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The W Santiago is where the cool kids stay. Which other hotel would dare to have a sign reading “WHATEVER” at the entrance? Since opening in 2009, the hotel has earned a strong following, both from locals and visitors. Dimly lit with a color scheme of purples, greens, and black, the rooms are modern, with full-length windows overlooking the city. Located in Santiago’s financial district, officially known as El Golf, the W is part of a large skyscraper (hotel reception is on the fourth floor) filled with restaurants and shops. The 196 rooms reach to the 21st floor, and the W has arguably the best roof terrace in town (Hotel Noi Vitacura being a close contender). The roof terrace has an infinity pool, knockout city views, and a heli-pad for those who want to whiz off to wine country or hit the ski slopes in speedy style.

Situated at the eastern end of Playa del Carmen’s quiet, charming Calle 38, Shangri-La Beach is named after a small hotel that used to sit right there but has since been renamed and renovated. This stretch of the city’s coastline has a more tranquil atmosphere thanks to its location several blocks away from jammed beach clubs downtown as well as from 5th Avenue’s hustle and bustle. At Shangri-La, going to the beach is less of a scene and more about guests from nearby hotels plus a few locals catching some rays on a lunch break. Best of all, you’ll find soft white sand, turquoise seas, and blissfully calm waves here.

Beginning right at the entrance to downtown Cancún (kilometer 0, where the median is also home to a spacious outdoor gym) and tracing the Hotel Zone’s entire northern stretch, this wide, red-paved path is a favorite for runners, in-line skaters, and cyclists in search of outdoor exercise with a merciful bit of shade (the path along Boulevard Kukulcan is lined with jungle flora, palm trees, tropical plants, and a smattering of hotel entrances). Locals especially love working out on the Ciclopista early in the morning and in the evening, when temperatures are cooler.

Opened in 2010 by a Dutch couple, Baoase Luxury Resort is an intimate spot with fewer than two-dozen rooms. Despite its size, however, it has all the amenities of a larger property, including a spa, health center, boutique, and more. A 10-minute drive from the center of Willemstad, the Balinese-style spot feels secluded and tranquil, especially when swimming off the lagoon-like beach or sitting next to the banyan tree in the lantern-lit garden.

Privacy and a high level of service are very important here. Only during low season are non-guests welcome at the resort, and even then, they must have a reservation for a beach-day pass. All rooms come with outdoor space overlooking the gardens or pools, and half feature private plunge pools. For something even more discreet, book the exclusive island in the Spanish Water Bay, which features its own four-bedroom retreat. When not relaxing in your room, you can ask the hotel to arrange a motorboat and permit to use during your stay, or visit the on-site restaurant, which is known for beachfront fine dining and a weekly Asian cuisine night. If all the privacy leaves you feeling extra romantic, you can even have the restaurant set up a picnic dinner to enjoy on the beach or under a gazebo.

Built in 1525 as the family home of Doge Andrea Gritti, this antique-stocked palazzo has rooms with mosaic floors, hand-painted furniture, and panoramic views of the Grand Canal. Murano glass chandeliers and sconces light up the hotel that Ernest Hemingway called “the best hotel in a city of great hotels.”

Hotel Gritti Palace, Campo Santa Maria del Giglio, Venice, 39/041-794611. From $519. This story appeared in the July/August 2011 issue.

For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

Located below street level, the public space Cheonggyecheon offers an easy escape from the hustle and bustle of downtown Seoul. The area is part of a massive urban renewal project in which an old elevated highway was cleared to reveal the stream below. To find the entrance, look for Claes Oldenburg’s sculpture Spring Tower, which resembles a giant unicorn horn, and from there you can enjoy a serene 3.6-mile walk that meanders past art installations, graceful fountains, and green rest areas. Duck out at any point on one of the 22 overhead bridges that cross the stream, or walk to the end of the trail and visit the free Cheonggyecheon Museum to learn more about the area.

Chef José Andrés celebrates carnivores at this one-of-a-kind Philippe Starck–designed restaurant in SLS Las Vegas. As the name suggests, meat plays a role on nearly every plate here. A classic beef tartare is accompanied by a little skillet of Parker House rolls, and a bison carpaccio is served Buffalo-style with celery, blue cheese, and hot sauce. There are caviar flights and tiny sandwiches that amount to nothing more than bites. Among the many main courses available—rack of New Zealand lamb, chateaubriand, grilled octopus—the most famous dish is a suckling pig prepared in a Spanish cazuela so the skin gets crispy and the meat tender. For all the focus on flesh, there’s a surprising number of salads and vegetable dishes.

About 500 yards north of the Grand Turk Cruise Ship Center, this beach bar and grill makes an ideal place to while away a sunny afternoon sipping drinks with your toes in impossibly blue water. The family-owned tiki hut has a large patio, lounge chairs, and its resident goldendoodle, Topher, serves as a friendly ambassador. The smell of grilling jerk chicken will lure you up from the beach (Jack’s also rents beach chairs, in case you want to stay local after your meal). The menu offers a simple yet filling mix of conch, burgers, and local seafood to go with the selection of fruity cocktails.

It would be almost churlish to come to Marrakech and not experience Grand Café de la Poste. After opening in the 1920s, it fast became a lively brasserie and meeting place, and much of the rest of the neighborhood sprung up around it, establishing Gueliz as the city’s most fashionable quarter. After a revamp in 2005 brought a breezy, colonial-style vibe to the verandas (a smashing spot for an alfresco lunch) and transformed the first floor into a luxe wood-paneled bar complete with real log fireplaces, leather armchairs, and crimson rugs, it is today one the city’s most iconic haunts. The food is reassuringly comfortable, too, with staunchly Parisian dishes such as leeks vinaigrette, skate wing with beurre blanc and capers, and crisp-skinned roast baby chicken and chips topping the bill.

The Leopard at des Artistes is more than a restaurant. It’s an Upper West Side landmark, a Manhattan treasure and genuine New York classic. It was once Cafe des Artistes, a restaurant where luminaries from the worlds of art, politics and publishing dined in secluded elegance, surrounded by naked nymphs - each one painted in 1937 by Howard Chandler Christy in the glowing murals that line the dining room to this day. A lot has changed in 97 years behind the doorway at One West 67th Street that now welcomes you into The Leopard. In 1917 the restaurant catered exclusively to artists who lived in the building above - Norman Rockwell, Rudolf Valentino and Isadora Ducan were among its original clientele. But after a renovation in 1975, Cafe des Artistes became a dining destination for the Who’s Who of media - Barbara Walters, Diane Sawyer, Peter Jennings and more dined in the soft-lit, intimate restaurant on a regular basis. With the arrival in 2011 of new owners, Gianfranco and Paula Bolla-Sorrentino and Chef Vito Gnazzo, a new dining experience was introduced to One West 67th Street. Celebrity is no longer a must for a table in this illustrious space (although you will see many here). What you discover on the other side of a door framed by velvet drapes is a classic, elegant setting where the center of attention is you and Southern Italian cuisine prepared with joy and genius. Bossa Nova and jazz set the mood. This is a restaurant that whispers, “Welcome to the real New York.”

Historic Santo Domingo offers a unique look at how the New World was settled in the years following Christopher Columbus’s arrival in the Caribbean on his first voyage in 1492, as well as subsequent expeditions. The Colonial Zone sits along the Ozama River, where the settlement’s original layout, walls, forts and other buildings remain much as they were 500 years ago. With its wealth of colonial architecture, the area has not surprisingly been recognized by UNESCO as a World Heritage Site. Among the historic buildings is the first cathedral built in the Americas, the Basilica Cathedral of Santa María la Menor (also known as the Catedral Primada de América, recognizing its historic significance). The ornate church once housed the remains of Christopher Columbus until they were moved to the Columbus Lighthouse, in the eastern part of the city.

The isolated, car-free island of Käringön is a 40-minute ferry ride from Orust, and has less than 100 full-time residents who stay year round, even through the long winter. But it’s a different story in the summer. In the 19th century, the middle classes in Sweden became enamored with the benefits of fresh sea air and started flocking to the small islands along the coast. Today about a thousand visitors arrive daily by ferry or private boat to enjoy the island’s relaxed vibe. Come for a lunch of fresh-caught seafood at Petersons Krog or watch children on the pier trying to catch the little crabs crawling through the seaweed down below. In the cold weather, visitors can take a lobster fishing tour or sample fresh oysters at the Käringö oyster bar, which also has a hot tub that seats six.

After grabbing lunch on the ultra-local Plage de la Datcha on the south of Grande-Terre, hop on an afternoon boat shuttle from the beach to nearby Îlet du Gosier. You can spot the islet from shore—and if you’re fit, you can even kayak or swim over. With a wraparound white-sand beach, shallow waters for snorkeling, and the rustic Ti’ Robinson bar for rhum cocktails and Creole dishes, it’s the perfect day trip from somewhere like Pointe-a-Pitre.

With just a few tables and a handful of barstools, this bar may be tiny, but it packs a lot of character into its diminutive space. Walls are decorated floor-to-ceiling with a mix of beer posters and racy street art; at the small wood bar, eight curving brass taps dispense top-notch Belgian-style draughts like La Chouffe and La Trappe. Around 50 specialty beers are also available by the bottle, many of them rare craft brews. During evenings, the bar even manages to squeeze in a DJ, who spins funky old-school jazz.