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  • Laugavegur 66-68, 101 Reykjavík, Iceland
    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.
  • 1075 Thomas Jefferson St NW, Washington, DC 20007, USA
    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.
  • Imerovigli, Thira 847 00, Greece
    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.
  • 328b Guy Banks Road Little Cayman KY KY3-2501, Guy Banks Rd, Blossom Village, Cayman Islands
    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.
  • 509 9th Ave., San Diego
    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.
  • Alice Eldemire Drive, Montego Bay, Jamaica
    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.
  • 623 Frenchmen St, New Orleans, LA 70117, USA
    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.
  • Capitol Driveway Northwest
    The U.S. Capitol Building is the epicenter of all D.C. political action—this is where the country’s most important battles are fought. Home to the House of Representatives and the Senate’s meeting chambers for more than two centuries, it’s also an art gallery in its own right, with priceless paintings and murals adorning the walls and ceilings. Take the free guided tour and marvel at the parade of political heroes and villains who have roamed its halls during pivotal moments in U.S. history. The Capitol is located within easy walking distance of the Library of Congress, the Supreme Court, and the U.S. Botanic Garden.
  • Dorsoduro, 701-704, 30123 Venezia VE, Italy
    There’s plenty of art in Venice, from the churches to the Scuoli to the Accademia. But when you just can’t look at another Caravaggio, and even Titian hair doesn’t move you any more, refresh yourself with a visit to Peggy’s house. The renowned American heiress lived here for 30 years and houses a beautiful selection of her famous modern art collection. It’s a real jewel, small enough to feel manageable, significant enough to cover almost all of the modern art movements and include important pieces from Jackson Pollock and Mondrian to Picasso, Dalí and Kandinsky. The petite sculpture garden (above) has the kind of works that will make you smile, and there are also temporary exhibitions. I was there during a special Futurism collection and a young intern, seeing me with my 13-year-old friend Niambh, offered us a special one-on-one guide to the paintings. A joy.
  • 939 West 5th Avenue
    In 1964, a 9.2-magnitude earthquake—the second most powerful ever recorded—ripped through the south coast of Alaska, devastating much of downtown Anchorage. After surveying the damage, real-estate developer Walter J. Hickel, who would later go on to serve two terms as the state’s governor, vowed to build Alaska’s biggest and best hotel. The result, a massive 546-room complex spread out over three towers, is still the city’s most luxurious, known for its attentive concierge, excellent athletic club, and wealth of dining options. The elegant Crow’s Nest restaurant offers dishes that incorporate French technique with regional ingredients, like king crab–studded bouillabaisse, along with a 10,000-bottle wine collection; on a clear day, 360-degree views include the iconic peaks of Denali. One more reason to visit: The property was inducted as a member of the Historic Hotels of America in 2016.
  • 1017 Woodland St, Nashville, TN 37206
    A pioneer of the East Nashville restaurant scene, Margot McCormack created this stylish spot in a repurposed service station in the heart of East Nashville’s Five Points long before the area was considered a destination for fine dining. The Nashville native, who moved away for the Culinary Institute of America and a stint at restaurants in New York City, serves from her collection of mismatched china in a cozy space with copper pots hanging from exposed brick walls. After more than a decade, the restaurant remains a favorite for dinner and Sunday brunch. The menu changes daily, but entrées might include pan-roasted scallops with parsnip purée, baby carrots, and preserved lemon, or house-made fettuccine with butternut squash, walnuts, and goat cheese.
  • 1151 Oxford Rd, San Marino, CA 91108, USA
    The Huntington is a beautiful, cultural destination. The library exhibits are wonderful, and include famous titles like Audubon’s Birds of America. The art collection features well-known paintings, architectural pieces, and a sculpture garden. The Botanical Gardens boast extensive aloe and cacti collections, an assortment of fruit trees, a lovely rose garden, a bonsai collection, and cultural beauties such as the Japanese Garden and Chinese Garden. The Huntington also has a conservatory and a sweet children’s garden with ivy-covered pathways, miniature furniture, and fountains galore for playful kids. If you’re hungry, the High Tea by the rose garden is everything high tea should be; there is also a cafe, coffee shop, and a food pavilion on the property, as well as a gift shop. Don’t miss out on beautiful, historical, and cultural experiences at The Huntington!
  • Piazza Unità d'Italia, 34121 Trieste TS, Italy
    In the center of Trieste, the capital of Italy’s Friuli–Venezia Giulia region, the vast Piazza dell’Unità d’Italia looks out over the deep, blue waters of the Gulf of Trieste. This elegant seafront square is bordered on three sides by ornate Viennese-style government buildings and flanked by the winding streets of ancient Roman “Tergeste” and the grid-like Borgo Teresiano neighborhood. Facing the sea is the Municipio (city hall) building, with its clock tower and two bronze moors. On either side of the square are the stately Lloyd Triestino building and the Palazzo del Governo, whose golden, mosaicked façade sparkles in the sunshine. In front of the Municipio, the angel-topped Fontana dei Quattro Continenti pays tribute to the four continents that were recognized in the 18th century: Europe, Asia, Africa, and America. At the water’s edge sit the intriguing bronze statues of two young women known as Le Sartine, or “the seamstresses.”
  • 84160 Cadenet, France
    At this 11-acre organic farm outside Aix-en-Provence, American Lisa Pepin and her French husband, Johann, lead truffle-hunting tours in English during both the summer (May to September) and winter (mid-November to mid-March) truffle seasons. Guests search for “black gold” while learning about how truffles are harvested and truffle dogs are trained, then enjoy a sampling of fresh truffle hors d’oeuvres, Champagne, and Les Pastras’ olive and truffle oils. During the hunt, the Pepins regale their visitors with stories of success and sabotage, while teaching them the difference between a Provençale truffle and its inferior Chinese counterparts, and how to properly clean, store, and cook with truffles. Johann’s enchanting tales and Lisa’s joie de vivre will have you coming back for more, only next time to stomp grapes, harvest olives, or simply shop the farm’s delicious products.
  • Ruta Provincial 15 km 23, M5509 Perdriel - Lujan de Cuyo, Mendoza, Argentina
    Possibly one of the most recognized malbec wine labels by the American market, Bodega Norton is one of Mendoza’s most prolific wineries. Founded in 1895 by the Englishmen Edmund James Palmer Norton, the winery has grown significantly under its Austrian management since 1989. Each year, Bodega Norton continues to garner serious accolades for its wines and talented winemakers. During the harvest season, Bodega Norton offers a variety of experiences for wine lovers to get their hands dirty in the vineyard. You can harvest the grapes, picking them off the vine and tasting the flavors of the different grape clusters. You can also choose to be a winemaker for the day, creating your own “blend” of wine, combining varietals and discovering their aromas, textures and complexity. Both experiences require 24-hour advance reservation. Ruta 15, km 23.5, Perdriel, Luján de Cuyo, Mendoza; +54 261 490 9700