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  • 1425 Rue Jeanne-Mance, Montréal, QC H2X 2J4, Canada
    Ask any Montrealer the question “Which is the fanciest restaurant in town?” and chances are Toqué! will be a frequent answer. Indeed, quite fancy. But also quite expensive. Luckily, chef Charles-Antoine Crête, once mentored by Toqué’s Normand Laprise, decided that a more accessible and younger version of the famous restaurant would fit perfectly well with the new Place des Festivals—in style, location, and ambience. And he wasn’t wrong. I always go for the beef tartare, and not once have I been disappointed. The menu changes according to the season, but there is a constancy in quality, regardless of the time of the year. This is definitely the best way to get a taste of Montreal‘s finest, sans the waiting list and the steep check.
  • Victoria Rd, Cape Town, South Africa
    The 6km range of mountains jutting out on the Atlantic Coast of Table Mountain are known as the “Twelve Apostles”. The 18 peaks located between Camps Bay and Llandudno make for a very scenic route by which you can travel from Cape Town to Hout Bay. If you have time, continue on all the way down to the Cape Peninsula. The 12 Apostles Hotel, an exclusive, five-star property, is nestled in these mountains. Dine at the on-site restaurant, Azure, where approximately 95% of their ingredients are sourced from the Western Cape. If a meal or overnight stay is beyond the reach of your budget, you can always stop by for a drink or book a spot at their afternoon “Tea by the Sea”.
  • 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.
  • 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.

  • 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.”
  • Calle Isabel La Católica, Santo Domingo 10210, Dominican Republic
    Historic Santo Domingo offers a unique look at how the New World was settled in the years following Christopher Columbus’s arrival in the Caribbean on his first voyage in 1492, as well as subsequent expeditions. The Colonial Zone sits along the Ozama River, where the settlement’s original layout, walls, forts and other buildings remain much as they were 500 years ago. With its wealth of colonial architecture, the area has not surprisingly been recognized by UNESCO as a World Heritage Site. Among the historic buildings is the first cathedral built in the Americas, the Basilica Cathedral of Santa María la Menor (also known as the Catedral Primada de América, recognizing its historic significance). The ornate church once housed the remains of Christopher Columbus until they were moved to the Columbus Lighthouse, in the eastern part of the city.

  • 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.
  • 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.
  • Piazza Navona, 00186 Roma RM, Italy
    Even with Segway tours rolling through and street performers loudly competing for audiences, the 15th-century Piazza Navona somehow retains a shred of grace and elegance in modern Rome. Calm Renaissance palazzi face the piazza’s centerpiece, the famous and complicated Bernini work, Fontana dei Quattro Fiumi (“Are these colossal male depictions of the four great rivers of the world writhing on top of a boulder not fancy enough? Let’s top it with an obelisk for a little visual interest.”). The piazza itself was created when a 1st-century arena was paved over to create a market square—you can still sense the oval track of the arena in the shape of the opening. Come for a gelato and some excellent people-watching, especially in the evening.
  • Battery St, San Francisco, CA, USA
    Most people in the city know The Battery as an exclusive social club, but did you know it also houses a 14-suite, boutique hotel, open to members and non-members alike? Featuring a maximalist decor that channels the many sides of San Francisco—be it Chinatown inspired motifs on the curtains or beams from the old ships that used to dock in this location (this area was once water)—the hotel will remind you where you are at every twist and turn. Rooms are spacious, comfortable, and impeccably designed.
  • 919 S 9th St, Philadelphia, PA 19147, USA
    Vendors first set up shop at the Italian Market in the mid-to-late 1880s, and today, the spread of stalls, stores, and eateries runs all along South 9th Street in Philadelphia’s residential Bella Vista neighborhood. A trip here involves all the senses: sights, sounds, vibrant colors, and, most intoxicating of all, the combined aromas of spices, coffee, and just-baked bread. Along this stretch, shoppers can find fresh fruits and vegetables, eggs, fish, seafood, meats, cheeses, pastries, homemade pasta, ice cream, chocolates, and tea. The 10-block market area also includes a great variety of restaurants. Overwhelmed by the choices? Stop at the Visitor Center for suggestions. The market operates all year round, and in all types of weather.