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The Prague Castle complex, which sits on the top of the hill above the city, dominates the skyline, and houses multiple palaces, churches, halls, and museums. The crown jewel of the complex is St. Vitus Cathedral. Construction of this Gothic and neo-Gothic masterpiece began in 1344 and took nearly six centuries to complete. The largest and most important church in Prague, which is surrounded by smaller chapels, is also the spiritual heart of the city. Bohemian and Czech kings and queens have been coronated here and are also laid to rest here underneath the cathedral. The exterior with its heavy bronze doors and carved stone is massive and imposing, but once you enter, the soaring Gothic ceiling overwhelms you with a feeling of lightness. The interior is filled with golden sunlight and glowing colors from the stained glass windows, designed by prominent 20th-century Czech artists, including art nouveau master Alphonse Mucha.

Comuna was born as an alternative cultural space and has now become a landmark in newly hot “BotaSoho,” what they call the hipster scene in Botafogo, an old-style but rapidly gentrifying neighborhood. Open till sunup, this stone mansion has gained renown for its homemade burgers—go for the ones that feature wasabi mayonnaise—and for the casual vibe, common enough in Rio, but which here more resembles that of a São Paulo bar. The pleasant patio is great for stand-up drinking and movie-watching, while the upper level is given over to food events, theater performances, parties, and more.

Set among the labyrinthine streets of the Gothic Quarter, this café offers a delicious selection of cakes, tarts, cookies, and other desserts—all baked by nuns from convents and monasteries around Spain. There are truffles from the sisters of Valladolid, cider cake from Santa Inés of Seville, and tea biscuits from the Convento Madre de Dios in Cáceres. Enjoy them with a cup of coffee or pot of tea, or try the famous hot chocolate. You can get a table upstairs, but it’s down below that you’ll want to score a seat: The space—a medieval-era Jewish bathhouse—features ancient stone walls and high vaulted ceilings. Live classical music concerts are occasionally held there, making for one of the more magical places to indulge your sweet tooth.

The close-in neighborhood called Colonia Roma was first developed at the dawn of the 20th century as a high-end suburb laid out along tree-lined boulevards and plazas. Prominent families erected elaborate residences in architectural styles ranging from neoclassical to art nouveau and even neo-Moorish. A century later—despite some ups and downs—the district is at a peak as one of Mexico City’s most fashionable areas, and old mansions now serve as retail spaces or smart dining rooms that open out onto the street, day and night, in that marvelous dolce vita way. Stroll the quarter’s main drag, Álvaro Obregón, afternoons and evenings, for a complete sampling of its urban pleasures; shopaholics with an eye for edgy design won’t want to miss the whimsical boutiques that line adjacent Cerrada Colima. Deeper dives into side streets and nearby plazas turn up even more surprises when you’re ready for a walkabout.

You’ll recognize this setting as one that appears in some of the most iconic Amalfi Coast photos. The villa’s riotous beds of pansies and garden walls covered with vibrant bougainvillea are as jaw-dropping in real life. One section of the gardens dates back to the 13th century, but only traces of the medieval part remains. Most of the space is dedicated to a Romantic era–style garden that was designed by Francis Nevile Reid, a wealthy Scottish expat who owned and restored the villa in the late-19th century. In addition to touring the gardens, a small museum on the grounds with a cloister and tower is worth visiting. From June through September every year, the Ravello Festival is held here.

Long the heart of the Condesa district (even during the dark days following Mexico City’s devastating 1985 earthquake), today’s Parque México is the quintessential urban park. Well-manicured with ample seating and a recently refurbished open-air forum that plays host to groovy neighborhood events as well as perennial skateboarders, the park’s venerable trees provide shade to the area’s easy-on-the-eyes crowd of joggers, dog walkers, cute old folks, and amorous teens. Along the garden’s perimeter, some of the city’s smartest apartment houses (often in flawless art deco style) share space with cool cafés, kicky boutiques, and crowded restaurants. Few city pleasures surpass Parque México’s people-watching (and pooch-watching) over coffee or cocktails, as golden sunlight streams through branches onto lively, see-and-be-seen sidewalk venues.

Day and night, dumplings are being made by hand, boiled and fried at the original branch of Mr. Shi’s in Baochao Hutong and at the Sanlitun outpost. This is not your corner dumpling joint but a cleaned-up space where the menus are in English and the menu overflows with more than 50 varieties of dumplings. There are the traditional—think pork and chive or leek and egg—and there are the unusual, such as pizza (cheese and tomato). While you can certainly live on dumplings alone, Mr. Shi’s has solid sides, including sliced cold cucumbers with garlic (a treat on hot summer days), a nice tofu salad, and stir-fried egg and tomato, a home-style classic that’s also available in dumpling form.

All those Willamette Valley pinot noirs you’ve heard about? This is the wine shop in Portland where you’ll find many of them. Fresh off a move in 2016 to a former brasserie, Park Avenue Wines now covers 8,500 square feet of space and includes a wine bar called Bardot, storage for your wine (wine lockers!), and plenty of room for evening tasting events. Northwest wine aficionados will want to join one of the wine clubs, one of which focuses solely on wines from the region. As a place to start an education about the wines from the Willamette Valley and environs, it’s hard to beat.

Portland’s only southern Thai fried chicken restaurant also happens to be the city’s best fried chicken restaurant, full stop. It helps to have one of Portland’s ambassadors of Thai cuisine, Earl Ninsom—of impossible-to-reserve Langbaan and takeout staple PaaDee—behind the counter-service concept in the cheery, narrow space where diners rub elbows with the cooks. The unique style of preparing the birds, which are rubbed with cumin, white pepper, coriander, and fresh garlic before they’re breaded with rice flour, fried, and served with fresh shallots, results in a crispy, spicy, just-light-enough flavor profile. Pair with the housemade curry and roti, mixing and matching and dipping as you go, for maximum enjoyment.

Wish that your one-stop shopping and dining location had high-concept ice cream, ramen, and New York–style pizza? Look no further than Pine Street Market, Portland’s first modern food hall. Home to some of the city’s best-loved restaurateurs, it counts among its popular food stands Wiz Bang Bar (featuring the nation’s only high-concept soft serve from the folks at Salt & Straw), Bless Your Heart Burger (done Carolina-style, from Toro Bravo’s John Gorham), and OP Wurst (from local wurst-meisters Olympia Provisions). The 10,000-square-foot space in the renovated 1886 Carriage & Baggage Building is listed on the National Register of Historic Places and was the site of the Old Spaghetti Factory until 1981.

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.

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.

Not only a star in Vienna, but on the world culinary scene, Steirereck is also breaking new ground architecturally. A few years ago, the restaurant, situated in a landmark art nouveau building amid the leafy Stadtpark, unveiled a futuristic redo. Blond wood and a white contoured ceiling now accent the new blocklike spaces which extend outward and whose reflective facade highlights the surrounding parkland. Showcasing chiefly recipes from the Styria province, fixed menus include novelties like char with beeswax, yellow carrot, pollen, and sour cream, while the cheese carts offer a selection of the more than 100 varieties available here. During the meal, a detailed menu card delivered between courses provides information about the dishes you are enjoying. The building’s lower-level Meierei im Stadtpark restaurant is a more casual dining option.

How’s your billiard game? With three antique tables, Café Sperl is old-world Vienna at its best; the year 1880 appears in their logo, after all. Sperl’s sumptuous art nouveau interior—wood paneling, hanging lamps, plaster figures on the ceiling—is said to be the city’s only coffeehouse space that has never been modernized. Since it’s in the southwest Mariahilf district, off the path usually beaten by travelers, you’re not likely to encounter many tourists here. Yet, given that its location, on the Gumpendorfer Strasse and by the famous Naschmarkt, is newly trendy, you should hurry there before it gets discovered. On Sunday afternoons, it adds live piano music; in warm weather, there’s sidewalk seating where you can enjoy one of the dozens of different coffee drinks.

As if floor-to-ceiling Inner City views from an 18th-floor space weren’t enough, the 21,500-square-foot illuminated ceiling by Swiss artist Pipilotti Rist will wow you at Das Loft restaurant. With strict historic preservation building codes long in place that dictated nothing be built higher than the city’s iconic Stephansdom cathedral tower, Vienna was rather late to the game of splashy starchitect buildings. In 2010, however, Jean Nouvel’s Sofitel Vienna Stephansdom opened across the Danube Canal, an area that had been plagued by banal postwar stucco buildings. Now, guests at the hotel’s Das Loft penthouse and panoramic restaurant can not only enjoy beautiful urban vistas, but a popping cocktail scene and modern takes on Austrian dishes.