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  • 2169 Kalia Rd, Honolulu, HI 96815, USA
    Both of Waikiki’s Outrigger hotels are a good value, but this one is a little bigger and a little quieter. It’s right on the beach, just north of the main resort cluster, and though a short walk to the middle of the action, far enough to feel out of the fray. The hotel itself is a quintessential Hawaiian family resort—big and friendly, with an unmistakable good-time vibe, old-school Polynesian decor throughout, and any number of activities on offer. The pool is set back from the beach and nothing fancy (no waterslides, no swim-up bar, and up against a giant wall), but it’s large enough for a serious game of Marco Polo, and there are plenty of lounge chairs to go around. Perhaps the best reason to stay here is the beach—a fairly narrow but sparkling white strand with more elbow room than its sister beaches; the rocky bottom may have something to do with that, but it’s a good place to learn to surf and a great place to catnap in the sun. One warning: the hotel lobby may feel overly commercial to some, what with a row of gift shops and a hard-to-miss timeshare desk, but it’s easy enough to ignore, if you wish.
  • Zhong Shan Dong Yi Lu, Wai Tan, Huangpu Qu, Shanghai Shi, China
    The first new building to be constructed on the Bund in 60 years, the terraced, granite Peninsula opened in October 2009. Celebrating the city’s Roaring Twenties, the standalone hotel creates a grand sense of arrival with a sweeping driveway. Art Deco design elements occur throughout the property, and traditional decor employs lacquer, marble, granite, wood, and original art. Rooms and suites come with spacious dressing rooms with a full-length valet box for discreet delivery of laundry and packages; they also feature Peninsula’s industry-leading, intuitive in-room technology, with room functions controlled at the touch of a button, and VOIP telephones that allow guests to make free local and international calls. For arrival and departure in style, book the hotel’s Rolls-Royce Phantoms or 1934 Rolls-Royce Phantom II. The property also has China’s first hotel private yacht, a British-built Princess 54 model.
  • Filellinon 16, Athina 105 57, Greece
    Owned by the world-renowned art collector Dakis Joannou and smartly decorated by quirky Brazilian designers the Campana brothers, the New Hotel is the city’s coolest upscale design-centric property, with 79 rooms (including seven suites) and an intimate restaurant. Although centrally located, just a five-minute walk to Syntagma Square, it’s tucked back in a modernist building on a side street so it feels hidden and discreet. The interiors are both playful and smart; the Campanas created much of it with items recycled from the previous hotel. Imagine puzzlelike walls and chairs constructed of layered, repurposed wood intermingled with sculptural chairs of their own design. In the rooms, they had fun riffing on Greek cultural objects, like the Karagiozis, a shadow puppet, and multiple versions of the glass “evil eyes” used to protect against ill omen. Bottom line: stylish contemporary design, excellent location, and friendly service.
  • No visit to Antigua is complete without taking in the sunset atop Shirley Heights Lookout at its weekly Sunday sundowner party. The view from Shirley Heights is without a doubt the most famous, most photographed, most celebrated vista gracing Antigua. Immediately below, English and Falmouth Harbours clutch their bays. On clear days you can see Guadeloupe to the south and Montserrat with it’s still active volcano to the south west. It does get busy, so expect a crowd and while there might be a couple locals sprinkled in here and there, it’s mostly visitors. Around 7ish, the tunes crank up with either some reggae classics, some pumping soca, or even live a steelpan band. Smoke from a collection of barbecues compete with the music to fill the air and stimulate your senses. Expect chicken and ribs slathered in local flavors, plus burgers for the less adventurous. I did have some trouble getting grilled fish on my last visit, but once I found some, it was charred to perfection.
  • 3, 2 Khao Rd, Khwaeng Wachira Phayaban, Khet Dusit, Krung Thep Maha Nakhon 10300, Thailand
    There is nowhere else in Bangkok quite like the Siam Hotel. For starters, it’s owned and run by a Thai rock star, Kamala Sukusol, and her son Krissada. The boutique property includes mid-century timber buildings built by the legendary silk baron Jim Thompson, as well as open and modern structures, with a focus on harmony and comfort, designed by one of Asia’s best-known architects, Bill Bensley. But beyond the glamorous background, it’s the design of the Siam that makes it stand out the most. There’s a 1920s jazz theme mixed in with some Asian colonial flair; the result—with lots of open spaces, natural light, antiques, potted plants, and a black-and-white palette—is simply beguiling. The views of the river here lack temples or interesting landmarks, but it’s a lazy spot to watch boats go by, which adds to the relaxing atmosphere. Service is personalized and extremely professional, as you’d expect from a property of this caliber. In all, this is the closest thing one can find to a resort in Bangkok, and it is one of the most stylish accommodation choices to boot.
  • San Vicente 375, Santiago, Región Metropolitana, Chile
    Chile has some of the tastiest pork anywhere, and this spot is a great place to order it: in stews, as a rack of ribs, or baked with puré picante (hot sauce–seasoned mashed potatoes). From its humble beginning in 1912 (the name El Hoyo means “The Hole”), the eatery has become one of the best places in the city for traditional Chilean cuisine, attracting everyone from presidents to famous out-of-town foodies. The aptly named Terremoto cocktail, made of pipeño wine and pineapple ice cream, was invented here (terremoto translates as “earthquake” in Spanish). The wine barrels that serve as tables in the front room are delightfully kitsch; a rear dining room has a more sober vibe.
  • Bermuda’s most famous beach sits on the island’s south coast, in the parish of Southampton. In the summer, Horseshoe Bay is the number one destination for many visitors to Bermuda, drawn by the crescent of pink sand and clear blue water. In the winter, however, visiting the bay has a different appeal. Mike heads there most mornings to start his day with a walk along the sea accompanied by his dog, Harley. “While in the summer this is one of the island’s most popular beaches,” Mike says. “In winter, it’s all mine. There are a few joggers and maybe some paddle boarders but it’s a very quiet place. It’s like having your own private beach though one that’s massive and gorgeous.” Photo by Robyn Fleming, https://flic.kr/p/5WqJXz
  • 315 N Montgomery St, Ojai, CA 93023, USA
    This playful picnic and wine shop is quintessentially Ojai. Set in an old Spanish house, Tipple & Ramble sells indoor/outdoor decor, vintage and new barware, retro games, coolers, and small-batch specialty food items. Stock up on artisanal s’mores kits for your next campout; cocktail mixers and trays for entertaining; or cheese knives and handmade cutting boards for a stylish picnic. Then step onto the patio, which feels like entering a neighbor’s bohemian backyard, a lush landscape of palms, cacti, and hammocks. On Thursdays through Sundays from noon to 7 p.m., the patio becomes a wine bar. Try a cheese and charcuterie board or hummus and seasonal vegetables, paired with wine, beer, or Mexican Coke from the bar, which is built into a vintage trailer. Pro tip: The patio faces east, the essential direction to enjoy Ojai’s Pink Moment—the famous sunset that turns everything a glowing pink. Plan to arrive early enough to get a glass of rosé and snag the table in the front of the yard for the best end-of-day view.
  • 1207 Duval Street
    Located in the heart of Old Town Key West, Gingerbread Square Gallery is the island’s oldest art gallery and a cornerstone of its creative community. Housed in a beautifully restored Victorian building with signature gingerbread trim, the gallery has been showcasing fine art since 1974. Inside, you’ll find an eclectic collection of paintings, limited-edition prints, hand-blown glass, ceramics, and sculptures by a mix of nationally acclaimed and local artists. From vivid tropical landscapes to imaginative contemporary works, the curated exhibits reflect the island’s vibrant spirit and artistic diversity. The gallery also regularly hosts artist receptions and seasonal showings, making it a dynamic space for both collectors and casual browsers alike. Whether you’re a serious art enthusiast or simply exploring Duval Street, Gingerbread Square offers a glimpse into the creative soul of Key West.
  • 1 Ahwahnee Drive, Yosemite Valley, CA 95389, USA
    The ambience alone is worth a splurge at the dining room of the Majestic Yosemite Hotel, the stopover of presidents, queens, celebrities, and moguls since it opened in 1927 (and, allegedly, one of Stanley Kubrick’s inspirations for the hotel in The Shining). The formal dining room—there’s a dress code at dinnertime—serves such Continental classics as French onion soup, duck leg confit, and rack of lamb Provençale under 34-foot, chandelier-studded ceilings. The Sunday brunch buffet is especially popular, as are the annual Renaissance-themed Christmas dinners in December. For a more casual option, the bar serves sandwiches, salads, and soups and, maybe best of all, offers outdoor tables so you can eat and enjoy a craft cocktail or glass of wine surrounded by glorious views. Note: This restaurant is open year-round.
  • 1250 Prospect Street
    Given its prime La Jolla location—with a Pacific panorama to match—this stylish, modern bar could get away with serving almost anything. But lucky for spirits enthusiasts, George’s Level2 (one of three venues that make up George’s at the Cove) literally wrote the book on San Diego’s craft cocktail scene: Stephen Kurpinsky, head barman and director of spirits and beer, collaborated with his staff to produce Neighborhoods of San Diego, a beautifully bound compendium of drinks, each representative of—and photographed in—a distinct corner of the city. As you flip through the book, which doubles as the bar’s menu, you’ll get the local lowdown—learning, for example, that around 25,000 pedestrians enter the United States via the San Ysidro border crossing daily. But mostly, you’ll learn that choosing a drink here is nearly impossible. The most popular option is the La Jolla: tequila infused with mango, lime zest, and chili blended with fresh lime juice, agave syrup, and a saline-and-suspended-seaweed ice cube. If you’re looking for something with fizz, the Little Italy—with prosecco and balsamic strawberry shrub, among other treats—is the way to go.
  • 201 Jirón Ucayali
    Pisco, a distilled grape brandy, is the Peruvian national liquor. Arguably the most popular way to drink pisco is mixed into a Pisco Sour, the famous national cocktail. The most classic version of this drink combines pisco with key lime juice, syrup, ice, egg white, and angostura bitters. You will find Pisco Sours nearly anywhere you go in Peru, and you may well encounter the cocktail in bars around the world. However, it all began in Lima. The Pisco Sour was first created in the 1920s at the Hotel Maury Bar in Downtown Lima, which is still an symbolic place to enjoy the beverage.
  • 49499 Eisenhower Dr, La Quinta, CA 92253, USA
    The longest-operating resort in the area, La Quinta is such a landmark that the town was named after it (rather than the other way around). The hotel has aged gracefully: In 2016, it celebrated its 90th anniversary. Recent renovations melded Waldorf Astoria amenities with original Saltillo tile floors, vintage relics, and photography from its Old Hollywood heyday. The Spanish-style whitewashed property is sprawling, with 620 guest rooms, 98 villas, and 41 temperature-controlled pools across its 45 acres. That size allows guests to choose their own adventure: Book a Deluxe Casita close to the smaller, kid-friendly pools. Traveling without children? Stay in a Starlight Casita, which has both an indoor and outdoor fireplace, and retreat to the adults-only plunge pool for chilled drinks and music. Unlimited fitness classes—including yoga, meditation, and suspension training—plus five award-winning golf courses and 23 tennis courts help balance the indulgence that can easily occur at the seven eateries. Pro tip: To combat the effects of any sun damage, try the Citrus Escape at the holistic spa. Finish the day at Morgan’s in the Desert, open exclusively for dinner, and pair the sunset view with an herbaceous gin and elderflower liqueur cocktail known as the Basil Me Down.
  • Lafinur 3368, C1425 CABA, Argentina
    Many Buenos Aires visitors don’t realize the city is home to one of the world’s largest Jewish communities; most of the families arrived from Russia and Poland at the turn of the twentieth century. Proudly touting its immigrant cuisine, Mishiguene pays homage to the legacy with a modern take on traditional Jewish comfort foods like meorav yerushalmi (a Jerusalem-style mixed grill), bagels, pastrami, and Ashkenazi fish cakes. To try more than one item, order half-portions of dishes, or opt for the six-course tasting menu that starts off with a cocktail and includes a wine-pairing with each arrival. For a special treat, reserve the chef’s table in the restaurant’s sparkling kitchen.
  • This airy poolside restaurant serves up Curaçao classics like iguana soup, goat stew, and fried funchi, a crispy (and addictive) polenta. But the menu has something for even the pickiest of travelers. In the mood for a regular ol’ burger? Rancho El Sobrino offers one of the best on the island. Can’t get enough fajitas, like Michael from The Office? You’ve got four varieties to choose from here, including a veggie option. After your meal, stroll through the adjacent garden or order your favorite cocktail from the veranda bar—and gaze up: You’ll see a bed frame hanging from the wooden ceiling. Because why not?