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  • 97450 Overseas Hwy, Key Largo, FL 33037, USA
    When it opened in 2016, Playa Largo, part of Marriott’s Autograph Collection, was Key Largo’s first new luxury hotel in 21 years, and its casual, sun-drenched luxury was a welcome addition to the mellow Upper Keys. The resort’s 177 rooms and suites offer a range of accommodations—most with great bay views. Upgrade to one of the ten bungalows for a private back porch surrounded by lush gardens and a second-level balcony. For ultimate privacy—and luxury—book the Beach House with three master bedrooms, wrap-around balconies, a private pool, event lawn, and private beach. The property’s four restaurants (the toes-in-the-sand Sand Bar is ideal for watching sunset), spa, fitness center, pool, and beach offer plenty of ways to relax, or partake in activities like snorkeling, diving, kayaking, paddleboarding, parasailing, fishing, sailing, or a glass-bottomed boat ride. Pro tip: Hobnob with the school of more than 100 tarpon that linger near the resort by hand-feeding them from the resort dock.
  • 6 Ratchamanka 9 Alley
    A stay at the adults-only Rachamankha feels like an extended visit to a supremely stylish friend’s home. Designed by interiors maven Rooj Changtrakul and renowned Thai architect Ongard Satrabhandu (who happens to be Changtrakul’s stepfather), the 24-room boutique hotel is inspired by 15th-century Lanna and features crisp white walls that offset Chinese antiques, vaulted wood ceilings, and colorful Thai silks. Serene courtyards give way to a library, an art gallery, and a poolside massage pavilion for low-key relaxation. Even the restaurant is primed to make you feel at home, serving regional comfort food like Burmese curry in an alfresco setting that reminds you why you booked here in the first place.
  • Maritime Lane
    When you think of the word pub, chances are you picture something like this place. Housed in the old Cooperage of the Royal Navy Dockyard, this causal bar-slash-restaurant is all about cozy atmosphere; there’s even a fireplace that was originally a forge used to produce iron hoops for barrels. The menu showcases comfort food—fish-and-chips, savory pies, and brisket with Yorkshire puddings—not to mention some local touches like the pepper jam served with red-onion rings. Enjoy a pint or two of ale, pilsner, or porter from the onsite Dockyard Brewing Company (the most established of the breweries on the island). The hoppy offerings change regularly.
  • Scrub Island, VG1120, British Virgin Islands
    Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.
  • 1 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY 11932
    Located in the heart of Bridgehampton, Topping Rose House occupies a grand old Greek Revival mansion, built back in 1842 for a local judge. The luxurious property features 22 guestrooms, including a number of cottages, with elegant décor like four-poster beds and glass doors that open onto verdant grounds. Also on site is a Jean-Georges Vongerichten restaurant, complete with a seasonal menu that incorporates ingredients from the property’s one-acre farm. Unusual for a small Hamptons hotel, Topping Rose offers a wide selection of amenities, including a lovely outdoor pool, a fitness center, yoga classes, and a spa with a range of massage and beauty treatments.
  • Giudecca, 10, 30133 Venezia VE, Italy
    Secreted away on Giudecca Island is the glamorous, lagoon-facing Belmond Hotel Cipriani, originally opened in 1958 by Giuseppe Cipriani, founder of the infamous Harry’s Bar and the creator of that ubiquitous brunch cocktail, the Bellini. The peach-hued 15th-century palazzo is styled with Murano glass chandeliers and Fortuny and Rubelli fabrics and has a Michelin-starred chef in house and several knockout restaurants all set on manicured grounds. The hotel is kept safe from the prying eyes of paparazzi behind a castlelike wall. No wonder it’s the luxury hideout of choice for celebrities (Mick Jagger is a fan) and the jet set.

    If guests do feel like venturing out, the hotel offers one-of-a-kind outings with expert local guides such as a nighttime photography stroll, a visit to area wineries and farms via boat, and a kayak paddle on the lagoon.
  • 75-5663 Palani Rd, Kailua-Kona, HI 96740, USA
    A little peckish for lunch, I dropped in at Splashers on a recommendation from a street artist on Alii Drive. Though I was on my own, I quickly felt embraced by the local aloha and friendly atmosphere of the restaurant. I people watched - a group of overdressed business people from the mainland meeting clients in Kailua-Kona sat to my left, a family of four sat several tables in front of me, and a few couples were seated along the railing of the open air grill for prime views of the shops below and the ocean beyond Alii Drive. Blue water cups reminded me of a diner while the open air atmosphere reminded me I was in the tropics. The food (I ordered fish tacos) was filling and flavorful, the bar was preparing for a busy afternoon and evening of cocktails and beers, and staff were fluttering about tending to their late lunch crowd. Sitting on top of the Kona Farm Direct cafe, you will definitely want to grab a coffee after lunch to keep you going the rest of the afternoon.
  • 4626 Hollywood Blvd, Los Angeles, CA 90027, USA
    The first true boutique hotel on L.A.’s east side, the Hotel Covell fits into its trendy Los Feliz neighborhood so well that it feels like it should have been there for years. Created by a veteran of the Los Angeles bar and restaurant scene, the nine-room hotel takes its inspiration from a fictional character’s life: George Covell, an imaginary writer, started out in Oklahoma in the 1930s and ’40s before dividing his time between New York and Paris, where his daughter Isabel grew up. Each distinctively (and painstakingly) decorated suite is based on a place George or Isabel lived, from a rustic-chic Oklahoma house to a 1970s Parisian apartment.
  • Adigonidon 13, Thessaloniki 546 30, Greece
    For many, Thessaloniki is a happy alternative to the chaos of Athens. Although it’s home to just under 400,000 people, it’s the second largest city in Greece. There’s a large student population here, and so you’ll find the city busy with cafes, pubs, clubs, and restaurants. Of noteworthy mention is the iconic White Tower, built in the Byzantine period and still standing guard over the waterfront. There are a number of other Byzantine monuments around as well, including the churches of Acheiropoietos and the Heptapyrgion castle. The Old Town is worth exploring as well, which has a classically Macedonian feel to it.
  • 4175 Boul St-Laurent, Montréal, QC H2W 1Y7, Canada
    Not to be mistaken for the popular izakaya of the same name (and same owners) down the street, on Boulevard Saint-Laurent and Avenue des Pins, this Big In Japan is on the corner of Boulevard Saint-Laurent and Rue Rachel. You may not notice the sign, or even the door – it adds to the sense of mystery of this high-class drinking establishment (look for the black door near the fast-food restaurant Patati-Patata). From the vaporous curtains to the long shiny U-bar, the atmosphere here is distinctly speakeasy, and the classic cocktails maintain that illusion. The champagne cocktail will never go unwanted, and the Tom Collins is fizzy and tart, as it should be. Or you could dip into the house specialties: sakes, prune wines and Japanese whiskeys, used bottles of which serve as the basis for this stylish spot’s contemporary lamp fixtures.
  • Lougheask Demesne, Lough Eske, Co. Donegal, Ireland
    While some castle hotels can feel a bit dusty—with all those heavy curtains and canopy beds—the Lough Eske Castle Hotel feels more airy and contemporary than you’d expect from a 150-year-old castle. Located near Donegal Town in the northern part of Ireland, it’s the only five-star hotel in Donegal County. And while the Elizabethan manor house was once at the center of a farm, today it’s fronted by a formal rose garden and surrounded by 43 acres of forest on the banks of Lough Eske, a 900-acre lake.

    The hotel has a glass greenhouse-style spa, an indoor pool with views of the grounds, and a restaurant, Cedars Grill, which serves fresh-from-the-sea oysters and filets of Irish beef. But best of all is the lovely, generous staff: Concierges in particular quickly arrive at a first-name basis with guests as they arrange outings and grant even somewhat-annoying requests. And since all guests do here is spa, stroll, and feast, the only real challenge is deciphering the staff’s thick Northern Irish accents.
  • Torstraße 1, 10119 Berlin, Germany
    Looming over one of central Berlin’s most vibrant intersections, this restored Bauhaus building with its distinctive 1920s curved facade was transformed in 2010 into the Berlin outpost of the glamorous Soho House hotel and private members brand. The building has heaps of history, having started as a Jewish-owned department store before being taken over by the Nazis and then occupied by the Communist regime for archival purposes.

    Today, it’s one of Mitte’s foremost havens of hip, offering quirkily decorated rooms that mix vintage with contemporary design tropes—think Marshall speakers and old-school record players, floral armchairs, and art deco bathtubs. The lofts are even more astonishing, both for their capacious size and their industrial-chic aesthetic—some come with grand pianos and foosball tables. The hotel also has a rooftop pool and adjacent bar with views of Alexanderplatz, a concept retail area, a private cinema and library room with a bar that hosts occasional events open to the public, an in-house restaurant, and a Cowshed spa that’s a popular destination in its own right.
  • 845 Front St a, Lahaina, HI 96761, USA
    This airy, oceanfront restaurant can get crowded, so expect a wait whenever you go. It’s worth it, however, for the stellar menu of Hawaiian seafood dishes, plus the tropical cocktails. Pair a ginger mojito or strawberry piña colada with pupus (appetizers) like macadamia-crusted calamari and soy-ginger ahi poke, topped with local Surfing Goat Dairy cheese. Then move on to entrées like citrus-herb grilled fish tacos or the coconut-crusted catch of the day. If you’re not one for seafood, there are also excellent burgers and a teriyaki sirloin on the menu.
  • Apoyo Lagoon, Nicaragua
    When I hear the word lagoon, I don´t envision it being a place I´m going to want to swim. Laguna de Apoyo, located between the cities of Masaya and Granada, completely changed my mind. This warm, fresh water lagoon (actually the size of a lake) with a stunning view of the Mombacho Volcano, is the perfect place to spend a hot day in Nicaragua. You can access the water either from the public beach or through a hotel like Posada Ecologica la Abuela. If you access it through a hotel you’ll either have to pay $6 or spend about $8 at the restaurant. It’s an easy trip from either Managua or Granada, and you can hang by the Apoyo during the day and make an afternoon trip to the Artisan Market in Masaya.
  • 8208 106 St
    For adventures in Old Strathcona, at the heart of Edmonton’s cultural, culinary, and nightlife scenes, book a night or three at the Euro-style Varscona Hotel on Whyte. Historic Old Strathcona is home to the iconic Stracona Railway Station (built in 1908), the Princess Theatre (the city’s oldest, built in 1915), and the Strathcona Hotel (built in 1891). The hotel has wonderfully appointed rooms, an excellent breakfast nook, a 24-hour business center, a fitness center, an “oak and leather” lobby with a chill vibe, and an attentive staff always at the ready with a recommendation for a cafe, coffee shop, or curio store. The hotel is within walking distance of Old Strathcona’s 100+ restaurants, cafes, bookshops, and music shops, and makes for a brilliant base for exploring Alberta‘s capital, especially when Edmonton is hosting one of its many festivals — one for nearly every day of the year, in fact, from the Edmonton International Fringe Festival (August 14-24) to Western Canada Fashion Week (September 18-25). [Flash traveled to Alberta courtesy of Travel Alberta.]