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There are a handful of appealing options in the West Loop, but the most exciting is the Hoxton Chicago, whose laid-back lobby is filled daily with locals and guests working, meeting, dining, drinking, or hanging out with a coffee. Part of the socially focused Hoxton hotel group that launched in London’s East End in 2006, this 182-room hotel has become the West Loop’s top rendezvous spot for meetings (unless you’re a member of nearby Soho House), but upstairs is just as enticing. We love “Flexy Time,” which allows guests to check in and out whatever time of day they like, so long as they book directly through the hotel website.

Suppose I told you there was a small, remarkably idyllic and fairly unpopulated island in the Caribbean just a short distance from the mainland United States, an island so immaculate, plans were in the works to make it a National Wildlife Refuge, an island with a beach rated one of the best beaches in the world, an island where you could basically do whatever you wanted along its iridescent shores with little chance of being interrupted by prying eyes.... What’s the first thing you’d do? Well, if you were the U.S. military back in 1901 and the destination in question was the island of Culebra, you’d blow it all to hell! For nearly 75 years, bombs pounded Flamenco Beach on Culebra, la “Última Virgen,” while the U.S. military used it for target practice. Protests drove the Navy away, but some relics remain on the once pristine sands as a reminder of how never to treat one of the best strips of beach in the world. During the weekends, Flamenco Beach can get fairly crowded with “mainland” Puerto Ricans taking the ferry over for a day in the sun, so I recommend you make time during the week for a more secluded experience. There are vendors nearby, but not too near, to make your stay a pleasant one with local cuisine and plenty of ice-cold beer.

Simple, skilled treatment of raw product is the hallmark of the cuisine at Narru. With a chef once named in the Wall Street Journal as a top young chef to watch in Europe, the food here is quite simply delicious. Stars are the tomato salad, the seafood rice dish of the day, the crema de queso for dessert, and the secreto ibérico, an incredibly juicy cut of pork.

Local chef Donnie Masterton long ago refined the art of matching sensory experience to fine food, and The Restaurant, on Sollano in the Centro, offers thrills on every level. Dinner here is an occasion for shirts with collars for men and shoes otherwise reserved for dancing for the women. (Dancing, by the way, often erupts in the bar in the wee hours, so it’s good to be prepared.) And while every night at Donnie’s proves a visual treat, Thursday nights are the see-and-be-seen scene, when locals stop in for gourmet burgers—available that night alone—with their Chateau Puy Blanquet St. Emilion Grand Cru.

At the top of Big Cottonwood Canyon, only 30 miles from downtown Salt Lake City, Brighton Resort hosts a humble-but-steep 1,050 acres of skiable terrain. Nestled in a beautiful bowl surrounded by Clayton Peak, Mount Wolverine, and the Honeycomb Cliffs, the no-frills ski area focuses on the business of what some think of as the local’s mountain. There are some accommodations and restaurants available. With access to incredible backcountry terrain, the resort offers single-ride lift tickets. But some would argue that with all the cliffs, chutes, and other natural features found within the ski area, dropping into the backcountry is hardly necessary.

Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.

Tahiti invented the concept of the overwater bungalow so, when visiting, you’re almost compelled to stay in one. The island’s top luxury resort, the InterContinental, offers 32 surprisingly affordable options, plus a few hundred rooms in three beachside buildings, two infinity pools, a swim-up bar, a private beach, and a lovely spa. Modeled after traditional Polynesian fare houses, the bungalows reach out over the lagoon and include roofs woven from pandanus leaves, private jetties that provide direct access to the water, and terraces ideal for watching the sunset. When hunger strikes, head to the onsite Tiare Restaurant, which features an open kitchen and nightly Tahitian dance performances, or Le Lotus, which is set in an overwater building and gives off a romantic vibe with live piano, gorgeous views, and French cuisine. The resort is also home to the Tiki Bar, a favorite local watering hole that serves cocktails in coconuts.

For a modern Texas steakhouse experience done right, look no further than this perennial upscale favorite, opened in 1999 by noted restaurateur Phil Romano. The main attractions are the meats, including top-of-the-line prime steaks, chops, and Japanese Wagyu, but there’s also quality seafood, exceptional sides and appetizers, handcrafted sushi, and a wine list packed with 500 well-selected labels. Go big with caviar, oysters Rockefeller, Spanish octopus, or a foie gras–topped deviled egg for a starter, and a prime-aged porterhouse or surf-and-turf main course—accented by shareables like mac-and-cheese, duck confit potatoes, and chili-dusted broccolini. There’s also a seafood selection with classics like lobster and scallops, and a full sushi menu of platters and rolls; one of the latter—crafted with shrimp tempura, avocado, cream cheese, and eel sauce—is named for the local Park Cities area. Desserts are equally creative, so save room for the S’mores Baked Alaska or the Captain Doughnut, made with Cap’n Crunch, bourbon maple syrup, and “cereal milk” ice cream. In addition to its elevated cuisine and wine list, Nick & Sam’s is known for its sleek, art-lined setting, sophisticated bar scene, and friendly service—though the types of cars filling the valet lot are a quick reminder that this is also the kind of place where high rollers and pro athletes come to easily drop thousands on dinner.

After years at its original, jewel-box-like (and maybe even a little solemn) location, the city’s high temple of Mexican regional cuisine has moved to a more expansive—some say more relaxed—space. It includes more light, a bar area for “taco omakase,” and large windows overlooking the garden, plus a groovy, midcentury accent that might recall Manhattan’s late, lamented Four Seasons restaurant. Changes aside, diners can still count on a six-section prix fixe menu, with each section home to multiple bites involving an astounding variety of local ingredients that even most Mexicans have never tasted, all exquisite enough to have placed Pujol on several best-restaurants lists for years running. And yes, you still get a taste of chef Enrique Olvera’s mole madre, well over a thousand days in the pot as of this writing.

This incredibly innovative Catalan-inspired restaurant is led by world renowned chef Daniel Negreira, who learned his craft under the watchful eye of Ferran Adrià at the former Number 1 restaurant in the world, elBulli. DN innovación is a great example of how fine dining has recently exploded in Taipei, a city known as much for its food as for its tourist sites. Although Negreira was trained in the mountains of Spain, he gains a lot of inspiration from Taipei, especially the city’s many markets. Be sure to make reservations well in advance, as this popular restaurant fills up fast.

Mexican food is extremely varied, and even just considering the cuisine of the state of Oaxaca, there is great diversity. The Isthmus of Tehuantepec is where the land thins to the narrowest strip between the Gulf of Mexico and the Pacific Ocean. Here the weather is hot and sultry and the food has its own distinct flavors. Zandunga restaurant in Oaxaca city serves specialties from the Isthmus region, including some seafood dishes, and a few kinds of mole. You’ll also find an impressive list of over 60 types of mezcal. All meals begin with complimentary totopos (the regional tortilla chips) and minilla (spicy fishmeal), and salsa. Then take your pick of items from the menu. Maybe some molotes de platano or garnachas to start, and then the enchiladas with two types of mole for the main course. It’s all muy sabroso.

Need some boba for bubble tea? Done. Seafood that’s alive and kicking? No problem. Fancy Russian chocolate? Easy. Dragon fruit? Cactus (edible cactus, of course)? Seven different kinds of eggplants? Frying cheese, Parmigiano Reggiano (not the parmesan that comes from anywhere buy Parma), brie, feta? Wine, beer, sake, lychee juice? Japanese curry, Thai curry, Jamaican curry? Wasabi mayonnaise? Lard, blood sausages, chicharrones? Eclairs, honey cake, baklava? You get the point, right? You even get your number one priority when looking for a farmers’ market: laundry detergent. This market has aisles for tons of cuisines, and free samples to boot! Try tacos, rice with furikake, you name it. And that doesn’t tie you over, buy some empanadas or korean sweets to eat on the spot.

One of Cancun’s newest restaurants, Julia Mia (My Julia) serves Mexican nouvelle cuisine, with traditional favorites at affordable prices. This downtown restaurant is definitely worth a trip from the Hotel Zone. Julia Mia reflects the belief of sisters Lupita and Irma Chavez that: “A woman is not afraid of anything or anyone. She enjoys life and her traditional Mexican drink, tequila, as well as the best selection of recipes from Mexico that integrate tastes and smells, always respecting and honoring each ingredient.” The menu features favorites with a twist, such as sea bass tacos, blue crab taquitos, roast corn soup, and salmon and garlic octopus fettuccine. For dessert, try the chocolate volcano or the chocolate truffles with mole and churros. On Fridays, Julia Mia features live Mariachi music, and in September, a special menu and events celebrate Mexican Independence.

Hyde Park is happening. Catering to the University of Chicago crowd and its visiting dignitaries, the five-year-old Sophy takes inspiration from hometown literary and musical heroes, whose artworks ornament the walls in the popular and always convivial Mesler restaurant. Taking the title of the first boutique hotel on Chicago’s South Side when it opened in 2018, the property occupies a prime spot on 53rd Street—a vibrant commercial hub lined with shops and restaurants owned and frequented by a diverse population that range from academics to local politicians to the city’s cultural influencers. Former UofC professor Barack Obama’s home (and his under-construction presidential library) are nearby.

Located in the Railyard District, the friendly and efficient La Choza (Spanish for “the shed”) doles out traditional New Mexican fare. Start with the satisfying posole (a hominy). Try the stuffed sopapillas with an earthy red chile, and classic huevos rancheros. Don’t be afraid to sample the hearty, non-traditional green chili clam chowder. The series of dining rooms are peppered with local art, and while you wait for your order, don’t miss the ample tequila list.