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  • 60 Yorkville Ave., Toronto
    In its newest incarnation, opened in 2012 and soaring 55 stories at the corner of Bay and Yorkville, the Four Seasons Toronto embodies founder Isadore Sharp’s vision to focus on the guest, which has positioned the brand as a leader in the luxury hotel market. This is the flagship property, arguably Toronto’s most elegant hotel and a blueprint for the brand’s subsequent hotels globally. It’s the first hotel in Canada ever to be awarded both the AAA Five Diamond and Forbes Travel Guide Five-Star ratings. The contemporary design aesthetic from Yabu Pushelberg brings sophisticated neutral tones throughout the spacious rooms. The sunlit, ninth-floor spa is a favorite among both visitors and locals.
  • 69 South Road, Southampton SN 02, Bermuda
    Henry VIII has been an island favorite for 40 years. Not surprisingly, given its namesake, the restaurant serves some typical English dishes — bangers and mash, fish and chips — but the menu also includes some of the island’s best sushi. The food comes with ocean views that are especially spectacular at sunset. “This is my local place,” Mike says. “It’s just a two-minute drive from my house. They take good care of their guests. On Saturday nights, a DJ plays old-school music and every day there’s an awesome cross section of people here: locals, visitors, and expats. It’s a good place to dance the night away, and the sushi is off the hook.”
  • 74-2 Cruz Bay Town, St John, VI 00830
    The sleepy town of Cruz Bay, nicknamed Love City, is the main settlement on St. John, and the hub where most visitors arrive after a ferry ride from St. Thomas. The island draws everyone from salty sailors to A-list celebrities, and Cruz Bay is where they all gather in the afternoon to drink Cruzan rum at beachfront bars while deconstructing their day spent hiking, scuba diving or lounging on beaches around the island.

  • Carretera Caimari-Mancor
    One of Mallorca’s oldest converted fincas (rural farmhouse estates), Es Castell epitomizes the eco-conscious boutique hotels that are subverting the island’s conventional tourist image. From $175. C/Binibona s/n, 34/971-875-154 This appeared in the October 2014 issue. Tom Downey explored Mallorca beyond the beach and found...shoes? Read the full story here
  • Grand Turk’s oldest church was built in 1823. Set inland on the edge of Town Pond in the capital, the whitewashed building was constructed by the island’s Bermudan settlers. After a refurbishment that welcomed an organ to the loft, the red-roofed church was rededicated in 2011.

  • Coron, Philippines
    The mountainous Coron Island, just northeast of Palawan, is part of the officially designated ancestral domain of the indigenous Tagbanua people (possibly descendants of the original inhabitants of the Philippines). They steward the land and sea, and control access to the island, much of which is off-limits to visitors. There is still plenty to attract travelers to the area, though: a small, sleepy town and clear lakes; limestone rock formations; and white-sand beaches. Those lucky enough to be welcomed into a Tagbanua community can learn about their culture and how they spearfish, as well as the special techniques for harvesting octopuses, seaweed, and sea cucumbers. For snorkelers, Siete Pecados offers rich coral reefs and the chance to spot dugongs, giant hawksbill turtles, and baby sharks. Divers can also hope to get a glimpse of puffer fish, eels, and giant clams. As well as the diverse marine life, there are numerous Japanese shipwrecks from World War II on view underwater. Add in the visibility of up to 80 feet, and this area is a superb playground for diving enthusiasts.
  • Bay Street
    Generally speaking, shopping isn’t a big draw on St. Vincent, but if you’re searching for the perfect souvenir, you can’t do better than Nzimbu Browne’s famous banana art. Besides tourism, banana production is a driving force behind St. Vincent’s economy. By using the industry’s waste products—the banana leaves—Browne creates sustainable art with a strong sense of place. His works depict local scenes, brought to life with snippets of dried, multicolored leaves. If you’re not into art, he also makes goat-skin drums and tie-dye clothing. His studio is located on McKie’s Hill in Kingstown, but he often sets up shop in front of the Cobblestone Inn on Upper Bay Street.
  • A4, Bull Bay, Jamaica
    If you’re staying on the east coast or close to Kingston, Wickie Wackie Live! is the place to be for some live reggae on the beach. For just a small entry fee, you’ll get to enjoy excellent local performances seaside—often held on Saturday evenings, 8 p.m. until midnight. There are onsite food and trinket vendors, as always, and the atmosphere is one fit for a wide audience, including families. Wickie Wackie is one of only a few live venues in Jamaica where up and coming artists get to show off their skills. Many made their debut here before rising to stardom.
  • Somerset Falls, P.O.,, Hope Bay, Jamaica
    There’s no shortage of refreshing waterfalls in eastern Jamaica. But after Reach Falls, I’d say Somerset—also located on the east coast—is a close second in natural beauty. Somerset Falls’ cascades can be reached by hiking or by canoe ride along the river. Either way, it’s a stunning, still relatively verdant area teeming with bird life—resident parrots—and caves to explore. It’s easy to find too, ideal for a day trip from either Port Antonio or Ocho Rios. Look out for a billboard right off the paved northern highway, about an hour and a half north of Ocho Rios.
  • 76 Pitts Bay Rd, HM 08, Bermuda
    Known for generations as the Pink Princess, this legend opened its doors in 1885 and remains one of the largest and most celebrated hotels in Bermuda. Fresh off a $100 million renovation in 2016, the 170 rooms and suites are now what you’d expect from a Fairmont-managed property—clean, modern, and comfortably luxurious, all with water views—while public spaces have been elevated by an exceptional collection of modern art (Andy Warhol, Damien Hirst, and Ai Weiwei are just some of the luminaries who grace the walls). The new infinity pool has gorgeous views over the harbor, the spa offers treatments and fitness classes in partnership with noted brand exhale, and the marina’s water-sports team can organize everything from kayak and Jet ski rentals to paragliding lessons. Guests also have exclusive access to a private beach club on Sinky Bay—just 20 minutes away from the hotel via complimentary shuttle—which features water hammocks and snorkeling-friendly waters. Back at the resort, dining options include the buzzing Marcus, serving signature dishes from celebrated chef Marcus Samuelsson, and more casual options highlighting fresh seafood and local rum.
  • Tanglin Rd, Singapore
    Singapore may not have bicycle lanes on its roads, but the country does have a wonderful and growing network of bike-friendly asphalt paths along its many canals and rivers that are sometimes joined up with pathways in parks and along old rail corridors (in Singapore, they’re called park connectors). An easy 3-mile round-trip stretch to sample runs along the Singapore River. Join the riverside pathway just off Zion Road near the Great World City shopping mall—you can rent your chariot nearby from Bike Connect, at 23 Hoot Kiam Road—or grab a two-wheeler from the now ubiquitous bike-share steeds parked everywhere. Pedal all the way to the old shophouses of Boat Quay where the river empties into Marina Bay and then the South China Sea at the heart of Singapore’s colonial core. From there, get a glimpse of the grand Fullerton Hotel (once the national post office), the Asian Civilisations Museum (originally intended to be the city’s courthouse), and several historic bridges.
  • Governors Island, New York, NY 11231, USA
    Fete Paradiso, the much buzzed about traveling vintage French carnival that has taken over Governor’s Island for the summer, features an incredible collection of extremely rare artisan-crafted carousels, rides and games. Families and Francophiles have been lining up for the 5-minute ferry from downtown Manhattan since opening weekend, which coincided with Bastille Day, to check out this whimsical weekend fair. A few of Fete’s highlights include the late 19th century bicycle carousel (one of only 2 bicycle carousels left in the world — the other, featured in Woody Allen’s Midnight in Paris, is in France), a Chinese Dragon Carousel with a misleading name (though our daredevil 2 year old didn’t mind being whipped around fast and then backwards) and a ball-toss game with life-size caricatures of Charlie Chaplin and Edith Piaf called the Music Hall Ball Guzzler. Set to run from now until September 29th, 2013
  • 1301 Alaskan Way, Seattle, WA 98101, USA
    The Seattle Great Wheel, completed in June of 2012, is located at the Seattle Waterfront. It is a little expensive, and nerve-wracking on the way up, but it’s worth it. The Ferris wheel is one of the biggest in the U.S., and provides a spectacular view of Elliot Bay, Downtown, and much more. In addition, at one point during the ride, it actually goes over the water!
  • Fira, Θήρα 847 00, Greece
    Santorini, Greece is an unquestionably beautiful island, but you can take the island experience up a notch, from beautiful to breathtaking, by hiking the ancient footpath from Thira to Oia. Start just before sunrise and meander the ancient dirt and cobblestone path, which is perfectly nestled at the cliffs edge, providing breathtaking views of the caldera. I set out on this path alone for a 4 hour hike, not too sure of what I would find along the way. Way up high, above the sea, away from the island crowds, as if walking through the clouds, I experienced the true beauty of the island- obvious natural beauty that surrounds you in every direction, but an ancient, deeply rooted beauty that can only be found in the silence, in the white washed churches scattered along the path, in the sun-smoothed cobblestone of the path ... in the clouds. Don’t forget layered clothes as once the sun rises the temperature does as well, comfortable walking shoes, bottled water & a camera!
  • Unnamed Road
    If you’re looking to go real remote, Folegrandos is the island to do it. Although this island isn’t fully developed for the tourism industry, the slow lifestyle is ultimately part of its charm. Here you’ll find wild coastline interspersed with tiny white homes clustered cliff-side, terraced fields for farming, and endless white beaches. Come here if you need some downtime, especially if you’re looking to meet some friendly locals.