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What do amenities mean in the age of the millennial traveler? At the stylish yet understated Alda Hotel, guests receive a complimentary Android phone that’s preloaded with apps to help you explore the city, from the hottest new restaurants to the best shops for Icelandic wool. If your beard needs a trim, a barbershop is connected to the hotel by way of the Barber Bar, so clients can settle into the chair, craft cocktail in-hand. Rooms are sleek and spare, in Nordic hues of gray and white with an occasional splash of color; all bathrooms have contemporary walk-in showers, while upgraded rooms also feature large soaking tubs. Rooms on the third floor enjoy views to the mountains and North Atlantic, while those on the fourth floor have access to a rooftop terrace with city, mountains, and ocean vistas. The Alda is just a few minutes’ walk to downtown (including the pickup spot for most tours) and to the seafront; at the end of the day, the outdoor hot tub is a perfect way to relax and inhale the clean Icelandic air.

A city crammed with ambitious young staffers willing to work long hours in hopes of shaping the country, Washington is a place that works hard and plays hard. One of the newest additions to its burgeoning boutique hotel scene, the Graham—its name a tribute to inventor Alexander Graham Bell—honors that tradition in retro-inflected style. The rooftop bar is a glam scene where the beautiful and powerful come out to play against the backdrop of the Washington Monument and Jefferson Memorial. The sultry downstairs restaurant–cocktail bar plays on the neighborhood’s historic aesthetic and the Mid-Atlantic region’s cuisine to attract discerning locals and visiting lobbyists. Rooms—mostly suites, of course—are pleasantly trendier than the District is used to, but bold pops of color and midcentury-inspired lines are balanced out by patterned wallpaper and elegant marble bathrooms that add a familiar dose of homey Southern style. Throw in a just-off-M-Street location, and the Graham just might be the quintessential Georgetown hotel.

Some of the world’s most jaw-dropping images of hotel infinity pools have been taken on Santorini, aka the honeymoon island. What makes The Grace stand out? With only eight rooms, 12 suites, and one villa, guests receive the staff’s undivided attention. Even before your arrival, you may be asked whether you’d like to organize a romantic surprise for your partner, or if you’d like your bathrobe to be personalized with your initials. Of course, the hotel’s pool, perched like a bird’s nest over the caldera and the blue hues of the Aegean, makes a pretty strong argument. Guests spend much of their time lounging around its perimeter and dining outdoors on a variety of dramatic terraces. Naturally, all the clean-lined rooms have equally stunning views of the sea and, after a 2016 revamp, are all white with brushed-concrete floors and handmade walnut desks, putting the emphasis on the azure setting. Drop your bags, then grab a cocktail at the Champagne Lounge to take in that sunset everyone keeps raving about.

This atmospheric all-inclusive resort opened in 1986 on the white sands of Little Cayman’s Preston Bay and consists of eleven rooms in wood and stone cottages, some of which are oceanfront. Guests, mainly advanced divers and repeat visitors, come for healthy corals, diverse marine life, and the hospitality. Since 2015, owner and manager Susan Howard has carried forward the legacy of her mother and the original owner of Pirates Point Resort, Gladys Howard, by fostering an “Island Home Away From Home” vibe. In addition to complimentary bicycle rentals and island-wide conservation efforts, Howard opens up her home on Friday nights for a champagne and sushi cocktail reception.

The resort operates on a safari schedule with wake up and breakfast bells, daily and untimed dives at numerous sites, and hearty lunches upon return to the lodge around 3pm. The hotel sea front view is lovely, with hammocks strung on the white sand beach and easy, protected swimming and snorkeling within the barrier reef.

Located in the Gaslamp Quarter, the recently constructed Hotel Indigo San Diego toes the line between hip and historic. The eco-chic boutique property prides itself on achieving LEED certification and boasts such unique features as a 4,000-square-foot green roof and a business center with Macs and iPads. History plays out in the hotel’s neighborhood story: an ode to the Wild West and the founding of San Diego.

Boldly designed rooms are outfitted with modern cherry blossom linens, vibrant murals, and oversized cushioned headboards. Clean up with Aveda bath products in your spa-inspired shower, and wake up to your own music thanks to an in-room iHome docking station. High-definition flat screens with premium cable and free Wi-Fi throughout the hotel mean you can stay as connected as you wish. At sunset go up to Level 9 Rooftop Bar for stunning city views and craft cocktails. Daily happy hour from 3:30 to 6:30 p.m. sweetens the deal.

More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.

This Frenchmen Street landmark offers up a steady parade of remarkable local musicians from late afternoon until early morning, with an emphasis on foot-tapping traditional and swing jazz. Musicians play on a low stage against the front window; the curious wanderers outside press their noses up against the glass, providing yet another level of entertainment. Nobody comes here for elaborate cocktails—it’s more or less a beer-and-a-shot joint—but people do come here for music, and they come in droves. Plan to arrive early enough to nab a seat at the bar or along the wall, and you’ll have a good perch when things get going.

As the first boutique hotel in Koreatown, the Line might have been able to get away with cutting a few corners while still attracting a cool clientele. It probably didn’t need to get the hottest young Korean-American chef in L.A. on board (to run one of the most comprehensive and exciting restaurant and bar networks yet seen, by the way), nor did the Sydell Group—the arbiters of cool behind the Nomad Hotel in New York—have to put their stamp on it. The hotel would have been nice enough had the concrete midcentury building not been entirely reimagined by designer Sean Knibb, known for designing half the cool spots in L.A. and more than a few celebrities’ homes. There didn’t need to be a desert greenhouse–inspired pool deck that’s become a hangout for beautiful people at all hours, nor did the famously trendy Houston Brothers (of no Vacancy and Harvard & Stone) have to throw in a midcentury-inspired cocktail bar. Nor did the typical hotel gift shop have to be reimagined as a design and lifestyle store curated by Poketo. The rooms and suites would have been just fine had they not been turned into artsy, industrial-style lofts, outfitted with original commissioned artwork, a minibar of Korean and Western snacks, and Baxter of California toiletries. Of course, all of this did happen, and now Koreatown is home to one of the hottest hotels in L.A.

A short walk from Daikanyama Station is one of the metropolis’s iconic bookstores, Tsutaya at T-Site. Designed by Klein Dytham Architecture, the Tsutaya bookstore is celebrated not only for the beauty of its three buildings but also for the extensive selection of books, magazines, CDs, and DVDs. Tsutaya opens at 7 a.m., perfect for travelers who land before hotel check-in. You can have a coffee or a cocktail in the Anjin Lounge while perusing books. The concierges are specialists in a variety of topics to help guide consumers through the books, music, and movies.

Launched in 1929 with a glamorous opening party attended by royalty, this grande dame has long been the most elegant hotel in the Cambodian capital, hosting everyone from Charlie Chaplin to foreign journalists covering the civil war. Part of the Raffles group since 1997, the meticulously restored building—a mix of Art Deco, French Colonial, and Khmer styles—is replete with artisan-crafted decorative touches. Outside, tropical gardens, courtyards, and striking sculptures surround two swimming pools. Hand-woven carpets, polished wood floors, claw-foot tubs, and silk accents—from the throws to the robes—set the scene in the 175 rooms, suites, and apartments.

Khmer culture comes alive at fine-dining restaurant Le Royal (serving Royal Khmer cuisine) and the Apsara dinner-dance show (offered weekly from November–March in the gardens), while international dishes are on the menu at the indoor-outdoor Café Monivong and poolside terrace. The retro-chic Elephant Bar—a city institution, like its counterpart at the Raffles in Siem Reap—is a favorite for afternoon tea and evening cocktails; don’t miss the “Femme Fatale,” created in honor of Jackie O’s visit in 1967. Signature massages using local herbs and traditional healing techniques can be enjoyed at the boutique spa.

This local institution and late opener is a popular haunt of Siem Reap‘s expats and locals, from archaeologists to artists, poets to tour guides. Laundry Bar’s friendly staff, decent pool tables, and cheap drinks are all big appeals, but it’s the excellent music that continues to draw most local residents to this dimly-lit, bohemian haunt a block from Pub Street. Whether it’s a live band, such as the superb Cambodian Space Project, above, who channel the sounds of Khmer rock ‘n’ roll from the Sixties and Seventies, a visiting Euro-DJ, or the eclectic soundtrack that shifts from jazz and blues to eighties French pop, the music is always interesting and engaging and gets punters tapping their feet or at the very least talking. While the staff will be booting drinkers out in the wee hours of the morning during high season, the bar can often close early (before midnight) during low season, so if you don’t want to miss getting a taste of Laundry, get here by 10pm. A warning: the drinks are cheap but they’re pretty awful. If you want good cocktails, go to Miss Wong. Laundry is all about the cool sounds and casual vibe. Check the bar’s Facebook page to see what bands or DJs are on while you’re in town and plan around it.

The Armani Hotel Milano occupies a beautiful, box-shaped 1930s palazzo in the beating heart of Milan’s fashion district. As striking as it looks from the outside, it’s arguably even more glamorous on the inside. Every aspect of its interior, from the mother-of-pearl doors to the leather-lined walls, has been either designed or approved by Giorgio Armani himself. The overall aesthetic is smart and elegant, thanks to the neutral color scheme of beiges and light grays. Special touches abound, including Armani amenities in the gray marble bathrooms, complimentary minibars, and a “lifestyle manager” appointed to each guest upon arrival.

The hotel’s 95 rooms come in various sizes and types, ranging from Armani Deluxe rooms, with their own deep bathtubs, to two-story Armani Signature Suites, which offer stylish central staircases and their own living rooms. The seventh floor of the building houses the impressive Armani/Ristorante, with floor-to-ceiling windows that look out onto Milan’s skyline. An Armani/Bamboo Bar and Armani/SPA provide further opportunities for exquisite in-house indulgence.

Astoria’s Cannery Row has enjoyed a resurgence as a tourist destination for Oregon Coast visitors. As the former state capital clings to the Columbia River with the determination of a stubborn child, dwindling fishery and logging economies give way to opportunities. Bridgewater Bistro pairs perfectly with the new vision for the city’s future. With wonderful water views in a historically inspired space, the Bridgewater is an open and welcoming environment with two levels of seating. Summer sends patrons out on the expansive deck shadowed by the Astoria-Megler Bridge. The menu is focused and locally sourced. Our party started with the Bloody Mary oyster shooters and moved through the salad selection, pausing to peruse the extensive wine list. Local craft beers and specialty cocktails provide plenty of drink options. The main course was split between the fresh salmon and the steak offering, and both were prepared with inspired seasoning. Staff are friendly and professional with a genuine commitment to the work they do. The views have a tendency to distract from the food at hand, but those dishes find a way to hold their own in the competition for a diner’s attention. Combine value, quality, and service in Oregon’s NW corner for a memorable dining experience at the Bridgewater.

Located on the Samaná Peninsula, 300 feet above Playa Cosón and the Atlantic Ocean, this 18th-century, plantation-style home impresses with Victorian trim and wraparound terraces perfect for sipping cocktails in the shade. Inside, antiques from Asia, Europe, and Turkey; rugs from Istanbul; and details like Brazilian hardwood floors and French doors add further charm. The six guestrooms, all housed on the second floor, feature four-poster beds, mahogany soaking tubs, and private terraces—rooms 5 and 6 have the best ocean views.

Breakfast and dinner are served on vintage china in the main house, while lunch takes place a seven-minute shuttle ride away at the Beach Club. This is where you’ll also find the inn’s pristine beach, a nearly 90-foot stretch of sand that’s mostly empty, great for swimming, and considered one of the country’s best places for kiteboarding. When you’re not lounging here, visit the town of Las Terrenas (just 10 minutes away) or try to spot the humpback whales that migrate from as far off as Greenland and Iceland to mate and calve in the warm waters surrounding the Samaná Peninsula (every January through March).

This rooftop bar has a refreshingly inclusive, come-as-you-are vibe. There’s no list at the door, no doorman sizing you up for anything beyond ensuring you’re of legal drinking age. For the prized sunset hour, arrive early—especially during summer—and grab a vintage table or booth by the pool with colorful mismatching chairs and tablecloths. Later in the evening, a bar stool is the place to be, watching the action and joining in when singalong-ready funk and disco tunes start playing. The overgrown garden that tops the circa 1924 Commercial Exchange building makes for a magical setting, softening the cityscape beyond. Atmosphere aside, the cocktails are what bring people here; masterminds Gabs Orta and Elad Zvi—who first started Broken Shaker as a pop-up in Miami—are known worldwide for their creative approach. It’s tempting to order drinks based on their clever names alone—not the worst idea—but be sure to try the Electro Lit, tequila with curry turmeric cordial, coconut water, fresh lime juice, and angostura bitters.