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  • 50 Gladstone Ave, Toronto, ON M6J 3K6, Canada
    IndexG B&B was an art gallery before the owners renovated the second floor into a four-bedroom bed and breakfast. Housed on a sleepier stretch of Gladstone Avenue but close to the action of both the West Queen West and Parkdale neighborhoods, this family-run B&B offers affordable rooms and minimal amenities. Art is displayed throughout the hotel, and it is all available for purchase. With much to do in the area, this is a well-located hub from which to discover the best of Toronto.
  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • San Fuego 70, 7, Santa Cruz, Aruba
    Day-trippers in search of awesome views, cool drinks, and light bites score at this oasis in the middle of Arikok National Park. The menu is simple and heavy on island favorites, from fried whole fish to seafood served with plantains, salad, and pan bait (a pancake-like bread). There are also hamburgers and cold sandwiches, along with frozen cocktails and local beer. Still, it’s the views that really stun. From its perch between Boca Prins Bay and the Fontein Cave, the restaurant has sweeping vistas of desert, hills, and sea.
  • Ocho Rios, Jamaica
    If you’re looking for a break from the beach and the noise, head to Konoko Falls Park (formerly known as Coyaba River Garden) for a quiet picnic, swim, and nature walk through beautifully manicured gardens. The Mahoe tiered waterfalls—a smaller, just-as-picturesque version of Dunn’s River Falls but rarely crowded—cascade through the park, and an on-site museum showcases the history of Jamaica’s first inhabitants, the Taino. The park offers gorgeous views of Ocho Rios’s bay below. Climbing and swimming in the falls, at your own pace, is great fun.
  • Getting to Portofino from Genoa is quite easy. Take the train from Genoa’s Brignole Station to Santa Margherita Ligure, and then catch the 82 bus to Portofino (a 12-minute trip around the bay). While I’m not a huge bus person, this is one of the most gorgeous bus rides I’ve ever experienced. A tiny fishing village with a very posh clientele, Portofino is a wonderful day trip—perfect for walking around, shopping at high-end boutiques, and enjoying an apertivo dockside before heading back to town. Yet Portofino is also covered with trekking trails, so another option is to wear walking gear and come for the breathtaking hikes!
  • Place Jacques-Cartier, Montréal, QC H2Y, Canada
    Running from the waterfront to Montréal’s City Hall, at the opposite end of a gently sloping hill, Place Jacques-Cartier has been a center of the city’s street life for more than two centuries. It was laid out at the beginning of the 19th century after the Château Vaudreuil, which had stood on the site, burned down in 1803. Originally known as New Market Place, the square stays true to those roots with the many vendors who sell flowers here in the summer. You’ll find them on sunny days alongside the outdoor tables of the cafés that line the square. In December, Place Jacques-Cartier is dressed for the holidays with rows of Christmas trees. Given the name of the square, you might expect the column at its western end to be topped with a statue of the French explorer. Instead, the English admiral Lord Horatio Nelson looks over the city from the perch. Erected in 1809, it is Montréal’s oldest public monument and preceded London‘s column honoring Nelson by three decades. To this day, the choice of hero to honor still causes some resentment in this largely francophone city.
  • Mt Lemmon, Arizona 85619, USA
    On the northern edge of Tucson, you can drive through a condensed version of western North America’s ecosystem in about half an hour. On the way up the Mount Lemmon Highway (also known as “Catalina Highway” or “Sky Island Scenic Byway”), you traverse almost all of the different life zones you would encounter if you were to actually drive from Mexico to Canada: starting with the saguaro-studded Sonoran desert, up through grassland, junipers and oaks, pines, and finally a mixed-conifer forest with stands of aspen. You begin at about 2500 ft. and end up at almost 9100 ft. above sea level (about 760 to 2770 meters). In the summer, especially, southern Arizonans love this road: “thirty miles, thirty degrees cooler,” as the saying goes. When it’s 105 degrees down in the city, it’s a perfect 75 up on the mountain. In the winter, you can go skiing in the southernmost ski resort in the U.S.
  • 2491 Rue Notre-Dame Ouest, Montréal, QC H3J 1N6, Canada
    This Little Burgundy mainstay is the headquarters of chefs David McMillan and Frédéric Morin, the acclaimed and enterprising minds behind an evolving blackboard menu that has been known to feature smoked meat croquettes, house-cured ham with truffles, lobster spaghetti and horse meat steaks. The duo is known to do absolutely everything in-house, even brew their own beer and distil their own absinthe. Stroll down Rue Notre-Dame, past their other restaurant, Liverpool House, to the nearby Lachine Canal after an evening at this inviting space with vintage wooden chairs, leather banquettes and a permanent air of celebration.
  • 110 Rue Notre-Dame Ouest, Montréal, QC H2Y 1T1, Canada
    A church—or, at least, a small chapel—has stood on the site of the Basilica of Notre-Dame since shortly after Ville-Marie (Montréal’s predecessor) was founded in 1642. The current building, however, dates to 1829 and was constructed in a soaring Gothic Revival style. At the time, that aesthetic choice raised some eyebrows—Gothic designs were associated more with Protestant churches than Roman Catholic ones. (Perhaps the fact that the architect was an Irish-American Protestant didn’t help the situation.) Whatever initial resistance there was evaporated in the face of the beauty of the completed building. In the decades that followed, Gothic became the popular choice for churches in Canada of every denomination in large part because of Montréal’s basilica. In the 1870s, in what was perhaps a case of gilding the lily, the basilica became even more stunning when its interiors were painted in bright colors to resemble Paris‘s Ste-Chapelle.
  • Jasper, AB T0E 1E0, Canada
    An overnight stay at Tonquin Valley Adventures’ lodge is perhaps the best way to experience the wilderness of the Canadian Rockies. (It’s a well-earned one, too: The lodge lies almost 20 kilometers, or about 12 miles, from the nearest road!) To get there, hike the Tonquin Valley backcountry from Edith Cavell Road to the path alongside Astoria River before reaching the Ramparts Mountains. The setting is surreal, as the lodge has a series of cabins with unforgettable views. A short walk leads guests to the edge of Amethyst Lake, where canoes, kayaks, and rowboats await to take you on your next adventure.
  • 2901 Western Ave, Seattle, WA 98121, USA
    Here’s a bold claim: the Olympic Sculpture Park might just have something for everyone. Located on the waterfront, not far from Pike Place Market, it features great views of Puget Sound (well, on clear days) and the ferries going back and forth. Stroll the paths and admire the sculptures large and small scattered throughout the park, or sit on the many chairs and benches and admire the view. There’s a nearby bike trail, and the Neukom Vivarium (a giant 60-foot rainforest log ecosystem in a greenhouse) is just steps away. Best of all, it’s free! Get a dose of culture and then head down to the waterfront for some fish ‘n’ chips.
  • 225 E Bay St, Charleston, SC 29401, USA
    Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.
  • This superb beach on the island’s northwest shore is accessible only by water. It’s easy to find a boat; they depart frequently from Porto Vromi, Ágios Nikólaos, Cape Skinari and Zákinthos Town. At Navagio, sheer limestone cliffs cradle sugar-white sands and an azure bay. As for the shipwreck that gave the cove its nickname, the story goes that a freighter smuggling cigarettes, wine and women ran aground here in 1981 while fleeing the Greek navy. The ship’s remains can still be seen in the dunes. Note that this secluded spot has no facilities, so bring your own food and drink—as well as a sun umbrella because the beach heats up dramatically by midday.
  • Port Maria, Jamaica
    Port Maria offers a glimpse of Jamaica’s colonial past, and is one of the most scenic towns on the north coast. The area is believed to have been one of the first Taino settlements, before it was established by Spanish settlers who gave it much of its still-standing colonial era architecture. It’s a contrast of the old—with centuries old architecture—and the new, with bustling local activity. Architecture buffs will enjoy a slow drive along the coast to admire ancient buildings like the 1861 St. Mary Parish Church, towering over a postcard-perfect bay and winding coastline. There isn’t much to do here, but it’s worth passing through for a sense of Jamaica‘s past. And for the scenery, of course.
  • Futtsu, Chiba, Japan
    It didn’t seem to bode well that nearly a dozen buses were idling in the huge parking lot outside the giant modern building that overlooks Tokyo Bay from Kanaya Harbor. But the “tourists” that piled out of the buses were all Japanese, most from Tokyo, we were told, coming to shop in the market complex and dine in what, in San Francisco, would resemble a Fisherman’s Wharf restaurant. Ah, but the food was remarkable, and my lunch--above--was one of my favorite meals on the trip through the prefectures surrounding Tokyo on the Kanto plain. The name of restaurant? The Fish, of course. (If you get there, be sure to arrange a visit to the remarkable private Kanaya Museum across the street.)