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This semi-outdoor market on Juta Street in Joburg’s Braamfontein neighbourhood is fun fun fun. Eat oysters from Namibia, drink craft beer from South Africa, and devour paella, gelato, cheeses, chocolate...a food lover’s paradise! Open on Saturdays.

Built in the 1920s by a Croatian businessman, Palacio Astoreca underwent two years of refurbishment and restoration before opening its doors as a boutique hotel in 2012. The work was carried out to a meticulous degree, maintaining the original parquet floors, and adding splashes of color with art deco furniture and modern art, including one piece by Switzerland’s Frédéric Clot. The stucco-and-brick mansion rises up from the streets of Chile’s port city, Valparaíso, like a piece of red-and-white confectionary.

A statement staircase winds up to the 23 rooms, some of which have stand-alone bathtubs. And the basement level is home to a small spa with an open-air, wood-fueled hot tub set alongside a living wall. The reception level and entrance hall open out onto a terrace where lunch, tea, and cocktails are served, allowing guests prime views over the hilly city and Pacific Ocean. There are quiet corners for those seeking a solitary moment, including a library and a piano bar, which comes to life in the evenings with live music.

College-town hiking aficionados usually know where to eat, so when the guys up the street at Babbitts Backcountry Outfitters told me this was one of the best places in town for weekend brunch, I went. A lunch-and-dinner place during the week, Criollo Latin Kitchen opens up on weekend mornings with offerings from blue corn pancakes to pork belly tacos, with poblano cheddar grits, sweet ancho chili sausage gravy, and Haitian ‘ti-malice'-inspired relish to go with eggs over easy. And along with the artists’ paintings that change monthly, the food is “local” as well—the menu and the chalkboard on the wall will let you know the ranches and farms in Arizona and Colorado that are the sources for Criollo’s organic ingredients. On this particular morning, I had the “huevos motuleños,” the Yucatán’s version of “huevos rancheros.” And get some bacon—it’s hearty, comes from Black Mesa Ranch in the White Mountains, and will make you want to bring the word “toothsome” back into popular usage. Even if you’re just passing through Flagstaff on your way to the Grand Canyon, or driving from Albuquerque to Los Angeles, Criollo is worth a stop. It’s just a block north of historic old Route 66 downtown. (Criollo is owned by the same folks who opened the nationally-renown “Brix” just up the street—Flagstaff is becoming a restaurant mecca—and its newest sister restaurant is “Proper,” way down the road in Tucson. “Taco Tuesday” evenings with inexpensive margaritas can be crowded.)

West Randolph Street in Chicago’s West Loop has become a new home to the city’s culinary talents. Stephanie Izard first drew crowds cooking dishes like roasted pig face at Girl & the Goat (the restaurant pictured above). She then opened Little Goat, a retro diner, across the street. Graham Elliot Bowles keeps it simple at his casual g.e.b, where each dish has no more than three ingredients. On a more elegant note, the prix-fixe menu at Grace, from chef Curtis Duffy, features dishes such as kampachi with coconut, lime, basil, golden trout roe, and pomelo presented in a cylinder of frozen ginger water.

Mama Shelter’s owners, who launched the Flèche d’Or indie rock club across the street, turned an outlying location in the 20^th arrondissement into an advantage. They enlisted Philippe Starck to design the restaurant, bar, pizzeria, and summer rooftop terrace—which now attract poets, artists, and counterculture types from across the city. The hotel’s street cred is still intact years after the 2008 opening, and the decor—black ceilings turned into graffiti chalkboards bearing literary quotations; Mexican wrestling and Halloween masks turned into lamp shades; tree trunks used as stools—remains relentlessly hipster without being overwhelming; guests could be young parents with sleeve tattoos toting baby carriers in the elevators.

A five-level emporium specializing in French luxury brands (Louis Vuitton, Dior, Chanel), Le Bon Marché traces its origins to a stall run by a hatmaker’s son and his wife in 1852. The beauty department is under an Art Deco glass ceiling; the third floor features an extensive children’s department with toys, books and clothing. La Grande Épicerie de Paris, Le Bon Marché’s expansive and extraordinary food hall, is across the street.

Pier 1’s greatest appeal is its setting: The open-air restaurant and nightclub occupies a pier that extends out into the Caribbean in Montego Bay. By day and into the early evening, the restaurant draws visitors and locals interested in a good meal with a stellar water view. At night, regular parties start late and run into the wee hours of the morning. Skip the noisy chain restaurant-bars down the street and try something more Jamaican, instead.

Tucked away in the Kalorama neighborhood is an urban oasis of steps and terraces connecting S Street and Decatur Place NW. Designed in the early 20th century during D.C.'s “City Beautiful” movement, the Spanish Steps vaguely resemble the original version in Rome, but the smaller scale and residential surroundings create an intimate, sheltered feeling. Like Rome, D.C.'s Spanish Steps are a neighborhood landmark and a natural gathering place with a romantic touch.

Just a few blocks from the bustle of Old Town and Duval Street, this Caribbean-style resort is a serene retreat with a swath of white-sand beach, a pool concierge, and a private pier for fishing or gazing out over clear turquoise waters. All of the contemporary rooms and suites are generously sized and have private balconies with views of the pool, courtyard, or ocean, but the real draw remains right outside your door. Guests can snorkel off the shore, face off on the giant chess board, or simply sway between two palms in one of the beachside hammocks. They also have privileges at sister resort Casa Marina, just up the beach, including at the oceanfront Spa al Mare. Have kids in tow? The hotel offers a full roster of activities, plus babysitting services for parents who want to hit the town.

The outdoor cantina upstairs at the famed Coyote Cafe makes a perfect spot to perch and enjoy a bird’s-eye view of the bustle of the Santa Fe streets. Try the Lava Lamp cocktail, a more-delicious-than-it-sounds blend of draft beer and a frozen margarita. Other concoctions like the prickly pear margarita make excellent companions to the warm, thickly cut tortilla chips and fire-roasted salsa.

In 2001, hotelier Ian Schrager tapped French designer Philippe Starck to reconceptualize The Clift Royal Sonesta Hotel’s wildly modern interiors. A complete contrast to the building’s historic facade, the lobby is dark, edgy and filled with a quirky smattering of cool furniture—among them chairs by Ray and Charles Eames, a coffee table by Salvador Dali, and a surreal stool by Renee Marguerite. Upstairs, splashes of lavender brighten more neutral rooms, which feature wheelbarrow-shaped chairs and sleigh beds designed by Starck. Merino wool blankets are primed to battle foggy nights, while MALIN+GOETZ bath products soothe well-traveled skin with natural ingredients and science. Downstairs in the Redwood Room, a see-and-be-seen crowd nurses drinks. The swanky lounge sports sleek backlit shelves, its original redwood paneling, and a bar supposedly crafted from a single redwood tree. Though The Clift sits just up the street from Union Square, it feels far away from the tourists.

La Casa de La Abuela is a Oaxaca mainstay, on the corner between the Zocalo and the Alameda, Oaxaca’s two central squares. Find the entrance on Hidalgo street, and climb the steps up to the second floor. As soon as you enter you’ll see a big clay comal and a woman making fresh tortillas, the sign that this is the real deal: authentic Oaxacan food. They serve local specialties including four kinds of mole (almendrado, coloradito, amarillo and mole negro). Choose a spot by the window to enjoy your meal while you watch the action in the square below.

The winding streets of ancient Genoa all lead in one direction—straight up. Lace up your tennis shoes and keep climbing. Eventually you will reach a small park at the edge of the city, the entrance to one of the many fortresses that speckled its 17th-century walls. From here you’ll be treated to one of the best views of both old and new Genoa. Come at dusk for a stunning sunset over the urban edge of the Ligurian Sea. (And if you are too tired to walk back down, catch the funicular for less than two euros!)

Port Royal, once known as the wickedest city on earth and the Sodom of the New World, revels in its pirate past. The once-great city, now a fishing port, was at its height in the 1600s, when numerous brothels and drinking establishments thrived on pirates’ plundered gold. In 1692, the effects of an earthquake submerged part of the port, a tragedy that has actually preserved the town from being torn down or built over. Entire buildings and streets are clearly visible just beneath the water. The town that remains on dry land offers visitors fascinating archaeological sites to explore, including fortified walls, cannons, and crumbling buildings.

Its proper name is Neumos Crystal Ball Reading Room, but pretty much everyone just calls it Neumos (pronounced new-mows, a reference to the previous venue in that space, Moe’s Mo’Roc’N Café). The space includes the Pike Street Fish Fry, the Moe Bar, and a new downstairs venue, the Barboza. Neumos features indie rock, metal, hip-hop, punk, and electronica bands, plus DJ nights and special events. Happy hour is 3-7 p.m. every day, and includes $3 wells, selected $3 shots, $4 mojitos and margaritas, and $5 well shot + beer. On weekends, wells are $2, and Bloody Marys and mimosas are $4.