallpaper printed with Charles Dickens scenes, comfy beds, and artwork by students of the prestigious Central St. Martins university. There are also useful perks like free Wi-Fi and one hour of international calling, a light breakfast delivered to your door daily, complimentary water and milk in the mini-fridge, and beer and wine available at the front desk for regular grocery store (not hotel) prices. If you want to linger, late checkout is available for an additional £5 per hour.
  • 71 Bd du Général de Gaulle, 06230 Saint-Jean-Cap-Ferrat, France
    Sitting at the tip of the peninsula of St-Jean-Cap-Ferrat, which juts out into the Mediterranean, the iconic Grand-Hôtel du Cap-Ferrat, is now under the management of the Four Seasons brand. Located halfway between Nice and Monaco in the striking Antibes cape, the beyond-glamorous property first opened in 1908, and remains the epitome of the bonne vie, Jazz-era French Riviera. A destination resort, it has hosted everyone from Winston Churchill to Charlie Chaplin to Pablo Picasso, and is set on multiple lushly landscaped acres full of gardens, pools, and tennis courts that tumble down to the Mediterranean. Rooms are in three buildings. Try for one in the hotel’s original core, as these have soaring ceilings and floor-to-ceiling, sliding-glass-door windows looking out to the sea. The suites are also enormous, but ask for a higher floor for the best ocean views.
  • 35 E 21st St, New York, NY 10010, USA
    In October 2014, Chef Enrique Olvera opened his much-anticipated New York restaurant Cosme, which offers an inventive dining experience in the Flatiron District. The spacious restaurant is a short walk from Langham Place, Fifth Avenue, and features modern Mexican dishes with locally sourced ingredients and housemade tortillas. But guests should not come expecting standard chips and guacamole, Chef Olvera is known for utilizing creative and sometimes surprising ingredients in his dishes. Menu items include burrata, salsa verde and weeds, and occidental purple corn pozole, pork jowl, lettuce, radish, Mexican oregano. The eclectic menu items are meant to be shared, and certain Mexican specialties, like dried chiles, beans and heirloom corn are imported from Mexico. Chef Olvera’s Mexico City restaurant Pujol has gained world fame for his fresh take Mexican food, and Cosme offers more stellar options. The bar also pours a wide variety of mezcals and tequilas. Photo by T.Tseng/Flickr.
  • 2765 Hyde St, San Francisco, CA 94109, United States
    Few restaurants more than 150 years old can be called trendy, but in innovation-crazy San Francisco, there is novelty in the classics, and Tadich Grill is the classic. The late Chronicle columnist and unabashed San Francisco-lover Herb Caen was also a frequent visitor. There’s a martini named after him, made with vodka, or as he called it, Vitamin V. The serious nature of the restaurant’s wood paneling, brass fixtures, and waiters in starched white aprons is matched by the food. No need to tinker with classic recipes for fried sand dabs or crab Louie, and the oysters and Hangtown fry are fine the way they have always been. The cioppino is by far the most popular dish on the menu, with about 27,000 bowls dished out a year. People come to Tadich Grill because they know what they’re getting: friendly service, great seafood, and a taste of San Francisco itself.
  • 1260 Chemin Remembrance, Montréal, QC H3H 1A2, Canada
    Mount Royal Park starts at the edge of the city just beyond the McGill campus and runs alongside neighborhoods like Plateau before rising to the top of 764-foot-tall Mount Royal (Mont Réal), the hill that gives the city its name. The twisting roads and paths of this crown jewel of Montréal’s park system were initially laid out by Frederick Law Olmsted, who also designed New York’s Central Park. While Olmsted’s plan was not followed in all its details, the final result was true to his vision of a woody park that takes advantage of the site’s hilly topography. There are two belvederes with views of the city skyline and the St. Lawrence River, and one of Montréal’s iconic landmarks, a 103-foot-high cross, sits at its northern end. The park is most popular in summer, but residents flock here in every season, to enjoy the colorful foliage in the fall and the cross-country ski trails and toboggan runs in the winter.