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Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.

This hotel is on our list of The Best Hotels in Canada.

Over the past seven years, 1 Hotels has proven that eco-conscious luxury can be successful in North American cities ranging from New York to West Hollywood. The 1 Hotel Toronto, in the center of town, is no exception. Architecture and design firm Rockwell Group partnered with the developer Athens Group for 1 Hotel’s first Canadian property, bringing in Toronto-based craftspeople to build custom dining and side tables out of local wood in the 112 biophilic guest rooms and public spaces, where native plants fill shelves. The hotel works with recycling partner Green Planet to convert leftover kitchen oil and grease into biofuel.

In the heart of Barbican, Kingston’s favorite “uptown” neighborhood, Uncorked started as a small wine and cheese shop but evolved into a sit-down wine bar with a menu that’s popular with the city’s professional crowd. Pick one of the tapas-style starters like the bacon-stuffed dates, or go all in and order one of the famous-for-good-reason gourmet burgers—including the Scotchie and Skellie, which is spiced Jamaican-style. The salads, seafood, and meat entrées don’t disappoint, either. All meals can be paired with the huge selection of imported wines, including vintages from Europe, Australia, and South Africa. It gets crowded at lunchtime, and tables are few, so come early to avoid a wait or stop in for evening cocktails and cheese and olive platters.

Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

The St. George, opened in 2007, was recently purchased and renovated by Indigo, an international luxury hotel chain. The new owners have taken care to preserve the unique elements of the original structure, including an exterior of roughly hewn travertine. These white limestone blocks were laid in the 16^th century by Bramante; Pope Julius II commissioned the architect to build the Palace of Justice on his newly laid Via Giulia. Bramante never completed the project, but part of the building has been adapted into the current structure. Inside, the surfaces are smooth-polished limestone punctuated with contemporary art. Throughout, the decor blends modern design with classic details, often in the form of art pieces inspired by the very Renaissance masters who once strolled the cobblestones outside, so many centuries ago.

After a day traversing the city, unwind Roman-style, in the St. George’s subterranean spa. Never mind that they call the spa facilities a Turkish bath; the hot and cold bathing ritual was perfected by the ancient Romans not far from the hotel itself. After indulging in spa treatments, head to the rooftop bar for drinks and views of the river to Trastevere.

Located down on the harbor and hidden inside the chic Reykjavik Hotel Marina, this vintage-cool bar is run by master mixologists who create dapper cocktails from fresh, local ingredients and house-made syrups. Behind the handsome wooden bar there are also several types of beer (including Icelandic brews) on tap, a bunch of wines, and a wide choice of liquor—including ten different types of rum. The food menu is pretty good too, with steaks, fish, lamb, and vegetarian options.

West Randolph Street in Chicago’s West Loop has become a new home to the city’s culinary talents. Stephanie Izard first drew crowds cooking dishes like roasted pig face at Girl & the Goat (the restaurant pictured above). She then opened Little Goat, a retro diner, across the street. Graham Elliot Bowles keeps it simple at his casual g.e.b, where each dish has no more than three ingredients. On a more elegant note, the prix-fixe menu at Grace, from chef Curtis Duffy, features dishes such as kampachi with coconut, lime, basil, golden trout roe, and pomelo presented in a cylinder of frozen ginger water.

Why we love it: A design-forward hotel in a former fortress with some of the most spacious suites on the island

The Highlights:
- All-suite accommodations with modern design
- A rooftop pool with sweeping Grand Harbour views
- An on-site restaurant from award-winning chef Chris Hammett

The Review:
Built in 1554 by the Order of Saint John to protect the fortified city of Senglea from invaders, this ancient fortress now serves as one of Malta’s finest hotels. Home to just 21 suites, the cavernous property offers some of the roomiest accommodations on the island, each outfitted with vaulted ceilings, Italian furniture and spacious bathrooms done up in marble and black tile. Some of the largest suites also boast lofted sleeping areas, deep-soaking bathtubs, kitchenettes, and terraces, but all feature attractive, minimalist décor that complements the building’s original stonework and explains why Cugó is a member of Design Hotels.

The hotel, which opened in 2018, also has a gorgeous rooftop pool, around which yoga and Pilates classes are frequently held. When hunger strikes, book a table at on-site Hammett’s Macina Restaurant, where you can pair Mediterranean-inspired cuisine by award-winning chef Chris Hammett with a bottle of wine from the hotel’s extensive cellar.

Tucked away beneath the Pike Place Market — halfway down the long staircase to the waterfront known as the Hill Climb — is the Zig Zag Cafe, a charming little cocktail bar with a distinctly speakeasy-esque atmosphere. The craft cocktail menu boasts obscure liqueurs and spirits you’ve never heard of, but their knowledgeable servers and bartenders are happy to explain and guide you to your ideal drink. During happy hour, cocktails are $4 off, and food discounts are offered. We loved the Pendennis, a sweet-tart drink with gin, apricot brandy, lime juice, and Peychaud’s bitters. The dinner menu is small but intriguing, with offerings such as braised rabbit and camel burgers.

You will want reservations to get into this place. The Mission Restaurant and Lounge serves modern Latin cuisine in a fantastic bar restaurant with a wonderful outdoor back patio (seen here). The chef is Matthew Carter, also known for the House and Zinc Bistro. For desserts, order the pumpkin bread pudding with scotch, pepitas, and pomegranate.

Entering the reservations-only Williams Selyem winery may feel like a walking into a wine barrel—and that’s by design. The architects incorporated wood from old redwood wine tanks for a more authentic feel. Wine lovers call the facility the “Palace of Pinot” because it’s where the label’s legendary pinot noir is blended. Williams Selyem is home to the first Wine Enthusiast 100-point pinot noir in North America; the winery also makes chardonnay, zinfandel, and a host of late-harvest wines as well. During a standard seated tasting, visitors sample at least five or six different wines from the cellar; there could be even more if hospitality associates have others open and are willing to share. Most tastings are preceded by a tour of the facility’s cellar, winemaking facilities, and tank rooms, showcasing the components of the architecture that make the place special. Technically, you have to join the winery’s list to schedule a visit, and in busy years it can take up to nine months to have the option to get on the calendar. But if you love the subtlety of bordeaux-style wines, the upscale experience is well worth the wait.

Opened in 1926 by Maude N. Bouldin as a women’s hostel, Hotel Figueroa served as a safe haven for female travelers for several decades. Nearly a century later, it remains one of the best-preserved buildings in Downtown Los Angeles and has become a member of The Leading Hotels of the World. The Mediterranean-style property recently underwent a two-year-long renovation, in which its original Spanish Colonial design was fully restored. Now, rooms feature leather headboards, curvy lines, and original artwork for a stylishly feminine look that suits the building’s history. Feather-top mattresses are fitted with Sferra linens, while spacious glass-enclosed showers boast subway tiles and brass fixtures. Some rooms and suites even have spacious sitting areas and balconies.

You don’t have to be a guest at El Fenn’s hotel to relish the eclectic surroundings of its gallery and boutique—all ruby red tadelakt around a gleaming silver bar, with a chest-high fireplace and a trompe l’oeil of strutting pink flamingos. As spaces go, it’s a work of art in and of itself. Put it on your list for lunch, dinner, or drinks so that you can also delight in the frequently changing exhibits of contemporary Moroccan and international artworks. Recent highlights featured a showcase of the best of Essaouira art naïf painters and the late, great photographer Leila Alaoui’s moving portraits entitled simply The Moroccans. Peruse the boutique for a carefully curated selection of made-in-Morocco housewares, fashion, and gift items by local designers and artisans before heading upstairs for a long, lazy lunch of market-fresh salads and grilled meat and fish served family style on the rooftop. If it’s too cold for dining alfresco, grab a perfectly crafted negroni from the bar and snag a spot by the fire for an intimate tête-à-tête.

From its new location on the Singel, Supperclub maintains the old traditions of one of Amsterdam’s most innovative nightclubs. In few other upscale restaurants can you take off your shoes, get in an oversize bed with friends, and savor an unconventional five-course meal over the course of an evening. But supperclub is not for everyone. Part culinary journey, burlesque/vaudeville club, cocktail bar and experimental free state, it’s a unique if somewhat pricey venue for a fun, quirky evening with friends or business colleagues. When not wintering in India, flamboyant Howie may greet you, ushering your posse to La Salon Neige, where you’ll scoop courses from hospital bowls, ash trays and sensual models dressed in slices of Carpaccio, brandishing salad dressing in syringes and deep-fried cricket tidbits—crunchy croutons! Opt for the upper level lounge and you can watch from above as dykes, belly dancers and aerial artists perform. Don’t worry about crumbs in bed; get into the act while the drag queens vamp and the dancers swirl. Between courses, enjoy a Lavender Love or Leap of Faith cocktail in the Chapter 21 bar. Or venture to the downstairs smoking room that doubles as a gay toilet. While puffing on a joint, don’t be surprised if spontaneous music erupts or locals engage you in conversation. There are supperclubs in Istanbul, London, Los Angeles and San Francisco, but this is the original. And there’s nothing conventional about it!

In the heart of old town Kapaa, the Olympic overlooks Main Street with laid-back Hawaiian style. Upstairs in an old building that’s been converted into a collection of ragtag shops, the cafe has a commanding presence. Park and wander along the street to make your way to the stairs leading up to the bar and cafe. No pretense upon arrival. The tables lining the open windows in front are choice for people watching and catching the breeze from the prevailing trades. Late afternoon sun streams in and heats things up but is a welcomed delight. There’s always something cold close by to help with the temperature regulation. The bar is a mix of locals and tourists. Happy hour is a draw from four to six with discounts on drinks and select appetizers. I’m a big fish fan when near the source and the fish tacos at the Olympic take the gold. Dressed with a mango salsa and sides of beans and rice, they use two kinds of fish to keep your tastebuds guessing. There is a good selection of island beers and all the fruity umbrella drinks you can imagine. It’s right on the Kapaa multi-use path, so you can cruise in on your beach bomber for a refreshing break. Staff are friendly and service is casually good. Worth a stop when trolling around Kauai for someplace to take a break from vacation.