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  • 1214 Queen St. West, Toronto
    Among the neighborhood’s art-minded hotels, the Gladstone is the most interactive, with shows, classes, and ongoing events. The 37 rooms, all designed by local artists, have breathed new life into the 128-year-old icon, which filmmaker Christina Zeidler took over in 2003 and revitalized in 2005. The Victorian landmark, named for its avenue (in turn named after four-time Canadian Prime Minister William Gladstone), has been a gathering spot for over a century. And it was home to legendary Toronto characters like cowboy Hank Young, who became a fixture at the hotel as a country singer in 1961 and manned the hand-operated elevator from 2005 to 2009, and Peter Styles, former host of Karaoke Night, with applause sign in hand. The legend of Hank lives on in a framed photo in the stairwell en route to the second floor.

    The Gladstone continues to push the boundaries of community and culture with creative events like its educational workshop series, Get School’d, and its annual alternative design event, Come Up to My Room (CUTMR), which runs alongside the city’s Interior Design Show. Begin your stay in this architectural gem with a drink at the Café or Melody Bar (that is, if you’re not first thrust into Fameless Karaoke Night).
  • French Polynesia
    Epic might be an understated description for this collection of thatched-roof bungalows built on stilts over the crystalline waters of the Bora Bora lagoon. This luxury resort is nestled in the dreamiest of settings—wooden walkways link palm-dotted islets fringed with white sand, while the craggy green peaks of Mount Otemanu loom in the distance. Guests can alternate between the beach and the infinity pool, lined with oversized cabanas, or sample activities like stand-up-paddleboard yoga, shark feeding, and snorkeling with the resident marine biologist. Also on offer is a luxurious spa, offering an extensive menu of treatments based on native ingredients like monoï and vanilla. As for the bungalows, Polynesian touches pepper the chic, honey-hued interiors, while indulgent soaking tubs sit beneath shuttered picture windows that open onto the sea. Large decks with swoon-worthy views have stepladders down to the water—a good way to test out the provided snorkeling gear. Airy beachfront villas are also available for those who prefer to stay on land.
  • 610 S W End St, Aspen, CO 81611, USA
    The Gant feels like your mountain home away from home. Tucked away on five acres at the base of Aspen Mountain, the Gant’s condos offer the comforts of staying in a home but with the service perks of a hotel. Guests can choose from one-, two-, three-, or four-bedroom condos, making this a great option for families and friends on ski getaways. Condos feature full kitchens so you don’t have to worry about booking reservations in town each night, and the staff can arrange for grocery and liquor delivery right to your door. Condos also have wood-burning fireplaces, large living rooms for lounging, and patios or balconies to soak in the fresh mountain air. A housekeeper comes to tidy up each day while you’re off hiking or skiing, and families have the option to book child care. The Gant is just steps from the Silver Queen Gondola and offers ski storage and overnight tuning. After a day outdoors, guests can relax weary muscles in one of the Gant’s three hot tubs.
  • Port Antonio, Jamaica
    This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.
  • Blvd. Kukulcan Mz 59 Lote 1-03 Km 21.26, Punta Nizuc, Zona Hotelera, 77500 Cancún, QROO, Mexico
    The 29-acre Nizuc Resort & Spa excels in size, service, and amenities. The soothing design scheme blends calming neutrals and natural materials, which recur across multiple interior elements, including lamps, furniture, and tile flooring. Spacious, sun-filled rooms feature terraces and tropical gardens, and the private villas include infinity pools. Staff lead many activities to keep visitors as busy as they want to be; a typical day at the resort might include learning how to roll cigars, participating in a session of paddleboard yoga, or simply trying to choose a favorite between the two pools.
  • Torstraße 1, 10119 Berlin, Germany
    Looming over one of central Berlin’s most vibrant intersections, this restored Bauhaus building with its distinctive 1920s curved facade was transformed in 2010 into the Berlin outpost of the glamorous Soho House hotel and private members brand. The building has heaps of history, having started as a Jewish-owned department store before being taken over by the Nazis and then occupied by the Communist regime for archival purposes.

    Today, it’s one of Mitte’s foremost havens of hip, offering quirkily decorated rooms that mix vintage with contemporary design tropes—think Marshall speakers and old-school record players, floral armchairs, and art deco bathtubs. The lofts are even more astonishing, both for their capacious size and their industrial-chic aesthetic—some come with grand pianos and foosball tables. The hotel also has a rooftop pool and adjacent bar with views of Alexanderplatz, a concept retail area, a private cinema and library room with a bar that hosts occasional events open to the public, an in-house restaurant, and a Cowshed spa that’s a popular destination in its own right.
  • Rue de la Commune Ouest
    Bota Bota began its life on the water as a ferryboat. Then called the Arthur Cardin, it sailed between the cities of Sorel and Berthier, just east of Montreal, back in the 1950s. Many years later, someone had the idea to transform this mothballed boat, docked in the old port of Montreal, into a floating spa. Mission accomplished. With its 25,000 square feet, 21 treatment rooms, 6 terraces, and 40 different types of services, the Bota Bota makes a pretty grand spa, if you ask me. What’s even greater about the spa is the location. Docked in the old port with stunning views of downtown and Old Montreal, the Bota Bota offers its passengers (not customers!) the healing benefits of a spa while they are lulled by the natural movements of the St Lawrence River.
  • Av. Isaac Newton 55, Polanco, Polanco IV Secc, 11560 Ciudad de México, CDMX, Mexico
    Chef Jorge Vallejo spent time in the kitchen at Pujol before he and wife Alejandra Flores opened Quintonil, giving the former boss a run for his money. Their place, too, has become a fixture on best-restaurants lists, and is changing how people understand Mexican food. Taking its name from a weed that not long ago “decent” Mexicans wouldn’t dream of eating, Quintonil seeks to rescue and preserve discarded Mexican ingredients—particularly heirloom vegetable and herbal varieties—as part of the progressive and sustainable eating program it so elegantly advocates. Menus change seasonally, but a recent bill of fare included an avocado tartare with ant eggs and quelite-herb chips; chilacayote squash in mole with basil; and a rich chocolate-and-pinole-flour parfait. A tasting menu of Neronian proportions is also available.
  • Groot Constantia Rd, Constantia, Cape Town, 7806, South Africa
    The oldest winery in South Africa, Groot Constantia has a long history of producing some of the best wines in the world. Groot Constantia is also a rarity in its proximity to Cape Town itself. In the 19th century the European heads of state included wines from Groot Constantia in their cellars. Today the wine makers at this famous winery are still making their excellent wines and guests can visit for a full tasting. It’s also a great spot for a picnic, as long as you watch out for baboons. This is South Africa after all.
  • Cowper Wharf Road &, Dowling St, Woolloomooloo NSW 2011, Australia
    The meat pie is synonymous with Australia, and no place is more iconic in Sydney than Woolloomooloo’s Harry’s Cafe de Wheels. What started out as a simple stand turned into one of the first food trucks when local ordinances dictated that mobile food carts had to move at least 12 inches every day. There are now dozens of Harry’s around Sydney, each serving up their famous pies. “The Tiger” is the most well known: a pie topped with mashed potatoes, gravy, and mushy peas. There are no tables to speak of, but rather a counter attached to the truck. Thousands of celebrities, politicians, and locals have flocked to Harry’s for their pie fix. And the place is open until 2 a.m., making it a great late-night spot.
  • 86 Middle St, Portland, ME 04101, USA
    Local is the operative word in the Portland, Maine food scene. Ask a waiter what Atlantic Day-Boat halibut is exactly, and he’ll spin a story about the local captain who pulls in with the day’s catch. At the height of summer, it seems that every ingredient is caught, raised, foraged, or grown in the vicinity. So it’s no surprise that Maine oysters take pride of place at Eventide Oyster Co. Sure, there are some bivalves from New York and the West Coast, but my advice is to quiz the waitress about the ones from West Bath, Casco Bay, and the Damariscotta River. A hit of frozen Tabasco came on the house, but these plump beauties are best with just a squeeze of lemon.
  • 21 Boon Tat St, Singapore 069620
    Nestled on a side street off Telok Ayer in Chinatown, this unassuming 40-seat restaurant with exposed-brick walls and funky local art earned a Michelin star in 2017 for its creative and very modern Australian fare. The ethos is simple: straightforward ingredients and surprising presentation. Take the signature Duck & Waffles—confit duck smothered in a spicy caramel sauce on top of crispy waffles. The wild venison with wasabi and zucchini is something wonderfully different, and so is the cuttlefish roasted pigeon. Beets with goat cheese, barramundi with leeks, and funky desserts like coconut with laksa-leaf ice cream make an indelible impression on foodies who think (and eat) outside the box.
  • 4600 North World Drive, Lake Buena Vista, Florida 32830, USA
    Walt Disney World’s four remarkable theme parks are part of nearly 104 square kilometers (40 square miles) filled with entertainment. Magic Kingdom is home to the iconic Cinderella Castle and has six themed sections. At EPCOT, guests take a trip around the globe and into the future via exhibits, rides and events. Disney’s Hollywood Studios is a working film, television and radio studio lot that features attractions based on favorite Disney characters. Adventures with real animals await guests at Disney’s Animal Kingdom. The resort is approximately 90 minutes from Port Canaveral.
  • Porta-Nigra-Platz, 54290 Trier, Germany
    Considered the largest Roman city gate north of the Alps, the Porta Nigra has been designated a World Heritage Site.
  • Black Rock Lodge is the ultimate Belizean jungle lodge, located a few miles outside San Ignacio and down a dirt road that leads you into a high-walled, karstic river valley. All the cabinas are perched on the hillside with spectacular river views and wildlife viewing opportunities from the front porch. The main dining area offers more opportunities to spot birds and monkeys on the opposing hillside or watch intrepid guests go over the waterfall on an inner tube directly below. The lodge is a great place to base yourself for a range of activities and sights, such as Maya ruins, cave exploration, canoeing and rafting, hiking and bird watching.