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  • Médina, Marrakesh 40000, Morocco
    “The Medina is like Brooklyn in that there are all sorts of neighborhoods within it. The Old Jewish Quarter is still a very local place. It feels like Marrakech 30 years ago—a bit rugged and run-down, but it’s cool to wander around in. There are a bunch of shops selling herbs and spices and crafts such as jewelry.”-Moroccan artist Hassan Hajjaj This appeared in the August/September 2014 issue.
  • The new Yas Waterworld park is perfect for a family outing. Whether you’re splashing around with little kids or seeking an adult adrenaline rush, their wide array of themed rides and activities will entertain everyone while keeping you cool. Adventurous kids can embark on an interactive treasure hunt throughout the park and become Pearl Masters, while you try surfing the sheet wave or fly down a roller coaster. Rates are start around $50.
  • Calle 78 493A, Barrio de Santiago, Centro, 97000 Centro, Yuc., Mexico
    Situated in a candy-colored colonial-style building, the Diplomat Boutique Hotel feels like a cool friend’s house. With just four guest rooms, the property has an intimate vibe and personal service, beginning with welcome drinks and botanas (Mexican snacks) served on arrival by the inviting Canadian owners. Each of the crisp, contemporary accommodations is embellished with hints of history, from the wrought-iron beds to knick-knacks like antique typewriters, yet talavera-tiled bathrooms feature modern touches like walk-in rainfall showers and organic toiletries infused with local honey. It’s easy to lose track of time while swinging in a hammock, cooling off in the pool, or sampling different varieties of tequila and mezcal from the free poolside bar. Just pace yourself. You don’t want to miss the complimentary morning spread, loaded with fresh fruit from the market, homemade breads, and delicious dishes like breakfast tacos, French toast with caramel sauce and passionfruit jam, or quinoa-crusted quiche.
  • San Francisco, San Juan, 00901, Puerto Rico
    Anywhere breakfast is served all day usually scores in my book. At Caficultura in Old San Juan, the food is “farm to table” and is as delicious as the creative menu sounds. In addition to the mostly healthy options, the highlight is the maple syrup made with rum, and coconut milk–dipped french toast topped with coconut shavings. The atmosphere was pretty cool—large black chandeliers hang from large wooden beams, and the picture windows face Plaza Colón outside.


    Definitely a cool local place to stop into and grab a coffee or brunch while sightseeing throughout Old San Juan’s historic district.
  • Am Wriezener Bahnhof
    This club, housed in an old industrial warehouse, does not look unlike a mental ward and, inside, has as many fascinating levels as an Escher drawing. To dance with a sea of the coolest kids in Berlin (and Europe for that matter—it’s a landmark destination for partiers across Europe), stay on the ground floor. For a smaller scene, head to the top floor, which gradually attracts a more queer crowd as the weekend goes on. That’s the other thing: it’s only open from Friday until Monday morning. Wear plain clothes and no smile to get past the doorman. If at first you don’t succeed, come back on Sunday nights when the line is shorter and the bouncers are known to be less prickly.
  • 1603 S Congress Ave, Austin, TX 78704, USA
    Housed in a low-rise building on one of Austin’s trendiest streets, the South Congress Hotel is much more than just a place to stay. The boutique hotel is practically a neighborhood unto itself, complete with everything from stores and a nail salon to two restaurants, a coffee shop, and an all-day café. Done up in denim, leather, concrete, and wood, the 83 guest rooms feature Matteo bed linens, rainfall showers, and Apple TVs, plus fun extras like C.O. Bigelow bath products, Finery LA robes, and locally sourced minibars. Guests even enjoy exclusive streaming access to more than 40 movies from Drafthouse Films, a production company based in Austin. For when—if ever—visitors want to leave their rooms, the hotel also features a rooftop pool and bar, as well as a prime location near some of the city’s coolest shops, restaurants, and music venues, which are easily reached thanks to amenities like BMW X5 house car service and Faraday electric bike rentals.
  • Boulevard Kukulcan KM 13 , LOCAL 410 y 411A, Benito Juárez, Zona Hotelera, 77500 Cancún, Q.R., Mexico
    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.
  • 198 State Road 592
    The warm, handsome dining room at Terra is situated high enough for sweeping Santa Fe sunsets and glorious mountain silhouettes. Helmed by chef Andrew Cooper, the food is contemporary American and Southwestern, from tortilla soup to pan-seared scallops to a zesty green chili braised short rib. After your meal, visit the mod, circular outdoor fire pit and wind down with a nightcap. The cool inside bar has a great wall of old black-and-white photos, including one with visiting actor and cowboy Robert Redford.
  • Via della Chiesa, 16/r, 50125 Firenze FI, Italy
    This authentic neighborhood bar, Il Chicco di Caffè (aka Lola’s), is run by Maurizio whose Mom, Lola, cooks for a truly egalitarian mix of local artisans, staff from the nearby Gucci headquarters, students and people like me (I live next door!) at lunchtimes. The place is always packed, so be prepared to wait for satisfying pasta dishes, succulent meat mains and great seasonal veg sides. No frills here, but prices are rock bottom and there’s a cool buzz about the place.
  • Utah 84718, USA
    It’s really fun to visit a place that has such rich travel-related history. National Geographic magazine, who photographed the area using Kodachrome film for a 1949 photo-spread, hence its name. This is Grosvenor Arch, named after the former president of the National Geographic Society. You can camp in the little park and hike all around the arch and several rock formations...and see eagle’s nests, which are pretty cool!
  • R. da Misericórdia 135, 1200-272 Lisboa, Portugal
    One of Portugal’s oldest cosmetics companies, Claus Porto cemented a major comeback after Lisbon’s coolest store, A Vida Portuguesa, began carrying its products. In 2016, the company opened its own boutique in the trendy Chiado district, offering even more access to its eye-catching inventory. Packaged in art deco– and Belle Époque–style cases, the signature products look supremely cool as bed-and-bath decor. Of course, you could also buy the soaps, lotions, and shave creams for actual use. As an extra incentive, on Saturdays, men who spend more than €50 (around $60) receive an old-school hot shave in the barbershop at the store.
  • Rosalie, Dominica
    This challenging climb leads down to a black-sand cove on the Atlantic (go at low tide for more beach). The sheer descent involves rope ladders, safety lines, and tree-root “steps.” Once you reach the beach, cool off under the 150-foot waterfall, then face the really hard part: getting back uphill. A local guide— who can advise on the best techniques— is a smart investment for this nail-biting adventure.
  • 33 Peck Slip, New York, NY 10038, USA
    The constantly evolving Seaport District just got even cooler with the opening of Mr. C Seaport, the first New York City hotel from Maggio and Ignazio Cipriani. An intimate 66 rooms make up the seven-floor property, each one showcasing a rain shower, 50-inch interactive 4K television, and fine Italian linens by Casa Rovea. Timeless luxury is the goal here, evident in the rich textures, classic color schemes, and thoughtful collection of handmade Italian furniture. Upon arrival, visitors are greeted with an on-the-house Bellini, a gesture that pays homage to the classic cocktail created by Giuseppe Cipriani in 1948. It’s also a nod to the hotel’s restaurant Bellini, which offers an array of rustic Italian dishes (think lasagna Bolognese and bucatini cacio e pepe). When guests feel like venturing beyond hotel limits, they have a couple of options for wheels: a fleet of 2018 Lincoln Navigators for rides within 15 blocks, and a custom collection of Mr. C Seaport bicycles by Fourth Floor Distribution.
  • Vagia Beach, Serifos 840 05, Greece
    While the Cycladic island of Serifos has stayed blissfully under the radar for most tourists, savvy Athenians have been quietly snapping up property while preserving its dusty charms. COCO-MAT Eco Residences, opened by the eponymously named Greek sleep-product company, is emblematic of this mindset: Its 13 rooms were reclaimed from stone miners’ houses built in 1910 at the foot of a hillside, just steps from the sand and calm waters of Vagia Bay. The one- or two-bedroom units feature bedrooms on the (cooler) bottom floor and living spaces and kitchenettes above (they’ll do the grocery shopping); you choose your mattress preference from the brand’s sustainably made line. Carved into the cliff face, the Lounge Bar serves buffet breakfast in the morning, lunch and light snacks during the day, and dinner in the evening—including right on the shore (for an additional charge). The hotel also supplies car or motorcycle rentals should you want to explore the island, and also will arrange diving trips and excursions to different beaches.
  • Laugavegur 105, 105 Reykjavik, Iceland
    Nicer than your average hostel, cooler than the typical chain hotel—this buzzy hybrid offers hostel-style dorms and more traditional accommodations in a 1930s Art Deco building on Reykjavik’s main drag. Designed by hotelier-owner Klaus Ortlieb (of New York’s Gotham Hotel and London’s Claridge’s), the hostel rooms are simple but smart, featuring metal-frame bunk beds, designer armchairs and sofas, and wood tables. The 18 hotel rooms are much more impressive, with elegant coffee-and-cream color schemes, king-size beds draped in Lissadell linens, and en suite bathrooms with C.O. Bigelow products. Most also come with private balconies that look out over colorful rooftops and mountain landscapes. The old-fashioned lobby and bar area—which is strewn with antique furnishings, exotic wall hangings, and leather sofas and armchairs—is a popular hangout for the city’s bright young things, but if you’re looking for something more low-key there’s an on-site movie theater with a carefully chosen selection of Icelandic films.