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  • 501 Calle Norzagaray, San Juan, 00901, Puerto Rico
    Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)
  • Plaza de la Constitución, Centro Histórico de la Cdad. de México, Centro, 06000 Ciudad de México, CDMX, Mexico
    Its massive size, centrality to daily life in the capital, and easy accessibility (a Metro station opens up right onto the plaza) makes the Zócalo an ideal place for large-scale temporary exhibits. The government hosts occasional exhibits and makes entry free for residents and visitors alike. Past exhibits have included Gregory Colbert’s “Ashes and Snow,” a show of large-format photos of animals and people, and Willy Souza’s “Mexico en tus sentidos” (“Mexico in your senses”), lush, vivid photos of people and places around Mexico. To see if a show is planned during the time you’ll be visiting, check the website of the Secretary of Tourism.
  • The bars along 5th Avenue start hopping as early as sunset, but Calle 12 doesn’t pick up until well after dark. Pronounced kah-yeh doh-say, the lane is Ground Zero for Playa del Carmen’s wilder nightlife, with nightclubs and bars on both sides of the street between 10th and 1st avenues. The hottest venue depends on when you go—which night, week, or even season—but the most popular spots include Coco Bongo, La Vaquita, Coco Maya Beach Bar, and Mandala. (Note: Things don’t start till 11 p.m. at the earliest on Friday and Saturday nights.)
  • 2448 E Burnside St, Portland, OR 97214, USA
    Chef Joshua McFadden is Portland’s “vegetable whisperer.” That’s no small accolade in a town where vegans roam free and farm-to-table is table stakes for most high-end restaurants. Tusk, his Middle Eastern–inflected restaurant on Burnside Street, turns out small plates under the watchful eye of his business partner, chef Sam Smith. Each dish is near reverent of its ingredients, with “Vegetables, Fruits, Grains” literally at the center of the printed dinner menu. Brunch at Tusk is a more eclectic affair, and also one of Portland’s hottest weekend seats. The bright space even makes the wait for a table a pleasant experience and one well worth the time it takes for the chance to taste the creations of one of Portland’s premier chefs.
  • 451 Requa Rd, Klamath, CA 95548, USA
    Originally built to serve the area’s fish canneries, the Historic Requa Inn, at the base of the Klamath River, is one of the few small hotels right near Redwood National and State Parks. You can come for dinner even if you’re not staying at the inn, which is run by a local family. They offer a prix fixe menu Wednesdays through Sundays from April 1 to October 31. The only seating is at 7 p.m., and what you get is a communal, family-style meal: A small group of people sits around a table and shares a selection of seasonal Californian dishes, which are all crafted using ingredients sourced from a nearby organic farm. (Think of it as having dinner with your family, just tastier.) Make a reservation ahead of time, since spots are limited. Visitors can also pick up a picnic lunch here if they order one 24 hours in advance. Although an old establishment, it’s well-kept; guests will find there is no TV or phone in their room, which provides the perfect excuse to sit outside and enjoy the water going by.
  • Via del Politeama, 23/25, 00153 Roma RM, Italy
    A local landmark, Taverna Trilussa has been a Trastevere hangout for nearly a century. The ivy-covered entrance opens to a lively family-run trattoria where prosciutto and dried herbs decorate the walls alongside the usual trappings of vintage photos, books, and paintings. Taverna Trilussa is most famous for its tableside serving of typical Roman dishes like bucatini all’Amatriciana and cacio e pepe, theatrically tossed about in a frying pan or even a Parmesan wheel. Reservations are a must, or else expect to queue up alongside all the tourists waiting for a plate of mozzarella in carrozza.
  • 1080 Ski Lodge Rd, Maggie Valley, NC 28751, USA
    The Southeast may not offer the never-ending runs of the Rockies, but when you need your fix, snow is snow, and Cataloochee’s 740 feet of vertical drop and 5,400-foot summit elevation rank it among the region’s best. Five lifts service the mountain, including the Omigosh lift to the summit and access to a wide beginner-friendly area aptly dubbed Easy Way. For late risers, a twilight pass grants access from 1 p.m. to 10 p.m. (also allowing time to hit the tubing park in the morning). Nearby Maggie Valley offers ample dining and lodging, plus easy access to the national park. Be sure to detour to Cataloochee Valley in the morning or evening for a glimpse of the elk herd that was successfully reintroduced into the park in 2001.
  • 135 Smokemont Riding Stables Rd, Cherokee, NC 28719, USA
    Smokemont’s horseback-riding routes, which average $30/hour per rider, can easily fill the better part of a day spent outside. The most popular ride is a 2.5-hour expedition that climbs uphill to a hidden mountain waterfall. It’s possible to extend the ride to four hours, adding a second waterfall and a scenic trip along the Oconaluftee River. For those not inclined or physically able to ride a horse, calmer horse-drawn wagon rides are even more affordable and offer many of the same views of the river (there’s also no minimum age for a wagon ride, but only children five and older are allowed on horseback). Smokemont’s season runs through October, making it one of the finest ways to take in Appalachia’s changing autumn colors.
  • 424 Eaton St, Key West, FL 33040, USA
    The tiny Flaming Buoy Filet Co. is located down a residential street (walk or come by cab—you won’t find parking), so it feels removed from the crowds along Duval Street. From the simple menu, popular items include the appetizer trio plate (small servings of lobster macaroni and cheese, grilled shrimp with spicy lime chutney, and a caprese salad) and any of the fish specials. A lot of regulars choose the lobster macaroni and cheese as an entrée, too. Dine outside on a porch strung with twinkling lights, or opt for inside the mellow and air-conditioned dining room or at the bar. Reservations are strongly recommended, even in the off-season.
  • Ponce, 00730, Puerto Rico
    Ponce is Puerto Rico’s second-largest city and is nicknamed the “Pearl of the South.” Life here seems to move at a slower pace than San Juan, and that’s the way locals like it. For them, there’s nothing better than an evening or weekend stroll around Plaza Las Delicias, the main square, which is full of history and entertainment. Stop by the unmissable red-and-black–wooden firehouse (now a museum) to learn more about the central roles that fire and firefighting have played in Ponce’s history. Then work your way around the square to see Ponce’s symbol, the lion, anchoring each side of the plaza, the church, the fountains, and finally, Kings Cream, a no-frills emporium that sells small cups of ice cream—with flavors such as passion fruit, peanut, guava, and coconut—at bargain prices.
  • 726 St Peter, New Orleans, LA 70116, USA
    Preservation Hall occupies a worn Creole town house that was originally built as a home in the early 19th century, and that had evolved into an art gallery and performance space by 1961. (It was founded by a man of philanthropic bent who fretted that the great, aging New Orleans musicians no longer had a place to play.) It hasn’t changed much since the ‘60s—audiences cluster on benches or stand along the back wall to hear whomever is playing that night. Among the glories of New Orleans is traditional jazz, which is still very much alive here and never feels as if it belongs in a morgue—or even an intensive care unit. Check the schedule for upcoming acts, but don’t get hung up on specific performers; every night offers something worth stopping by for, and everyone leaves in a better mood than when they arrived.
  • 32 Maxwell Road #03-01, Singapore 069115
    You know when the elegant maître d’ greets you at the door like a VIP—even if you’re not—that you’re in a first-rate Italian restaurant. Owned and operated by Italians, Otto is located in a restored heritage building, and its decor is a fusion of black glass, polished metal, and oak. The service is excellent (not always a given in Singapore) and the wine list is, too; but you’ll remember the food most of all. The mushroom-and-rosemary risotto is delicious, and so is the homemade walnut-and-ricotta tortelli with spinach velouté sauce. Savor the crispy suckling pig lacquered with honey, or the Hokkaido scallops carpaccio. Whatever your main dishes, dessert is a must. And not just the tiramisu and crème brûlée; the warm chocolate cake with Haitian vanilla ice cream and the mango-and-passion-fruit millefoglie with peach coulis are divine.
  • Bäckerstraße 6, 1010 Wien, Austria
    Don’t even think about leaving Vienna without having at least one schnitzel dinner. Sure, you can find the crispy breaded veal and pork cuts at restaurants all over town, but where you want to go is to Figlmüller, where the pork schnitzels are a good foot in diameter and spill over the edge of the plate. Just minutes from Stephansdom cathedral, the original, rustic Figlmüller is tucked into a narrow shopping gallery between streets. Just outside the passageway, the Figlmüller family’s sister restaurant Lugeck opened in 2014 with upscale cuisine served in a gorgeous art nouveau building. Its interior is done in a contemporary beechwood look, and its front terrace looks right at a towering statue of Gutenberg on Lugeck Square.
  • 100 Queens Park
    From the outside, the Royal Ontario Museum appears to have been struck by a mineral formation from outer space. When the original building was overhauled by starchitect Daniel Libeskind, many locals were dismayed by the new addition, called the Michael Lee-Chin Crystal, but most have come around to its angular charms. Visitors to this museum of world cultures and natural history can work their way through galleries showcasing Chinese sculptures, Canada’s First Nations artifacts and crafts, dinosaur skeletons, and Byzantine artwork. Special exhibits have included everything from the intricate textiles of Mexico to an in-depth look at the culture of tattoos.
  • Tenaya Lake, California, USA
    Tenaya is not only one of the most beautiful lakes in Yosemite, it’s one of the most accessible—when Tioga Road (the only road in the high country) is open, usually May through October. The fact that it’s easy to get to makes it one of the most popular sites in Yosemite, but because it’s located 8,150 feet about the valley floor, it’s still a lot less crowded than other attractions. The sandy swimming beach on the east end of the clear alpine lake is a favorite spot for sunbathing, with granite domes surrounding three sides. There’s also a smaller, typically less busy beach on the west end, but you’ll have to do a little wading to get there. For landlubbers, there’s an easy 2.5-mile hike around the lake.