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  • Art-loving hikers and Instagram-posting skiers are fond of the Engadine Valley’s unique sgraffiti, decorative murals found on the exterior plaster or stucco walls of chalets and other buildings. They range from 500-year-old pastoral scenes to 20th-century brutalist depictions of railroad workers and hoe-clutching farmers. Typically, these works are made by scratching through the building’s surface to reveal a sub-layer of a contrasting color. Some of the best sgraffiti are found in the most remote villages, and generally, the closer you get to the Italian border, the more you’ll see. Engadine native Josin Neuhäusler is a sgraffito artist who also gives tours of the works.
  • HI-560, Kapaa, HI 96746, USA
    With sand between your toes and frothy waves running over your tired feet, enjoying a long walk on the beach with your beau is about as romantic as life can get. Many hotels make it easy on couples, thanks to their convenient waterfront location, but Hapuna Beach on the Big Island and Honokahua Bay on Maui are two other pacific coves that inspire hand-holding and quiet whispers. For complete intimacy, Lumahai Beach—fitted into the bay near Hanalei on Kauai—is difficult to find, but its remote coast and soft sand have been the scene of more than one knee bent into the sand for a proposal.
  • Castello di Poggio alle Mura
    For nearly three centuries, workers serving the nobility at Castello Banfi in Tuscany lived in a small hamlet within the castle grounds. In 2007, however, the stone houses within their tiny village were completely renovated under the direction of Italian interior designer Federico Forquet, catapulting Castello Banfi into a new era of grandeur. Today, the property welcomes guests from November through March in two guest rooms and 12 suites, each with wood-beamed ceilings, countryside views, and bathrooms stocked with “vinotherapy” products made from the estate’s Sangiovese Brunello. A central garden with a pergola, a heated outdoor pool, secluded lounging spaces, and alfresco massage tents offer plenty of ways to take in the surrounding vineyards. If you’re feeling more active, take a cooking class with the chef (held a short drive away at the estate farmhouse), tour the Banfi winery, or venture out to nearby historic towns like Montalcino and Siena.
  • Bodden Town Road, Bodden Town, Cayman Islands
    For a true taste of local life, head to Bodden Town—the Caymanian capital before George Town rose to prominence in the 1800s—and pull over at the roadside fish fry where the likely queue tips you off to the impending tastiness: Grape Tree Café. Granted, on any given day, the crowd may include as many chickens as humans (the former seem to love nothing more than strutting from palm-shaded table to palm-shaded table on Grape Tree’s patch of beach sand). Atmosphere aside, the big lure here is the array of fried fish: snapper, mahi-mahi, swai, and wahoo—served with fritters, cassava, sweet potatoes, and breadfruit.
  • 11 Dockside Dr, Toronto, ON M5A 1B6, Canada
    Squint your eyes and Sugar Beach looks like a David Hockney painting come to life: a cobalt-blue sky above and pale yellow sands below, lined by even rows of pastel-pink umbrellas. It’s an Instagrammer’s dream. But look around and you’ll notice the beach’s surroundings are far from bucolic. This award-winning park, built atop a parking pier in a waterfront industrial zone, overlooks the Redpath Sugar Refinery, which comes complete with a towering chimney. Sun worshippers lounge the day away in Muskoka chairs (that’s Canadian for Adirondack chairs), and come dusk, the city’s right at hand.
  • Judenpl., 1010 Wien, Austria
    Based on an idea by Simon Wiesenthal and erected in 2000, British artist Rachel Whiteread’s Nameless Library in the Judenplatz sits in one of the most tranquil squares in Vienna’s Inner City. The simple, stark, 12-foot-high concrete block is dedicated as a Holocaust memorial. Since the Middle Ages, Viennese Jewish life centered around the Judenplatz, and excavations during the memorial construction revealed a synagogue that had been destroyed in the pogroms of 1421. The square’s Misrachi-Haus, with its baroque facade dating from 1694, is now a branch of the Jewish Museum Vienna (its main location is in the Palais Eskeles). Johann Bernhard Fischer von Erlach’s stately Bohemian Court Chancellery building and a monument to the Enlightenment author Gotthold Ephraim Lessing also face the square.
  • Jardines del Bosque, 44520 Guadalajara, Jal., Mexico
    Before Luis Barragán designed Mexico’s first master-planned community in the suburbs of Mexico City, he dreamed up an urban park neighborhood in his native Guadalajara. He commissioned German artist Matias Goeritz to create an entrance sculpture called El Pájaro Amarillo (The Yellow Bird) and drew plans for an onsite chapel named Templo el Calvario (Temple of Calgary). Unfortunately, the neighborhood today doesn’t look much like Barragán intended—he’d planned for a different kind of tree to be planted on each street so that the area would bloom in a rainbow pattern, and for wider streets lined with shopping malls. However, you can still visit Jardines del Bosque to see the majestic Goeritz sculpture and chapel and, if you squint your eyes, imagine Barragán’s vision come to life.
  • 1321 Rue Sainte-Catherine O, Montréal, QC H3G 1P7, Canada
    Montréal’s main artery, rue Ste-Catherine, runs for seven miles along the length of the city. From its origins as a dirt road lined with farmhouses and orchards, the street today is now a thoroughfare passing through a number of neighborhoods. The best-known stretch runs roughly from rue Guy to rue Aylmer, where La Baie department store stands. This is the heart of the city’s busy downtown shopping district, with a mix of familiar international brands and only-in-Canada department stores and shops. Continuing east, the street passes through the Quartier des Spectacles before forming the main street of Montréal’s Gay Village. There, it is closed to cars in the summer, and patrons of bars and restaurants spill into the streets.
  • Arizona, USA
    This is a great option for a day hike in the Grand Canyon. South Kaibab Trail is a well-maintained (but steep!) stretch of dirt with very little shade and a trailhead that’s accessible only by shuttle bus. No private vehicles are allowed in this portion of the park. It’s a scenic adventure through and through, but South Kaibab’s main destinations include Ooh-Aah Point (at the highest elevation of 6,660 feet), Cedar Ridge (good for novice hikers and late starters), and Skeleton Point (an unobstructed view of the Colorado River with steep switchbacks).
  • The traditional life of the gaucho (cowboy) still thrives on estancias (cattle ranches) in modern Argentina. To see for yourself, pay a visit to Estancia Santa Susana, which sprawls over 1,200 hectares (3,000 acres) just outside Buenos Aires. The best part is getting to watch the gauchos show off their horsemanship in events such as the sortija, a high-speed ring-grab. You can also view dancers performing the tango, tour the manor house with its period furnishings and lunch on grilled steak. If you have time to spare, you can even go horseback riding yourself—or, if you prefer taking it easy, hop a ride in a horse-drawn carriage.
  • Boyd's Village 0000 Basseterre Saint Kitts and Nevis, Basseterre, St Kitts & Nevis
    The only existing French plantation house on St. Kitts, the Fairview Great House was built circa 1701 and originally housed French military officers. Today, guests can tour the beautifully restored property, taking in the period furnishings, kitchen, apiary, chapel, and bathhouse before exploring the two-and-a-half acres of botanical gardens, filled with tropical flowers, fruit trees, and monkeys. Visitors can also purchase day passes to the property’s swimming pool and sunny deck, or sign up for cooking classes and tastings of St. Kitts’ own Brinley Shipwreck Gold Rum.
  • Alta Lakes Road
    Just five miles from downtown Telluride and accessible by high-clearance 4x4, Alta Lakes is a sonnet-worthy area of crystal-clear alpine lakes, studded on all sides by snow-capped peaks. Camping is primitive—don’t expect running water, much less a hot shower—but it’s precisely this lack of frivolities that keeps the surrounds so pure. Area residents love Alta for its hiking and mountain biking trails, and the fact that it’s an Instagram post come to life. When you’re done exploring in nature, be sure to stop by the hamlet of Alta itself, a former mining boomtown that looks like a spaghetti western set.
  • 5218 Sandy Ground, Sandy Ground 2640, Anguilla
    Sailing is Anguilla’s national sport, but it’s also the best way to explore the island’s dreamy Caribbean shores—and the best way to explore its marine life while in transit. Spend the day with Tradition Sailing Charters, gliding across iridescent blue waters on a 1978 50-foot sloop, drifting from one cay to another. You’re welcome to watch and learn how to sail if you’re a newbie, or to participate if you have experience. After a lunch stop at the only restaurant in Prickly Pear Cays, get underwater to check out this reef-protected bay where sea turtles, blue tang, and numerous other tropical critters thrive. There’s also a brown booby colony on land here.
  • 15B Rua Serpa Pinto
    One of Lisbon’s most unique and interesting shops, this high-design destination features colorful items (backpacks, handbags, blankets, shoes, homewares) made from burel, a Portuguese wool that, until recently, was used for little more than the heavy cloaks worn by shepherds in the Serra da Estrela mountains. For Loja da Burel, the storeowners resurrected the fabric as well as its artisanal weaving process, breathing new life into a Portuguese mountain tradition. While not everything here is entirely practical, it’s all very well-made and quite beautiful, making the store worth a visit even if you’re not in the market for a wool baseball cap.
  • Saemunan-ro, Sajik-dong, Jongno-gu, Seoul, South Korea
    The Four Seasons earns its five stars for everything from its location—smack in the middle of Seoul’s most-visited palaces and landmarks—to its detailed amenities, such as customizable mattresses. Rooms overlook Gyeongbokgung Palace, the largest and arguably most beautiful of the royal residences, or Cheonggyecheon stream, each a few minutes’ walk from the hotel. Its seven restaurants and lounges include a two-level sushi and sake bar, a Michelin-starred Cantonese restaurant, and an exotic cocktail bar hidden speakeasy-style in the basement. The massive wellness center combines traditional Korean spa rituals with personalized beauty treatments and a 24-hour gym with panoramic views. An indoor pool and saunas, a virtual golf simulator, and a Lego kids’ lounge provide something for every guest.