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The Rosedeer Hotel is one of the first buildings you see in Wayne, sitting squat on a narrow piece of land between the railroad tracks and the hills behind. It looks like a movie set, and has been. Running Brave, Shanghai Noon, and In Cold Blood were shot here along with numerous commercials and music videos. A ten-gallon hat riddled with bullet holes wouldn’t look out of place. Don’t expect fancy cuisine—burgers are the norm, and if you want a steak, you’ll be delivered the meat and instructions on how to use the BBQ out back. But people don’t come for the food. Wayne is an authentic Western outpost, built before the road and at one time a thriving town, thanks to the nearby Rosedeer Coal Mine. People come in now for photo ops, for a chance to see one of the few remaining holdouts of the Wild West, and because the 100-year-old hotel and adjacent saloon are said to be haunted. But owner Fred Dayman, who was born and raised in the hotel, won’t talk about it. Book a room, if you dare, and find out for yourself.

At the Big White Ski Resort there is more to do than ski and snowboard which is especially useful to know when you’re not a skiing Canadian like myself. Instead of hitting the slopes there are snowshoe excursions, ice wall climbing, sledding with inflatable tubes, ice skating, sleigh rides, dog sledding, and, even more importantly, delicious restaurants and bars full of beer and locally produced wine.

Whistler Blackcomb receives lots of press about its big-mountain features, but the resort offers plenty of terrain for every family member and skill level. The Whistler Blackcomb Snow School, among the best in North America, is great for both seasoned skiers and kids as young as toddlers. Even tweens and teens can enjoy small-group lessons, which offer equal parts socializing and instruction in the terrain parks and beyond. Welcome on the Whistler and Peak 2 Peak gondolas, non-skiers will have the village to themselves during the day. When back with their group, they can hang at one of the more than 25 on-mountain restaurants.

Pizzeria Antico’s Italian decor couldn’t be more bella, from the distressed chairs to the white marble bar to the vintage road bicycle perched above the open cucina. Flatbread aficionados will find familiar fare such as the Margherita, funghi, and quattro formaggi along with house-made pastas like gnocchi di Antico. The gnocchi, made with Pemberton potatoes grown nearby and dressed simply in a garlicky tomato sauce, are absolutely sublime.

It may not have the design flair of the nearby Magasin Général Bélangermartin, but this home ware store on Rue Dante is beloved citywide for its amazing selection of appliances, cooking tools and all-around useful stuff. Whether you need a meat cleaver, a new Le Creuset or an old school pressure cooker, you’ll find anything you need in the cooking department and more (there’s even a firearm counter dedicated to hunters). It’s become a true neighborhood social club over the years; manager Elena Faita-Vendittelli (mom to Stefano Faita, of the nearby restaurant Impasto) hosts popular cooking classes at the neighboring cooking school, Mezza Luna.

The worldwide success of this Montreal-born leather goods brand, which now has stores everywhere from Paris to Tokyo to Hong Kong, is no secret: m0851 bags are beautifully crafted here in the city by artisans who have worked for the Mamarbachi family for decades. The no-sweatshop mentality surprisingly doesn’t equate excessive prices, and the best thing is, these bags are designed to last, made in materials that change and improve as they age. Every year brings a new palette of beautiful earthy colors, and in addition to the bags and travel gear, there are coats and clothes perfectly suited to any Canadian season. This is the flagship location, but you’ll find three other sales points within greater Montreal.

Running for more than eight miles through the southwest part of the island of Montréal, the Lachine Canal is a window onto the city’s industrial history, reborn in recent decades as a place where nature and the city meet. Originally opened in 1825, the canal, with its five locks, allowed ships traveling between the upper St. Lawrence River and the sea to avoid the treacherous Lachine Falls. (Before the canal opened, ships would typically off-load their cargo at the village of Lachine, which would then be loaded onto another ship on the other side of the falls.) The canal’s banks would soon be filled with small factories, but by 1950 the area had started to decline, in part due to the success of the railway. In 1970, it was closed to shipping completely. Recent efforts to clean up the canal have been successful, and now bikers and walkers take advantage of the paths that line it, while many of the former factories and warehouses have been converted into luxury lofts and condos. In 2002, the canal was opened to boats again—pleasure crafts, not barges—that travel its length. If you decide to explore the canal, the Atwater Market was one of the early projects to redevelop the area, and it remains a great place to buy all the items needed for a picnic.

Routinely crowned the city’s top seafood restaurant, Blue Water Cafe is also among the continent’s best. After honing his skills at Michelin-starred restaurants in Europe, executive chef Frank Pabst opened this Yaletown classic to marry fine-dining techniques with local, sustainable ingredients. Eventually, the restaurant became a founding member of the Ocean Wise program, which helps consumers make ocean-friendly seafood choices. When visiting, you can belly up to the bar—which boasts more than 200 whiskeys and 1,000 wine labels—or reserve a table in the elegant brick-and-beamed dining room, housed in a heritage warehouse. Come summertime, however, you’ll want to head straight to the patio for sushi and premium sake. Fancy a splurge? Go for the seafood tower, which showcases the bounty of British Columbia.

In a city like Houston, which is bursting with international flavor, it’s not difficult to find fantastic Indian food. But Anita Jaisinghani, co-owner of the beloved Indika, serves up the best of the best with Pondicheri. The menu here revolves around unique takes on India’s street foods, including pakoras and a daily selection of samosas. In terms of main dishes, the best way to sample what’s being offered is by getting the vegetable or meat thali—a daily selection of dishes and sides perfect for sharing. Other standouts include desi fries (French fries dusted with Indian spices), naan with roasted garlic, and fresh-baked cookies.

Heritage Park’s antique steam train thunders through the Living Historical Village, giving the park a sense of place in time that deepens the experience for visitors young and old. History comes alive on two wheels at Heritage Park, though numerous other attractions shed light on Canadian history from as far back as 1860. Many of the park’s exhibits are interactive, while the guides and costumed interpreters are knowledgeable and approachable. Still, it’s OK to admit that you came out West to put on your conductor’s hat.

Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

A beautiful drive through the mountainous west coast past the bayside city of Mayaguez opens up to windy roads lined with banana trees. Your destination is the coffee town of Maricao—a small, unassuming city that plays host to festivals, coffee tours, and aquaculture. Also the home to the hidden gem of Salto Curet waterfall. To get down to your starting point, a car with 4x4 is preferred but not always necessary (Going during the rainy season? Drive a truck or SUV). You’ll park in a vacant lot at the bottom of a hill and follow the trail over a river and up the mountain. You’ll eventually reach an abandoned ranger station; at that point you’ll turn left and trek up river. Just a short distance later is the isolated waterfall. Take a swim in the cool water, or hunt down the even smaller trail off to the left that takes you up the rocks to the higher and more roaring waterfall above. This is my most loved waterfall site. It’s secluded and never sees many guests at one time. Bring your camera and a waterproof bag, as it’s likely you will be caught in the rain. It is a rainforest, after all!

One of my favorite dive sites on the west coast of Puerto Rico is Crashboat in Aguadilla. This shore dive is easily accessible for all levels of diving, and you’re guaranteed to see something amazing on this artificial structure. Crashboat is named for this once Air Force based marina, where the “crashboats” would deploy to retrieve the crashed planes from training sessions of Air Force pilots. It was later abandoned and turned into a recreational area for locals and dive enthusiasts. Scout the pilings for seahorses, frogfish, octopi, and lionfish. At maximum depth of 30 feet, find a sunken base where bigger fish like to hide. Bring your flashlight to scope out the interior. Not a diver? No problem. Enjoy the sandy beaches, reggaeton music, and aromas of delicious Puerto Rican food all day long. One entire side of this recreational park is lined with street vendors selling food, handicrafts, and drinks. Want that true Puerto Rican vibe? Want to see how the locals relax on a weekend? Crashboat is your place. But if you’re not interested in the crowds, come here in the morning on a weekday. I dive here regularly, and I avoid crowds by diving early. Enjoy!

I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.

Set high above the St. Lawrence on Cap Diamant, overlooking Old Québec, this imposing yet inviting landmark is as much a lodging as it is a tourist attraction, borne out of its reputation as the most photographed hotel in the world. Opened in 1893 by the Canadian Pacific Railway to drum up luxury riders for its trains, the castle-like Fairmont Le Château Frontenac feels every bit as grand today as it must have when Roosevelt and Churchill secretly hatched plans for the invasion of Normandy here in 1943—and it continues to be the hotel of choice for A-list celebrities and other notables. A $75 million renovation in 2014 updated the 611 rooms with a more contemporary feel, draping spaces in chic furnishings and soothing shades of gray and cream, plus butter-yellow or soft turquoise accents. The spa features seven treatment rooms adjacent to an indoor pool, whirlpool, steam rooms, and a gym, but the hotel has become a destination for its food: Champlain restaurant is helmed by acclaimed young chef Stéphane Modat and offers a modern take on Québécois cuisine alongside magnificent views, while 1608 Wine & Cheese Bar highlights local wines, cheeses, and charcuteries.