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  • 56 South Shore Road, Southampton SN 02, Bermuda
    Blending a cheerful, laid-back spirit with a splash of formal elegance, The Reefs Resort & Club is uniquely Bermudian. Staff greets you with a rum swizzle upon arrival at the family-owned and operated property, then whisks you up to a room where bright botanical prints complement crisp white linens, deep wood tones, and tile floors, and windows offer views of the Atlantic’s turquoise-tinged waves. Days are spent indulging in frangipani salt scrubs and ayurvedic massages at the spa, sitting in on a sunrise yoga session on the beach and hitting the links nearby, or simply napping on a chaise at the freshwater infinity pool. Sited to capture awe-inspiring vistas of the water, limestone cliffs, and lush vegetation that surround the resort, three restaurants serve classic continental fare, but more adventurous types can rent a scooter across the street to sample the local food scene on a culinary tour of Hamilton and St. George.
  • 505 College St, Toronto, ON M6J 2J3, Canada
    Bar Raval looks ordinary from the outside, but inside, the sinuous lines of the floor-to-ceiling mahogany woodwork—bar, walls, window frames—instantly bring Gaudí to mind. Created to mimic the spirit of Barcelona’s pintxos bars (in addition to the Catalonian influence of the decor, platters of food are laid out on the bar, as is the Basque pintxos tradition), the space is often packed. In the mornings, patrons sip lattes and enjoy doughnuts finished with a lick of chocolate and spiced hazelnut.
  • 794 Dundas St W, Toronto, ON M6J 1V1, Canada
    Suddenly, grub that is both Chinese and Jamaican is a thing. Chef Craig Wong, third generation Chinese-Jamaican himself, has taken over a Dundas West space and done quite the number on the local dining scene, turning out a cuisine of his own that manages to encapsulate all that is Toronto. Pick from eats like the Jamaican patty double down — chef’s take on the famed KFC number — and the dirty fried rice with red sausage and peas. For a small group, go with the so-called Whole Shebang and test out Wong’s take on jerk chicken. Dinner can be reserved, but if you’s aiming for brunch, be there when the place opens and tuck into the Hong Kong-style waffles and the luscious maple butter French toast.
  • 2490 Rue Notre-Dame Ouest, Montréal, QC H3J 1N5, Canada
    Almost unchanged since 1912, the Théâtre Corona (Corona Theatre) in Little Burgundy was built to host showings of silent films accompanied by live music and comedy shows by local troupes. You can still find an orchestra pit and the original dressing rooms under the stage, but since the late 1990s—after coming close to demolition—it has served mainly to host live music, by acts like Buck65, La Roux, and Arcade Fire. The heritage décor, with painted ceiling, gilded columns and heavy jacquard brocade curtains, and the relatively small capacity for 700 spectators, make this a singularly intimate place to see a show. The best sightlines are from the balcony, but there’s nothing like the feel of a smooth wooden dance floor beneath your soles.
  • 170 Rue Saint-Paul O, Montréal, QC H2Y 1Z7, Canada
    Montreal’s very own Prince of Darkness is best known for his mastery of soft, buttery black leather and his play with textures and details such as zippers and horse hair, but he’s expanded his recent collections into a less gothic and more widely accessible styles that have even branched out into color ¬– albeit dark browns and blues. The women’s wear designer has created collections for off-the-rack store Bedo, but to get a real sense of his unique vision and approach to form, best head down to his sleek boutique on chic Rue Saint-Paul in Old Montreal. Here you’ll find statement pieces to be worn to your next gala as well as rugged wear you can integrate into your everyday.
  • 698 Eau Claire Ave SW, Calgary, AB T2P, Canada
    A two minute walk from the bustle of downtown Calgary, Prince’s Island Park—which is surrounded by the Bow River—is home to festivals all summer long. The Calgary Folk Music Festival and 52,000 of its closest friends rock and/or folk out on the park the last weekend of July.
  • 34 Avenue Fairmount O, Montréal, QC H2T 2M1, Canada
    Wilensky’s is sort of an institution in the Mile End. Family-owned since its opening in 1932, the place is famous for its extremely cheap snacks, no-nonsense approach, and retro decor. Pressed tin ceiling, Kik Cola clock, ring-up cash register, old-fashioned soda fountain—this place sometimes feels like a time warp or, at the very least, a museum. Perhaps what makes Wilensky’s so special is, incidentally, the Special ($3.90): “All-beef salami with all-beef baloney grilled to mouth-watering perfection on a tasty roll with a hint of mustard.” But don’t try to change anything in it—the owner, Ruth, will not have it. The Special is what it is, and no amount of money will make Ruth change it. Hell, she even wrote a poem about it: When ordering a Special, you should know a thing or two. It is always served with mustard; it is never cut in two. Don’t ask us why; just understand that this is nothing new. This is the way that it’s been done since 1932. Amen to that.
  • 3927 Rue Saint-Denis, Montréal, QC H2W 2M4, Canada
    L’Express, on rue St-Denis in the Plateau Mont-Royal neighborhood, opened in 1980 and has about it the air of a beloved institution. Indeed, with its timeless style, it feels even older than it is. This popular spot serves classic renditions of bistro fare—steak tartare, bone marrow, onion soup—into the early morning hours (2 a.m. except for Sundays, when it closes at 1 a.m.). When the kitchen ventures into new territory, the results are impressive. The spaghetti with mushrooms is unconventional in its presentation (topped with a healthy serving of arugula)—one of those dishes you try on the road and then want to re-create at home. Reservations recommended.
  • 343 Rue Saint Paul Est, Montréal, QC H2Y 1H3, Canada
    Rustic elegance is the order of the day at La Champagnerie, a champagne-only bar in Old Montreal. Between the delicious cocktails, heaven-sent food, and exposed brick walls of this historic building, the drinking experience will be memorable. The menu features over 50 different brands of bubbly (including real champagne, cava, and prosecco) and a very entertaining sabering act, as well as brie poutine and oysters. Contrary to popular belief, la Champagnerie isn’t that expensive. Yes, there is the odd $500+ bottle, but visitors can easily enjoy a meal and a cocktail or two without needing to remortgage their house. A very nice way to spend an evening, if you ask me—champagne, Old Montreal, and good music. Santé!
  • 1425 Rue Jeanne-Mance, Montréal, QC H2X 2J4, Canada
    Ask any Montrealer the question “Which is the fanciest restaurant in town?” and chances are Toqué! will be a frequent answer. Indeed, quite fancy. But also quite expensive. Luckily, chef Charles-Antoine Crête, once mentored by Toqué’s Normand Laprise, decided that a more accessible and younger version of the famous restaurant would fit perfectly well with the new Place des Festivals—in style, location, and ambience. And he wasn’t wrong. I always go for the beef tartare, and not once have I been disappointed. The menu changes according to the season, but there is a constancy in quality, regardless of the time of the year. This is definitely the best way to get a taste of Montreal‘s finest, sans the waiting list and the steep check.
  • 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.
  • 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.
  • 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.)