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  • All I could say to myself at the Hotel Christopher was: “I don’t ever want to leave this place.” It was just before the Christmas invasion of celebs and sycophants to the tiny island of Saint Barthélemy or St. Barths. For a confirmed curmudgeon, even I was surprised by my response: I loved every moment at the Zen-like Christopher. Between the infinity pool overlooking the Atlantic and our oceanfront room, where we listened endlessly to the breaking waves and enjoyed daily views of the setting sun, nirvana was never far. Pool boys and girls, servers and greeters, all accessorized in Hermés orange, created an atmosphere of sophisticated yet relaxed luxury. One afternoon, with a glass of the hotel’s signature ice tea in hand, I overheard a fellow guest whisper into her phone, no doubt in response to, “What’s the hotel like?” “Dynamic and tranquil,” she responded. Indeed, since the hotel is located just 15 minutes by car from the island’s capital, Gustavia, we had no problem to-ing and fro-ing “downtown” -- whether to catch a bite, do some shopping, or just people (and yacht) watch. The picture-perfect beaches of Saline and Gouverneur are an even shorter drive from the hotel. But back to the Christopher -- which is what my husband and I said to each other every few hours. Frankly, if we hadn’t gotten married two years ago, we would have done it there. As it was, we were celebrating our anniversary; curmudgeon or not, I can’t imagine a more perfect spot.

    Thanks to renovations following Hurricane Irma, the Christopher now features several large villas as well as a newly designed restaurant.
  • 408 Rue Saint François Xavier
    Chef Chuck Hughes’ first flagship restaurant remains one of the best good-time spots in Old Montreal, featuring a blackboard menu full of seasonal dishes and insane cocktails. The Caesar is a must-try and comes with a salad’s worth of vegetables and a whole snow-crab leg sticking out of a monster mug. After feasting on lobster salad, short ribs with cauliflower mash, or pan-fried sea scallops with carrot butter, hang out in this dimly lit joint and watch the night turn into a party, with the drinks flowing and the music thumping louder and louder as the cooks and waiters from nearby restaurants file in after their shifts.
  • 111, Obrapía, La Habana, Cuba
    This museum was once the home and studio of famed Ecuadorian painter Oswaldo Guayasamín, who happened to be a supporter of the Cuban Revolution and painted Fidel Castro on several occasions. Exhibitions in the patio-like first floor feature international artists of diverse backgrounds, while the permanent exhibitions upstairs give you a view of the artist’s work and living quarters.
  • 6906 Boul St-Laurent, Montréal, QC H2S 3C7, Canada
    This enclave on upper Boulevard Saint-Laurent in Little Italy emanates style from the front window on, with a quirky and impeccable approach to layout. Its rich wooden tables and modernist shelves are rife with unique, collectible objects and everyday useful things. Some are wearable, like silk scarves, merino wool sweaters and designer galoshes, while others exist to embellish living spaces, like beautiful metal bowls and hand-painted birch branches that serve as sculptures. There are even edible things, like artisanal lemonade syrup and fancy teas. The focus is on locally made goods with a smattering of international purveyors too, who fit within the store’s general earthy-chic aesthetic.
  • 5253 Boul St-Laurent, Montréal, QC H2T 1S4, Canada
    You know that person who’s so nonchalantly well-dressed she makes everyone in the room look like they’re either dressed on potato sacks or tarted up, Vegas-style? She shops at Les Étoffes. “Measured” is the name of the game in this unisex clothes shop, with carefully selected pieces from all over the world and brands like Samuji, Apiece-Apart, Christophe Lemaire and Dieppa Restrepo. No matter the brand, the palette is understated and neutral, featuring grays, navies, browns and blacks, and the detailing is subtle; think texture contrasts, geometric cuts and tone-on-tone superposition. The store itself is a design beacon decorated with warm amber wood and tile.
  • 160 Rue Saint Viateur Est
    Did you know this is a Montreal-based brand? This menswear maker, specializing in shirts and suits hip professionals actually like to wear, has conquered indie circles all over the world with its web store, but over the past couple of years it has also opened flagship stores in Vancouver and Toronto. The Montreal store was the original, though, and you can soak up that cred in a stylish wood-and-iron shop on Mile End’s Rue Saint-Viateur. You’ll find Frank & Oak’s signature check shirts in both long- and short-sleeve, as well as suits and accessories like ties and a beautiful range of house-designed bags, whose combination of rugged canvas and thick leather has made them a favorite among women, too. Photo: Jocelyn Reynolds
  • 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.
  • 3526 Boulevard Saint-Laurent
    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.
  • México 307, 77710 Playa del Carmen, Q.R., Mexico
    Secluded and service-oriented are the adjectives that best describe Rosewood Mayakoba, a resort in Playa del Carmen that opened in 2008. At 1,600 acres, the resort is expansive, offering plenty of room for guests to feel that they have their own space. Rooms, too, are spacious and have either tile or wooden floors, comfortable beds and chairs, and a layout and design that draws guests to outside spaces such as patios and balconies. The sense of privacy is reinforced by special en suite features, including private plunge pools, garden showers, and sundecks. Service, which includes butler, concierge, and valet support, is first-class. Staff can facilitate or organize a wide range of experiences, both on the hotel property and in the surrounding area. These range from horseback riding on the beach and ocean kayaking to private dining and aerial tours of the Mayan site Chichén Itzá.
  • 175 Rue Sainte-Catherine O, Montréal, QC H2X 3X5, Canada
    When it isn’t occupied by the Grands Ballets Canadiens or Opéra de Montréal, this largest concert hall in Montreal’s Place des Arts cultural complex has been known to host big musical names, including Maria Callas, Bob Dylan, Radiohead, Luciano Pavarotti and Ella Fitzgerald. The sound system is the utmost in refinement, and, combined with the cushy seats and hushed atmosphere, it makes for a sophisticated listening experience indeed. Half the fun is the opportunity to wander through the impressive 1960s building, punctuated by salons and bars for that ubiquitous intermission gin & tonic. Go ahead of time and reserve a table at one of the famous glassed-in restaurants on the Quartier des Spectacles, Brasserie T! or F Bar.
  • This sleek, LEED-certified beech-wood concert hall at Place des Arts is the performance space that Montreal’s award-winning symphony orchestra has deserved for years. Designed expressly for impeccable unamplified acoustics, the shoebox space can transform depending in the needs of the performance, accommodating up to 120 musicians and 200 voices onstage at once. Its flawless sound quality was achieved by building the structure like a box inside a box, protecting the inner sanctum of the hall from all and any exterior noise pollution. Sitting in one of the many balconies, you’ll forget anyone else exists, despite the 2,100-seat capacity – the concentration this space inspires is remarkable.
  • 179 Rue Jean-Talon Ouest, Montreal, QC H2R 2Y9, Canada
    On Jean-Talon near Parc Avenue in the rapidly gentrifying neighborhood between Mile End and Park Ex known as Mile Ex, Bar Le Ritz PDB is a large open space with a few tables by the big front windows (always open in summer afternoons so that the fun spills out into the street) and a warm, relaxed atmosphere. It’s better known as a show-bar than a hangout bar, though that is slowly changing with expanded opening hours and a wider range of drink options. Like most Montreal music clubs, anyone can reserve a spot to play here; but the average night tends to lean towards indie rock, post-punk, alternative pop sounds.
  • 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.
  • 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
  • 306 Pearl Pkwy #101, San Antonio, TX 78215, USA
    Inspired by his time in New Orleans, Chef Steve McHugh brought to San Antonio a vision of a modern, welcoming spot with a killer charcuterie program, and that vision became his buzzy restaurant, Cured. Opened in late 2013 and having survived an on-premise fire, the restaurant has drawn discerning carnivores in for plates like monster 2-pound pork shanks, pork cheek poutine and cabrito sliders, all served in a elegantly utilitarian yet warm space. Not to be missed is the fine in-house charcuterie program -- or the see-through curing room front and center as you walk into the dining room. The wonderfully curated beverage menu features craft beers and wonderfully inventive cocktails. Cured is a must-visit culinary experience on any jaunt to the Alamo City.