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If there were ever a hotel with history, it’s the Singular Patagonia. Opened as a hotel in November 2011, the original building once served as a post-Victorian cold-storage factory built by the British in 1915 for the purpose of processing sheep’s wool and meat to be shipped back to England. Overlooking the waters of Last Hope Sound, the long, red-brick building is located just outside the town of Puerto Natales. After operating for almost 70 years as a factory, it was declared a national historic landmark before being transformed into a luxury hotel.

History is by no means forgotten. The hallways are still stocked with brightly colored machinery—from steam condensers to boilers and forges—all stamped with the name of the British city in which they were built: Derby, Birmingham, London, or Glasgow. Designed by Chilean interior designer Enrique Concha and local architect Pedro Kovacic, the 57 bedrooms stretch along a new wing that was added to the original buildings, and these rooms are furnished with Victorian-inspired furniture.

One of the best things about Calgary is the winter playground in the center of town. Canada Olympic Park, on the western edge of the city, features a ski hill, snowboard park, cross-country trails, an Olympic luge track, Canada’s Sports Hall of Fame, and a glass elevator that takes you to the 1988 Winter Olympic’s biggest ski jump, as well as skating facilities and restaurants. It also offers private and group lessons, so you can brush up on your sport where World Cup and Olympic athletes train. Plan a day to hit the slopes, or forget the skis and come explore the park’s less strenuous attractions that celebrate winter.

This purpose-built luxury high-rise hotel has 400 rooms in all, with natural light spilling through floor-to-ceiling windows onto modern, clean-lined furnishings done in ivory and gray tones. Higher floors offer spectacular views of Lake Michigan and Navy Pier. Service here gets high marks for the nothing-is-impossible attitude of the staff, and from early summer to late fall the Streeterville Social, the third-floor roof top outdoor terrace, offers craft cocktails and relaxed dining… and views of the city skyline.

Sure, Faneuil Hall and Quincy Market make up the most touristy part of Boston, complete with street performers, a light show, and the obligatory Yankee Candle store and Cheers restaurant; we nonetheless defy you to stay away. This part of the Boston waterfront has thrived on commerce since colonial times: Faneuil Hall was crowded with merchant’s shops as early as 1743, and the larger Quincy Market was added in 1824 to provide more space (it also was the site of speeches by Samuel Adams and other early patriot leaders). If you’re looking for a Red Sox hat or a “Boston Strong” T-shirt, you’ll find it here.

Jasper National Park recently received a solid boost to its tastebuds when Jasper Curry Place opened its doors. It’s the first indian-inspired restaurant in Jasper and its been a booming success it opened its doors in June 2015. The lunch menu is a series of entress from Butter Chicken to Korma Masala, while the dinner is served buffet-style with a rotating selection of mains.

The Eastern Market, now a National Historic Landmark, opened in 1873 to serve the Capitol Hill neighborhood (an 1805 version, located down by the Navy Yard, was a casualty of the War of 1812). The brick market hall, packed with butchers, bakers, vegetable markets, cheese vendors, flower kiosks, and a lunch counter, is bright and charming. Under the shed roof outside, additional local produce is displayed and sold. On weekends, booths selling vintage goods and handmade jewelry, housewares, and clothing do a brisk business down the center of 7th Street. Crowds spill out of the cafés, taco joints, and bagel shops occupying the first floors of the row houses along the block, adding to the lively mix at the market.

This chalet-style lodge takes its name from legendary Norwegian skier Stein Eriksen, the 1952 Olympic giant slalom gold medalist and 1954 World Cup champion. When he agreed to help develop this ski-in, ski-out spot in the 1980s, he drew from his experiences at the best ski hotels in Europe, lending the lodge an Alpine feel. Inside, fireplaces, stone walls, and rich wood ceilings complement the mountain surroundings. Guestrooms are equally thought out, with beamed cathedral ceilings, stone fireplaces, and leather furnishings. Select rooms have jetted tubs and heated floors.

The Mexican food at Guisados is great simply because it doesn’t try too hard. The owners, Armando de la Torre Sr. and Armando de la Torre Jr., aim to make every dish just how mom used to make it, and they succeed on every level. From humble beginnings in Boyle Heights to outposts in Echo Park, Downtown L.A., West Hollywood, Burbank, and a Koreatown location on the second floor of the Platform 35 food hall. Guisados has flourished thanks to handmade tortillas anchored by braised chicken breast, flank steak, or pork. The mole poblano taco is especially mouthwatering, and the quesadilla con chorizo is big enough to share—though you probably will want to keep it all to yourself.

I first visited Wahoo’s Fish Taco in Denver and have been going back ever since. It seems much more appropriate that Wahoo’s, with its surfboarding theme, has a location in Hawaii. The location I frequented is in Ala Moana. Time permitting, I would get my food to go and sit at the Ala Moana Beach park for a picnic dinner. Wahoo’s has a good selection of burritos, salads, and tacos. A pitcher of margaritas or local beers are usually popular with a group as well! If you collect stickers, just ask at the counter and if they have any on hand, they will gift one to you.

Located across the street from Ruby Park Bus Station, CP Burger is the ultimate family destination. They serve burgers, hot dogs, milkshakes and soft serve ice cream. For those that are gluten free they have my favorite, the ahi burger wrapped in lettuce instead of a bun. I am sure the gluten-free option of a lettuce wrap is available for any of their burgers or hot dogs. Place your order and when it is ready they will call the name of the famous person, like Marilyn Monroe, that appears on your receipt. Like a 50’s diner, the food is served on a red cafeteria tray but believe me it doesn’t taste like cafeteria food. It is delicious! Burgers with a special sauce and spiked milkshakes for adults. While munching on your food occupy the kids with a game of mini-golf in the summer or ice skating in the winter, operated by CP Burger.

Should you find yourself on the backroads of Homestead, Florida, the gateway to the Everglades, you’ll come upon open fields and vineyards. It’s here that a roadside stand displays the bold lettering: “Robert is Here.” But who is Robert? And what’s here? Robert is a real person who founded this fruit stand in 1960 and has worked here nearly every day since. It’s now a family operation with help from his wife and children. All manners of tropical fruits await you, from the authentic key limes by the pound to jackfruits to the aptly named “ugli fruit.” Try the ruby red Florida grapefruit samples and browse the selection of honeys and hot sauces. Admire the sunflowers, opened by the summer light. Don’t leave without a smoothie! And if the fruit isn’t enough, the stand also has an adjoining zoo and water park. How’s that for a random town in southern Florida?

If you’re looking for a chic lodging with personality to spare, Park Hotel is it. Designed under the concept of ART—atrium, restaurant, travel—it occupies 10 levels of the triangular Shiodome Media Tower and pays homage to Japan’s natural beauty with a glass-enclosed courtyard (purported to be the largest hotel atrium in Tokyo) and trees and greenery dotting the spaces between the building’s 25th and 34th floors. An artist-in-residence program ensures that every room on the 31^st floor features unique murals and paintings by local creatives, while more conventional rooms come in light, neutral tones, but all are furnished with stylish pieces by B&B Italia. The hotel also houses a wood-paneled spa, an art gallery, and a kaiseki-style Japanese restaurant and casual French bistro where the dishes are pieces of art in and of themselves.

Perhaps due in large part to the city’s notoriously harsh, never-ending winters, Montrealers have a profound appreciation of their green spaces, always jumping at the chance of spending a couple of hours outdoors, basking in the sun. The Mont-Royal Mountain is the most popular, however, simply by its size (529 acres!), its fabulous views over the city and its architect — Frederick Law Olmsted. Parc Lafontaine and Parc Sir Wilfrid Laurier are also local favorites, where sunbathers, young families, BBQ-ers and joggers mingle happily, enjoying every minute of the all too short summer months. The two parks are located near delicious take-out counters (Ma poule mouillée and Lapin pressé, respectively) making it a perfect pique-nique opportunity.

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”.

A 2010 renovation transformed a traditional lodge into a 12-room inn that’s both cutting- edge and cozy. Built by the former Olympic skier Gerardo Mussner in 1963, the hotel is now run by Gerardo’s daughters. His wife, Helga, serves South Tirolean dishes such as almond-crusted venison. In 2010, the hotel was reimagined with larch wood, glass, and local stones that match the mountains. The curved roof stands out against the peaks. A 758-mile network of 12 ski areas, Dolomiti Superski is just five minutes away. The closest section, Val Gardena, hosts two Alpine Ski World Cup events in December. From $2,284 per week. 39/471-795-274. This appeared in the November/December 2012 issue.