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  • 32 Rue Beaubien E, Montréal, QC H2S 1P8, Canada
    Regulars at this Little Italy joint (and there are lots of regulars) flock here more for the friendly atmosphere and the cheap drinks than for the two bowling lanes that gave it its name (“quilles” is “bowling” in French). Games do happen though, usually more as the night goes on, unless it’s one of the nights when a band uses the lanes as a stage. The drinks are nothing special except that most moments in this down-home haven end up being special, and they go wonderfully with the vegetarian burritos made on the spot. Take a spot at the bar to keep the pints coming, or find a nook in the back or in the turquoise-painted side room to wile away the hours.
  • 1201 Boul St-Laurent, Montréal, QC H2X 2S6, Canada
    The name makes it sound like the driest place in Christendom, but the SAT, as it’s known by locals, is at the forefront of coolth. This giant building on Boulevard Saint-Laurent near Rue Sainte-Catherine is dedicated to electronic culture and entertainment, which means it hosts some of the best art events, dance parties and music performances in town. The top level of its four storeys includes the famous Satosphere, a dome structure that allows for mind-blowing, immersive 360-degree visual projections. Events include presentations and master classes in addition to dance nights by the likes of Borgore, Brodinski and MYD. Don’t forget to stop by the in-house restaurant, the FoodLab, which is constantly pushing the gastronomical envelope. Photo: Sébastien Roy
  • 3670 Boul St-Laurent, Montréal, QC H2X 2V4, Canada
    Castle Ho’s motto, the owner of lovely boutique 1861, is quite simple. “Women who love being women and dressing the part.” Such is the premise of her work, and it definitely transposes into her boutique. The store is decorated in what seems to be a vintage fashionista’s dream: airy space, high ceilings,Vvictorian inspiration, and soft eggshell, champagne and pastel pink hues everywhere. No boys allowed! The multi-brand store focuses on feminine, timeless pieces first and foremost, and incorporates up-and-coming designers into the mix, like UK-based Emily and Finn and Torontonians Pink Martini, along with Montrealers lines Coccolily and Arti Gogna. Don’t be fooled by the perfect, fairy-tale decor; the prices are more than fair and very few things are over $100 in the store. Guilt-free, stylish shopping? I like.
  • 1365 Rue Ontario E, Montréal, QC H2L 1S1, Canada
    As if the Montreal restaurant scene weren’t exciting enough, 125 restaurants decided to come up with a special fall menu and draw people out of their houses in defiance of the weather. The concept behind Restaurant Week is fairly simple but oh-so-fantastic: 125 restaurants, one pre-set menu, and 3 price points ($19, $29, or $39 per head). This is a great way for Montrealers to experience restaurants that they wouldn’t be able to afford otherwise, and a way to discover new flavors. Make sure to look at the event’s website to consult the menus and pick your favorites. Reservations are strongly recommended. Also good to know: Many restaurants offer a special $19 menu for late-night orders, after 9:30pm. Bon appétit!
  • 4101 Rue Sherbrooke E, Montréal, QC H1X 2B2, Canada
    The Lantern Festival is without a doubt my favorite festival—ever, in the world. I’m not even sure why. It’s not star-studded. It’s not particularly big. It’s not in the warmest conditions. But damn it if it’s not the prettiest thing. The pathways of the Chinese Gardens are lit up at nightfall, illuminating hundreds of lanterns scattered around the pond. Some are animal-shaped, others are human-shaped, and together they create this amazing scenery that seems to have traveled halfway across the world. Which isn’t that far from the truth, technically. The lanterns are designed by Chinese artists in China and assembled in Montreal over the summer. If you are visiting Montreal in the fall, this event is a must-do. Until November 3rd at the Montreal Botanical Gardens.
  • Vancouver, BC V6G 1Z4, Canada
    The lush green forest, soaring trees and various lakes are reason enough to spend the day meandering along Stanley Park’s well kept, well posted trails. Turns out the city has given you another reason: the Stanley Park Environmental Art Project. Six artists have installed ecologically sensitive art projects throughout the park, and we were lucky enough to stumble upon this massive sphere of ancient wood sitting peacefully between two ends of its former self. “We wanted to construct something that works within the missing section to accentuate the mass, the length and the essence of the entire ancient tree.” Keep your eyes open though, as some of these installations are set back and off the trail. This particular piece was discovered on the Lovers Walk trail somewhere near the intersection of the Tatlow Walk trail.
  • 946 Queen St E, Toronto, ON M4M 1J7, Canada
    Located in Leslieville in the East End, Swirl is in a small, converted apartment above a dog store in Leslieville. I love the decor here, from the tables made from doors or antique sewing machine bases to the artwork by local artists FAME. It’s a tiny place but it packs a punch. There’s no kitchen, so they have these amazing appetizers and desserts preserved in small Mason jars. Wine prices are affordable (and they have about three beers available now). On top of all of that, they host theme nights. For instance, you can watch Mad Men whilst sampling accurate cocktails from the era; board game nights; bubbly nights; and cinema Sundays. Suffice it to say, it’s one of my favorites. Warning: it’s tiny in here. Not meant for a big group, but perfect for a date.
  • 280 Rue Notre-Dame Est, Montréal, QC H2Y 1C5, Canada
    Just across the street from Montréal’s City Hall (or Hôtel de Ville), the Château Ramezay has been witness to almost three centuries of history. It was first built in 1705 by Claude de Ramezay, then governor of Montréal, as his official residence. While the building principally served as the home of later governors, it was also briefly the headquarters of the Continental Army when American troops occupied the city. (Benjamin Franklin spent a night in the house during that period.) In 1895, it began its current incarnation, as a portrait gallery and history museum. The collection includes prints, drawings, photographs, and other works of art, as well as humble household objects, that shed light on the daily life of the city’s residents and First Nations peoples in Québec over the centuries. Be sure to leave time to explore the small kitchen and pleasure gardens, as well as the orchard, for an introduction to the horticultural practices of settlers in New France and residents of 19th-century Montréal.
  • 4315 Northlands Boulevard
    The Peak 2 Peak Gondola that connects Whistler and Blackcomb mountains was considered a glitzy and expensive PR move when it opened in 2007. Today the 1.9-mile span, the longest unsupported span in the world, ferries hikers, bikers, and of course, skiers and snowboarders to the slopes they seek. Best of all, the Peak 2 Peak provides access to alpine wilderness usually reserved exclusively for the athletically inclined. (This is the adventure I take my 83-year-old mother on in Whistler, and she is blown away, as is her 8-year-old grandson.) Flying through the air, 1,431 feet up with hardly a support tower in sight, is a thrill. The 11-minute ride soars above snow walls, wildflower meadows, Fitzsimmons Creek, and several trails down, around, and behind the Whistler peaks.
  • One Ritz Carlton Dr, Dana Point, CA 92629, USA
    Total immersion is the draw of the Ritz-Carlton, Laguna Niguel, which sits on a bluff 150 feet above the Pacific’s craggy coastline. The hotel delivers Ritz-Carlton’s trademark luxury—two pools with bucolic garden views, beach butlers on the sand—but also an authentic sense of place. Naturalists lead whale-watching and snorkeling excursions, as well as an ocean-inspired art program that was developed by marine-life artist Wyland. Spa treatments include seaweed wraps, marine collagen facials, and a foot massage inspired by the rhythm of the ocean. Even the resort’s marble-bedecked interiors integrate the environment, including a sculpture in the lobby by artist James Aarons made of 225 ceramic and gold pieces inspired by American cliff swallows, which migrate through the area. Shuttles take guests to and from the swimmable, surfable Salt Creek public beach below. Meals at the six restaurants are indulgent but never fussy, whether it’s pasture-raised beef and artisanal cheese at enoSTEAK, or pan-seared scallops with morita-glazed pork belly at the pan-Latin restaurant Raya. Pro tip: Before the sun dips below the horizon, grab a spot by a fire pit at the lounge 180blu, order a tamarind-togarashi margarita, and enjoy the views of the Pacific.
  • Zubieta Kalea, 2, 20007 Donostia, Gipuzkoa, Spain
    A belle epoque grande dame presiding over San Sebastián’s iconic La Concha Beach, the Hotel de Londres y de Inglaterra has been a palace, casino, hospital, and of course hotel since its construction in 1865. Before and after World War I, it was the kind of place where well-to-do Europeans went on seaside holidays for months at a time, enjoying direct beach access, the city’s renowned seafood, and the hotel’s elegant design. Nowadays, the society consists of a somewhat less star-studded lineup—once Toulouse-Lautrec, Archduchess Elizabeth of Austria, and Mata Hari were all guests—but the unobstructed Bahía de la Concha views, lovely rooms (all with private balconies), and pride of place at the heart of the city remain. The window-lined brasserie takes its cue from classic French bistros—it’s not hard to imagine that the well-dressed gentlemen at the next table are French aristocrats-in-exile—and its tables along the beachfront promenade are the perfect place to while away a few hours over pintxos, txakoli (a sparkling white wine from Basque Country), and people watching. If you were to spend a few months in a seaside town, this would be the way to do it.
  • Montana, USA
    You can’t beat the atmosphere and scenery at this Swiss-styled lodge, built 1913–14, on the scenic shore of the largest lake in Glacier National Park. The historic main-lodge rooms with lake views, as well as outlying cabins sitting on the pebbled beach, are often booked a year in advance. This leaves many travelers, who accept that nature is the main amenity, to make do with rooms in the characterless four-story modern motel wing. The soaring lobby lounge with a huge, pictograph-carved stone fireplace, vintage hand-painted lanterns, and deer, elk, and mountain goat trophies, as well as the sensational views from the pier and beach, make up for minuscule bathrooms, spartan room furnishings, slow Wi-Fi, and iffy cell phone signals. Self-drivers use the lodge as a base for the famed 50-mile Going-to-the-Sun Road across the Continental Divide. Hikers explore paths, including the wheelchair-accessible Trail of the Cedars, surrounding the 10-mile lake; the U-shaped valley branches into smaller glacier-carved “hanging” valleys dotted with waterfalls. In summer, guests also enjoy horseback riding and tours on the DeSmet, a vintage cruiser.
  • Via Milite Ignoto, 30, 16038 Santa Margherita Ligure GE, Italy
    If you are coming to Genoa to find a luxurious seaside escape, get out of the urban city and make sure you stay at least one night at the Grand Hotel Miramare in Santa Margherita Ligure (roughly 45 minutes from Genoa by train). With a full service spa, massive saltwater pool, and breathtaking ocean views, this hotel makes a perfect base to explore the entirety of the Italian Riviera (including neighboring Portofino, the tiny villages of Cinque Terre, and the hidden beaches that dot the coastline). With these sea views, it is definitely worth splurging on an oceanfront room. (Unfortunately, this hotel is closed January through March, so you may need to plan accordingly.)
  • Deep Bay Beach St John Antigua, and Barbuda, Antigua & Barbuda
    You see it while dodging massive potholes on the dirt road just a bit past the entrance to Coconut Beach Club; looming atop Goat Hill. Fort Barrington was one of the first lines of defense for St. John’s reporting ship movements to nearby Rat Island via flag and light signals. While just a lookout station, being on the front lines wasn’t easy. Fort Barrington likely saw the most action of any fort on Antigua, being captured and liberated from the French going back as far as 1652. The fort as it stands today was built in 1779 and is one of the best ruins to explore. Not only does its position atop Goat Hill provide a short but invigorating climb, there are also several rooms to explore, and the view from the top is unmatched for its sea view — blue stretches for miles.
  • Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.