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  • 94, Kikenni Dr, Nairobi, Kenya
    A stay at OneFortyEight, in Nairobi’s Langata suburb, feels like hunkering down at your most stylish friend’s home. The former private residence has eight eclectic rooms that blend regional artwork, custom furnishings (by local fashion designer Anna Trzebinski), gothic touches, and feminine finishes and come in a variety of layouts to satisfy every kind of traveler, from two-storey apartments to a three-bed loft perfect for children. A large, welcoming fireplace sits in the middle of the living area to greet guests, dinners take place around a giant wooden table, and a covered lounge overlooks gardens filled with grazing warthogs and tree-leaping monkeys. Days are spent visiting nearby sights—dropping in on the giraffes at the African Fund for Endangered Wildlife Center, adopting a baby elephant at the David Sheldrick Wildlife Trust, or walking in the footsteps of Karen Blixen. Of course, no one could blame you for holing up for the night: each room has access to Wi-Fi and Netflix.
  • Austurstræti 16, 101 Reykjavík, Iceland
    Built in 1907 by the same architect who designed the National Theatre and Hallgrímskirkja church, Apotek is full of historical resonance. The Art Nouveau–style building was once the country’s largest edifice and served as the city’s primary pharmacy from 1930 to 1999, a distinction that gave the hotel its name when it opened in 2014. The property’s 45 rooms blend elements of the past while seamlessly incorporating modern design touches, employing neutral colors, parquet floors, and simple-but-refined furnishings to create a sense of calm; subway-tiled bathrooms with walk-in showers have a bright, clean look. You don’t have to wander far to enjoy one of the busiest watering holes in Reykjavik: Apotek Kitchen + Bar is a hot spot for artisan beverages, where cocktail “pharmacists” craft potions for every ailment. Bonus: Not only does it overlook the Austurvöllur park, it’s just around the corner from the Icelandic Punk Museum.
  • Tawa and Huia Street, Oneroa, Auckland 1081, New Zealand
    Perched just up the hill from the white sands of Oneroa Beach on Waiheke Island, the Boatshed fulfills the wainscoted, shuttered, pitch-roofed holiday images that dwell in the minds of beach lovers the world over. Originally the vacation cottages of designer David Scott, the Boatshed now offers six sun-drenched accommodations that complement the laid-back island vibe—a magnet for a free-spirited set of artists, vintners, chefs, and water lovers. Many furnishings were custom-designed by the Scott family and exude the feeling of a boat cabin, especially when placed among the built-in shelves and cabinetry of the bachs—the local word for an authentic New Zealand beach shack. Accommodations range from old boat sheds to a three-story tower that feels like a lighthouse, and outdoor decks provide many opportunities to enjoy the sea breeze. The boutique hotel was the realization of Daniel Scott’s dream—to share the simple pleasures of the beach life with travelers from around the globe.
  • 1228 Rue Sherbrooke O, Montréal, QC H3G 1H6, Canada
    The French chef Daniel Boulud made his name in New York, where he oversees seven restaurants and has since expanded his culinary empire to six other outposts around the globe. His venture in Montréal makes perfect sense, with Québecois cuisine combining French traditions and techniques with New World ingredients—not unlike Boulud himself. The space—by Super Potato, one of the hottest design firms today—is elegantly restrained, with smoked glass details, wooden floors, and a contemporary enclosed fireplace warming and lighting the room. Boulud uses the best of Québec’s produce in dishes centered on local foie gras, duck, and salmon. The result is refined yet soulful contemporary French dishes, prepared by Maison Boulud executive chef Riccardo Bertolino. In warmer months, guests can dine alfresco, while in the winter you can take in the snowy scene from the restaurant’s enclosed greenhouse. Image courtesy of Ritz-Carlton Montreal.
  • 7277 E. Camelback Rd., Scottsdale, Arizona
    Business travelers might help keep it quiet enough during the week, but when the weekend rolls around, the W Scottsdale earns its rep as a party hotel. By day, a young, trendy, and sometimes noisy crowd hangs at Wet, the rooftop pool, keeping well oiled with sunscreen and bar drinks. By night, the scene remains trendy, and noisy, at the lobby’s Living Room Lounge, or at Shade Lounge upstairs by the pool, often to a background of live music or a DJ, until the revelers are off to bed, or off to some of the many bars and clubs within walking distance. Rooms have all the tech gadgets, and the use of color and frosted glass makes them feel light and playful without going overboard.
  • 3125, 166 Church St, Charleston, SC 29401, USA
    Charleston’s French Quarter didn’t earn its title until the 1970s, when a group of preservationists started touting the area’s historic concentration of French Huguenots to protect buildings in danger of demolition. Opened in 2002, the French Quarter Inn took its neighborhood’s name and used it as inspiration for the hotel’s opulent decor and signature services. Guests arrive to an atrium with an elaborate wrought-iron staircase that rises in a spiral from the ground level and is topped with a large skylight. Champagne awaits guests upon check-in, and the rooms are decorated in vibrant shades of red, gold, and black, with toile bedspreads and damask upholstered furniture.

    While it may not have the historic character of many Charleston properties, the French Quarter Inn provides all the amenities travelers could require: a continental breakfast each morning, bike rentals for cruising around town, and nightly wine-and-cheese receptions.
  • Sea Point Promenade, Cape Town, 8005, South Africa
    Almost any time of day, the Sea Point Promenade is filled with walkers and joggers, many of them residents from the apartments nearby. Though named after Sea Point, the best known of the areas the walkway fronts, the three-mile promenade begins in Granger Bay, closer to the city, then goes past the red-and-white-striped lighthouse of Mouille Point and continues to Sea Point itself (don’t miss the Art Deco Pavilion, site of many international fashion shoots), before curving around to dramatic, Riviera-like Bantry Bay. A path high above the cliffside apartments of Clifton extends for several more miles to Camps Bay. All along the promenade’s way (except along the fairly long Clifton stretch), there are restaurants and coffee shops.
  • Mendoza, Capital Department, Mendoza Province, Argentina
    One of the most widely sold mineral water brands in Argentina comes from Villavicencio, a private nature reserve located on the way to Uspallata, about an hour from downtown Mendoza. It is a historic route because General San Martin took it on his way to Chile to free Argentina from the Spanish crown. The road leading up to Villavicencio has a dizzying 365 curves and has been given the name “Camino del Año” or “Road of the Year”. On the reserve is a picturesque hotel and spa built in 1940, where the wealthiest families in Mendoza used to summer vacation, bathing in the crystal mountain waters and natural hot springs. Today, the hotel has been named a National Historic Monument. It’s closed to the public, but you can hike around the hotel and surrounding nature reserve. There’s a $25 peso entrance fee that includes a guided visit. It’s open from Tuesday to Sunday, 9:00 AM to 5:00 PM.
  • 22-30 Piazza di Spagna
    Often called the Spanish Steps, Rome‘s famous scalinata (monumental staircase) is the centerpiece of Piazza di Spagna. Built in the early 1700s, the steps connect the piazza (now a busy shopping area) with the Trinità dei Monti church on the hill above. The area became a hangout for models and artists and one of Rome‘s most photographed sites. Head to the top to see the sunset, or make like Hepburn and Peck in the film Roman Holiday and stroll around the piazza.
  • Negril, Jamaica
    A signature experience in Negril is to go on a two-hour glass-bottom boat snorkel trip, toward the cliffside or to the nearby reef around Booby Cay. Truth be told, snorkeling isn’t a must if you’re not up for it—but floating on a small boat amid deep jade and turquoise waters and being able to see marine life 20 feet or more below through the glass is a memorable experience. If you do want to snorkel, the cliffside has stunning limestone formations and underwater caves, while the reef is filled with all sorts of marine life, from stingrays to barracuda. A glass-bottom boat ride shouldn’t cost you more than US$20 per person. Look out for Famous Vincent‘s boat—the best pick—or approach one you see resting along Seven Mile Beach, across any reputable resort. The boats—including Famous Vincent—occasionally ride along the cliffside resorts in the mornings or afternoons, looking for anyone interested in an impromptu adventure.
  • 811 Conti Street
    Po’boys are on just about every New Orleans visitor’s list of must-eats. They’re a longtime local favorite—built on long, thin-crusted bread that is satisfyingly audible on first bite. Killer Poboys embraces tradition and then adds to it, with inventive fillings that go beyond the traditional roast-beef-and-fried-oyster, like rum-glazed pork belly with lime coleslaw, or roasted sweet potato with a black-eyed-peas-and-pecan spread. Two locations are around the corner from one another in the French Quarter; one of them operates in the back of the Erin Rose bar. If it’s not too busy, order your sandwich there and enjoy it with a frozen Irish coffee.
  • Tumaraa, French Polynesia
    The Raiatea Lodge Hotel located on the island of Raiatea is one of French Polynesia‘s only 3-star hotels (most are budget pensions or luxury resorts). Guests can enjoy comfortable and stylish accommodations in an intimate boutique hotel that features 15 rooms. Room amenities include balcony views overlooking the garden and pool, rain showers, air conditioning, sumptuous bedding, a television and free WiFi. Make sure to wake up early to see the sunrise over the lagoon from your balcony and hear the birds singing early in the morning. Moreover, they offer a range of free activities, like snorkeling in the lagoon, kayaking to the nearby Motu Miri Miri and cycling around the island, as well as guided tours for a fee. Don’t leave without having an artisanal breakfast or piece of fresh fish from the lagoon in their restaurant, or a cocktail enhanced with fresh local fruits and flowers from their bar.
  • Piazza San Marco, 57, 30124 Venezia VE, Italy
    During the day, the Piazza San Marco in Venice is an overwhelming flurry of activity, but once the sun sets, you’d be surprised at just how much a sense of ease and languor settles in. Life simply slows down as the crowds depart. Stop by Caffè Florian for a memorable evening. Opened in 1720, this is Italy‘s oldest cafe, and features ornate frescoed and gilded salons, as well as an outdoor seating area for great people-watching. Sip a drink and enjoy Caffè Florian’s live orchestra and singers as you sit under the beautiful night sky, with an illuminated St. Mark’s Basilica in the background. Looking around at my family, I could see total contentment reflected on each of their faces—the most magical and relaxing night of my trip. While not inexpensive, this evening was worth every Euro to me—a night that I will remember fondly for the rest of my life.
  • Vilakazi St, Orlando West, Soweto, 1804, South Africa
    Vilakazi is perhaps the most famous street in Soweto—or all of Johannesburg, for that matter. It’s the only street in the world to have produced two Nobel Prize winners—His Excellency Nelson Rolihlahla Mandela and The Most Reverend Desmond Tutu. It’s also where 13-year-old Hector Pieterson was shot dead, sparking the riots on June 16, 1976.

    At the corner of Vilakazi and Ngakane streets, you’ll find the Mandela House, which serves as a beautiful testament to Madiba as well as to the greater fight for equal rights in South Africa and around the world. The rest of Vilakazi Street, however, is pretty average—a place where people live and work every day. In its simplicity, it proves that greatness can come from the most ordinary of places. Since it’s still home to so many people, approach the street with respect. Hire a local guide and take care when exploring the surrounding neighborhood of Soweto.
  • 136 Madeira Rd, Islamorada, FL 33036, USA
    Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.