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  • 201 E Randolph St, Chicago, IL 60602, USA
    The real voyage of discovery consists not in seeking new landscapes, but in having new eyes. ~ Marcel Proust. For my inaugural highlight on AFAR, I am starting with my wife’s favorite quote, and a local sight in Chicago. Sometimes people feel they must jet off to some far off exotic place in order to ‘travel.’ However, if you gaze anew at your immediate surroundings with fresh eyes, you will discover an entire host of wonderful surprises. Here we have Cloud Gate, located down in Millennium Park, back before they buffed out the seams. The contrast between the organic form of ‘the bean’ and the structured grid lines, along with the warped fun house mirror quality of the city, makes this a truly unique destination.
  • 108 Rue Saint-Lazare, 75008 Paris, France
    Hilton’s reentry into the heart of Paris is nothing short of majestic. After a $50 million design overhaul, the 125-year-old hotel, made for the 1889 World’s Fair, has been revived to its 19th-century splendor with a contemporary twist. Formerly the Grand Hotel Terminus and the Concorde Opéra Paris, the property’s landmark status—with its Haussmannian facade and elegant public spaces—demanded it be painstakingly preserved. Among the restored, original elements, the most awe-inspiring are the Corinthian columns, chandeliers, balustrades, hand-painted frescoes, and marble and mosaic tiling. Fortunately, the bar takes pride of place among them, making it the ideal spot to start your stay with a cocktail or glass of wine.

    The style in each of the rooms breaks with the traditional stark-white modern codes of most business hotels. Here it incorporates warm accent colors and textiles. With few heritage elements left to preserve, the sense of place is woven in with custom etchings of iconic Paris scenes hung behind each bed. But you won’t be spending much time here, as the action happens in the grand salon.
  • Main Street, Ocho Rios, Jamaica
    Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.
  • 1 Kinkakujichō, Kita-ku, Kyōto-shi, Kyōto-fu 603-8361, Japan
    Built in the 14th century as a villa for a powerful shogun, Kinkaku-ji temple, commonly referred to as the Golden Pavilion, is an easy bus ride from the main bus terminal in Kyoto. The temple is one of the most popular buildings in Japan, so expect a lot of fellow gawkers. It exemplifies several different Japanese architecture styles, and the top two levels are completely covered in gold leaf. The extensive gardens are beautifully manicured and serene, despite the abundance of visitors using selfie sticks.
  • North Loch Lomond, Inverarnan, Arrochar G83 7DX, UK
    From the 16th to the 19th century, drovers were the men responsible for leading cattle out of the rugged Highlands to the markets in nearby towns and cities. Today, they serve as the inspiration for the Drovers Inn, a hotel and pub just north of Loch Lomond. Nestled near the banks of the River Falloch, the property offers a rustic setting for filling meals, frosty pints, and drams of malt whisky. Come for bar-food favorites like steak-and-Guinness pie, fish-and-chips, and venison casserole, and stay for the live musical acts that play every weekend. As the inn has been in operation for some 300 years, tales of various hauntings are part of its appeal.
  • 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.
  • 26B Vukovarska ulica
    One of Dubrovnik’s oldest fortresses stands atop a 100-foot rock, guarding the western land entrance to the Old Town. Vigilantly turned toward Venice, it serves as a monumental tribute to Dubrovnik’s foresight, encapsulated in the motto of the Ragusan Republic engraved above the main entryway: “We do not sell our liberty for any gold in the world.” After entering the Old Town through the Pile Gate, walk down to Kolorina Bay and climb the stairs to the fortress. Because it’s far less busy than the city walls, the theatrical space offers a more intimate way to experience Dubrovnik’s history and charm, with breathtaking views to boot.
  • Van Baerlestraat 27, 1071 AN Amsterdam, Netherlands
    Conservatorium has a fascinating past. It started as a bank and then became a music academy before renowned Italian designer Piero Lissoni transformed it into a hotel in 2012. The building itself harmoniously blends old and new, with modern steel beams and glass walls complementing original brickwork and wooden beams. The hotel houses one of the city’s largest and most decadent spas—a subterranean temple to holistic wellness, with its own hammam, Watsu pool, lap pool, and more. Its restaurants and bars are also among the trendiest and most highly acclaimed in the city. Upon arrival, each guest is assigned a personal host to offer recommendations, reservations, and historical tidbits.
  • Pfingstweidstrasse 102, 8005 Zürich, Switzerland
    The 25hours brand is known for its playful take on the hotel experience, and this Zurich establishment follows suit. With an interior concocted by local designer Alfredo Häberli, the space features the usual mix of colorful, offbeat furnishings, slick design, and casual friendliness, as well as the cute touch of Häberli’s personal city tips scrawled on various surfaces.

    The rooms and suites are separated into categories of silver, gold, and platinum to reflect the city’s banking-capital status. That’s as corporate as it gets, however, since the interiors are decidedly funky, with bold colors, quirky carpets and artwork, and angular work desks. The hotel also offers a restaurant, living room and business lounge (with iMac workstation and free Wi-Fi), plus an in-house kiosk that stocks everything from necessities (shampoo and toothpaste) to accessories (Freitag bags).
  • 1-7 Via de Bardi
    In addition to providing a peaceful green space, this remarkable terraced garden near the Ponte Vecchio offers terrific views of the city. Its scale—much smaller than that of the Boboli Gardens—gives it a more intimate feel. In spite of its size, it includes an incredible diversity of garden styles. Climb the grand central staircase and wander from woodlands to an Anglo-Chinese garden, with fountains and sculptures in the mix, as well as visible fragments of the garden’s original medieval walls. The famed 19th-century art dealer Stefano Bardini lived in the Villa Mozzi (now the Villa Bardini) and it is his unique taste and vision that continues to shape this ornate attraction.
  • 333 Charoen Nakhon Rd, Khlong San, Khet Khlong San, Krung Thep Maha Nakhon 10600, Thailand
    Located on the left bank of the Chao Phraya River, the Peninsula is one of the most consistently high-ranked hotels in the city, in particular for its attention to service. The rooms are decorated in white and comforting, honey-colored wood, with teak or carpeted floors and marble bathrooms; they all feature views over the river and city. The slim, three-tiered pool sits riverside, so guests can lounge in Thai-style gazebos—called sala—while sipping cocktails and watching Bangkok life literally sail by. In fact, a large part of the fun in staying here is the proximity to the river. Free, constantly running shuttle boats will ferry guests to three different piers along the river; the views of river life, traditional wooden Thai boats, and the high-rises along the way are unforgettable. The Peninsula is the tallest building in the vicinity, so the rooms on the upper floors offer yet another perspective—a near-bird’s-eye view of the city that is both exhilarating and potentially vertigo-inducing.
  • 2100 East Cesar E Chavez Avenue, Los Angeles, CA 90033, USA
    The Mexican food at Guisados is great simply because it doesn’t try too hard. The owners, Armando de la Torre Sr. and Armando de la Torre Jr., aim to make every dish just how mom used to make it, and they succeed on every level. From humble beginnings in Boyle Heights to outposts in Echo Park, Downtown L.A., West Hollywood, Burbank, and a Koreatown location on the second floor of the Platform 35 food hall. Guisados has flourished thanks to handmade tortillas anchored by braised chicken breast, flank steak, or pork. The mole poblano taco is especially mouthwatering, and the quesadilla con chorizo is big enough to share—though you probably will want to keep it all to yourself.
  • 493 Km. 0.7, Hatillo 00659, Puerto Rico
    This woman-owned artisanal aged-cheese producer was on the front wave of what is an increasingly vibrant local food movement. Wanda Otero, a microbiologist, decided to start her business in part to offer Puerto Ricans an alternative to expensive imported cheeses. She has since expanded into yogurt-making, and her products are now sold in supermarkets and found on the menus of the island’s finest restaurants. Travelers can visit the Vaca Negra facility for a tour, which includes the opportunity to make their own cheese.
  • 221 Camp St, New Orleans, LA 70130, USA
    This is where the cool kids (Uma Thurman, Led Zeppelin, Anthony Bourdain) lay their heads when they stop over in the Big Easy. The look is modern but not excessively so, location-appropriate, but not in an overly Fleur-de-Lys kind of way. Think: creamy hues, contemporary furnishings, and lofty ceilings paired with intricate woodwork, ornate chandeliers, and black-and-white photos of jazz greats. The former bank is also well positioned for late-night revelry, while still being far enough away from the French Quarter action—so you can get a good night’s sleep in one of the just-renovated king-size Apple rooms.
  • 11 Washington Ave, Miami Beach, FL 33139, USA
    Everyone in these parts eagerly awaits the Florida stone crab season, which runs from October through May. As soon as it starts, they flock to Joe’s Stone Crab, a South Beach institution that’s been cracking the sweet crustaceans for more than 100 years. Tuxedo-clad waiters serve claws ranging from medium to colossal, best eaten with a side of mustard sauce (while wearing a bib). Joe’s tangy Key lime pie is the way to end your meal. While the crab, sold at market price, never comes cheap, the fried chicken is a steal at $6.95.