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  • Cerro Alegre, Valparaíso, Región de Valparaíso, Chile
    One of the delights of Valparaíso is exploring the colorful hillsides that ramble down towards the sea. Take the century-old funicular elevators Ascensor Concepción (Turri) or El Peral near the main plaza, constructed between 1883 and 1911. Once high into the hills of Cerro Concepción & Alegre, explore the meandering alleyways and cobblestone streets on foot. There are boutiques, cafés, mom-and-pop shops, old school bakeries, bars, restaurants, art galleries, and church bells tolling. It often feels more like a small village than a city. Climb up and down the many staircases often lined with bright graffiti. In the distance, the bay gleams in sunlight and the busy port never tires. At dusk, the lights twinkle like fairylight. Grab a table at a spot like Café Turri for a view of the sunset and a cocktail.
  • Espanola, NM, NM, USA
    Up a dirt road that feels more like someone’s private driveway, past the village cemetery with its handmade crosses framed against a dusty hillside, the Penitente Morada in Abiquiu sits crouched on the earth, a wonderful secret, discreet against one of Georgia O’Keeffe’s signature vistas. A simple bell and three wooden crosses hint to the secret society that gave rise to this chapel, recently restored but dating back to the 1700s. New Mexico‘s depth of history always astounds at these northernmost reaches of the search for Cibola. I like to remember I was hardly trying for a perfect shot when I framed this picture after a two-hour private tour of O’Keeffe’s home; my senses were already on overload. Everything is just clearer and crisper in the high desert light.
  • 6380 Silverado Trail, Napa, CA 94558, USA
    Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

    Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

    Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.
  • Vetrlidsallmenningen 2, 5014 Bergen, Norway
    If you have time or money for only one memorable dinner in Bergen, 1877 is the pick. The restaurant’s menu transforms every six weeks based on the chef’s inspiration and the availability of local ingredients. Autumn brings apples, pears, and plums, while winter serves up fresh seafood from Norway’s ice-cold waters. Potatoes and other root vegetables are popular sides throughout the year. Book well in advance to enjoy simple Norwegian ingredients brought to life in a nostalgic setting.
  • Naviglio Grande, Italy
    While few in number, Milan‘s canals can be charming. Naviglio Grande, the largest, is my favorite to walk along. Lined by shops, outdoor cafes and bars, there is life alongside the water anytime of day. If you’re lucky you’ll catch the Antique Market that fills up the walkways on some Sundays. It is a treasure trove of pottery, jewelry, vintage designer clothes, and Murano glass—Milanese have impeccable taste for both the old and new.
  • Place Sainte-Croix, 45000 Orléans, France
    The Cathédrale Ste-Croix, where Joan of Arc attended Mass on May 2, 1429, during the Battle of Orléans, is most famous for its 10 stained glass windows illustrating scenes from her life. However, the neo-Gothic cathedral—built over 600 years, from 1287 to its official inauguration on May 8, 1829—is worthy of praise in its own right, especially its western facade, with its ornate stonework, 288-foot towers, and three spectacular rose windows. Among the five largest Gothic cathedrals in France, the church is also home to a beautiful choir section and deambulatory, filled with interesting stonework and decoration.
  • Somerset Falls, P.O.,, Hope Bay, Jamaica
    There’s no shortage of refreshing waterfalls in eastern Jamaica. But after Reach Falls, I’d say Somerset—also located on the east coast—is a close second in natural beauty. Somerset Falls’ cascades can be reached by hiking or by canoe ride along the river. Either way, it’s a stunning, still relatively verdant area teeming with bird life—resident parrots—and caves to explore. It’s easy to find too, ideal for a day trip from either Port Antonio or Ocho Rios. Look out for a billboard right off the paved northern highway, about an hour and a half north of Ocho Rios.
  • Bellmansgatan 1, 118 20 Stockholm, Sweden
    If you’re a fan of late Swedish author Stieg Larsson’s award-winning Millennium trilogy, or have read his book selections on long-haul flights, you might be interested in exploring the backdrops and settings of this suspenseful crime drama series. Take a guided tour (group or individual) that walks you through Stockholm’s edgier bohemian neighborhood of Södermalm, and visit spots like Mellqvists Kaffebar (which both fictional journalist Mikael Blomkvist and real-life author Stieg Larsson frequented) and Fiskargatan 9—an expensive address with stunning views over Djurgården and Gamla stan (Old Town) where protagonist Lisbeth Salander buys her 21-room apartment.
  • 4400 Forbes Avenue
    Whether you’re a fan of awe-inspiring dinosaur skeletons & dioramas, or 19th century European painting, the Carnegie Museums of Pittsburgh have you more than covered. The Carnegie Museum of Natural History is a great place to learn about the history and development of life and human cultures, while the Carnegie Museum of Art offers a broad spectrum of collections, including contemporary art, photography, decorative arts and design, and the Heinz Architectural Center. The best part is, admission to one buys you admission to both, so you can indulge your interests in the Jurassic period and Impressionism in one go.
  • 451 E Main St, Bozeman, MT 59715, USA
    On Main Street in downtown Bozeman, the Garage is a funky place for a casual meal. Car parts hung on the walls and license-plate-frame menus (not to mention the name of the place) reveal the eatery’s former life as a fix-it shop. Now the space serves suped up diner fare such as bison burgers with grilled mushrooms and Swiss cheese. Be sure to visit the self-serve “soup shack” where the cooks’ latest creations might include sausage and mustard, green chili pork, or Thai coconut soup. Save room for a huckleberry ice cream dessert.
  • 120 N Main St, Hannibal, MO 63401, USA
    Located in the small river town of Hannibal, the Mark Twain Boyhood Home & Museum is actually a cluster of eight buildings that pay homage to one of America’s most celebrated authors. Visitors can tour Mark Twain’s Boyhood Home & Garden—a designated National Historic Landmark—to see where Samuel Langhorne Clemens grew up and the real adventures of Tom Sawyer took place, then pop into the Interpretive Center to view a timeline of his life and several interactive exhibits. Also worth checking out are the Huckleberry Finn House (where Tom Blankenship grew up), the Becky Thatcher House (featuring a museum dedicated to Laura Hawkins and childhood in the mid-1800s), the J.M. Clemens Justice of the Peace Office (where Twain’s father held court), and the Museum Gallery (home to 15 Norman Rockwell paintings and treasured Clemens family artifacts). Before heading out, be sure to pose for a family photo in front of the Tom & Huck Statue, which sits at the foot of Cardiff Hill.
  • Haštalská 753/18, 110 00 Praha-Staré Město, Czechia
    At this Michelin-starred restaurant, food is a performance art and the results deserve a standing ovation. That said, this is Prague, so although the food and presentation are comparable to other first-class dining experiences in Europe, the vibe and the service isn’t stuffy at all. At La Degustation Boheme Bourgeoise, the ingredients sourced from local producers, are based on the recipes penned by the famous 19th-century cookbook writer, Marie B. Svobodová, author of Cookery School. The eight-course menu is punctuated by interstitial amuse bouches and paired with Central European, French, and Italian wines, as well as cucumber, sour cherry, and red currant juice; recent menu courses include beetroot with licorice goat kefir, kohlrabi with whey and nutmeg, and duck with pear and cinnamon.
  • 55 Music Concourse Dr, San Francisco, CA 94118, USA
    The California Academy of Sciences is an unfortunately stuffy name for an institution that is anything but staid. The country’s largest natural-history museum includes an aquarium, a planetarium, an enormous rain-forest exhibit under a 27-meter-tall (90-foot-tall) dome, and a living roof that looks like a science-fiction fantasy. A visit here can feel like a trip to an amusement park, with a series of attractions to check out, but all of them are educational. The building itself is part of the appeal of the Academy. (Like the nearby de Young, the old home of the California Academy of Sciences was damaged in the 1989 Loma Prieta earthquake, and starchitect Renzo Piano designed its very environmentally friendly replacement.) It would be easy to spend an entire day or more seeing all of the Academy’s exhibits, so be prepared to pick and choose among them.

  • 30 Kings Point Rd, Somerset Village MA 02, Bermuda
    One of Bermuda’s most historic resorts—there’s even a 300-year-old sea captain’s cottage on the property—Cambridge Beaches is a traditional rose-hued confection that matches its four pink-sand shores. Though an English country club vibe prevails in many of the public spaces (think tennis whites and croquet on the lawn), the rooms are anything but stuffy, outfitted with vibrant coral and lime-green sofas, zebra-striped rugs, and in some rooms, private plunge pools. Relaxation can be found in the marine-sourced treatments on offer at the Ocean Spa, but if you’re looking to excite the palate, the acclaimed Tamarisk restaurant plates up local takes on creole specialties, from the iconic Bermudan fish chowder to fresh-caught lobster baked in garlic and coconut oil.
  • Mondul 1 Village, Svay Dangkum Commune, District, 563 2 Thnou St, Krong Siem Reap 17252, Cambodia
    It may seem unbelievable now, given the pace of Siem Reap’s evolution, but reliably great coffee and other deli and bakery staples were tough to find before Blue Pumpkin set up shop near the turn of the millennium. Success may have changed the venture—it now has a number of outlets in Siem Reap, and several more in Phnom Penh—but the philosophy of serving simple but high-quality Asian and Western dishes remains intact. Menu highlights include generously proportioned breakfasts and sandwiches, decadent cakes, famous yogurt shakes, and a wide selection of homemade ice creams and sorbets.