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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.

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.

It’s the wine. It’s not just the small houses with baroque detailing, or the cobblestoned streets with old trams that wind their way up the Vienna Woods foothills, that make Grinzing the most popular of all of the former villages that have been absorbed into present-day Vienna. The city has by some counts more urban vineyards than anywhere else in the world, and Grinzing’s famous Heurige (wine taverns) draw big crowds. The proprietors of Zum Martin Sepp, across from the parish church, welcome visitors to their cozy courtyard and tavern rooms. Guests enjoy Austrian specialties such as the Kaiserschmarrn pancake dessert and drink house grüner veltliner and other wines, while swaying to musicians wielding the signature folk accordion and playing old Viennese drinking songs.

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.

Deep in Berlin‘s Grunewald Forest, Teufelsberg (literally, Devil’s Mountain; the name comes from the nearby Teufelssee, or Devil’s Lake) was once the site of a Nazi technology college. After the war, it was decided that the school would be buried beneath rubble and debris left in the city after the war, and the resulting man-made hill rose to more than 300 feet; during the cold war, American troops built a base on top from which to spy on East Germany. Since the wall fell, the base’s radar domes have become graffiti-spattered ruins and a haunting pilgrimage for urban explorers, street-art fans, and those seeking great views over the Grunewald and the Havel River. The hill is also used as a ski slope and sled run in winter; paragliding aficionados and picnickers enjoy it in summer. The website has official tour options.

Royal Street is to antiques and fine art what Bourbon Street is to booze. This elegant urban thoroughfare is not only home to some of the best examples of the city’s early-19th-century Creole town houses, but is also loaded with high-end antiques retailers. These feature mostly ornate 18th- and 19th-century European sculptures and paintings, early furniture, chandeliers, and dinnerware used by the upper crust. Most of the inventory has a decidedly Continental air to it. Among the better-known shops are Waldhorn and Adler (343 Royal St.); Ida Manheim Antiques (409 Royal St.), run by the same family since 1919; and haute-upscale M.S. Rau (630 Royal St.), with its warren of hidden back rooms open only to serious customers.

A short walk from Daikanyama Station is one of the metropolis’s iconic bookstores, Tsutaya at T-Site. Designed by Klein Dytham Architecture, the Tsutaya bookstore is celebrated not only for the beauty of its three buildings but also for the extensive selection of books, magazines, CDs, and DVDs. Tsutaya opens at 7 a.m., perfect for travelers who land before hotel check-in. You can have a coffee or a cocktail in the Anjin Lounge while perusing books. The concierges are specialists in a variety of topics to help guide consumers through the books, music, and movies.

Here’s a bold claim: the Olympic Sculpture Park might just have something for everyone. Located on the waterfront, not far from Pike Place Market, it features great views of Puget Sound (well, on clear days) and the ferries going back and forth. Stroll the paths and admire the sculptures large and small scattered throughout the park, or sit on the many chairs and benches and admire the view. There’s a nearby bike trail, and the Neukom Vivarium (a giant 60-foot rainforest log ecosystem in a greenhouse) is just steps away. Best of all, it’s free! Get a dose of culture and then head down to the waterfront for some fish ‘n’ chips.

The Museum of Modern Art, one of the city’s—and the country’s—premier institutions for modern and contemporary art, first opened its doors in 1939. Its permanent collection of almost 200,000 works includes masterpieces by many of the 20th century’s leading artists: Duchamp, Matisse, Picasso, Warhol...the list truly could go on and on. In the permanent collection, van Gogh’s Starry Night and three panels of Monet’s series of paintings of water lilies are among the most famous works. The museum’s first director, Alfred Barr, was praised for taking the innovative step of expanding the role of the art museum to include genres beyond painting and sculpture, and to this day the institution dedicates exhibitions (and resources) to design, architecture, photography, and other creative fields. The museum also has a space in the Long Island City neighborhood of Queens, called MoMA PS 1, which focuses principally on younger, emerging artists and hosts Warm Up, a summer live music series.

Dining at the Grizzly House is an experience. As soon as you walk in, it’s obvious the place hasn’t changed much since it first opened decades ago. The interior is dark, and the wood-paneled wall is lined with taxidermy trophies. But the novelty of cooking at your own table makes up for it all. The food ranges from decadently simple—cheese, oil, and chocolate fondues—to exotic, like rattlesnake or alligator meat. The only thing more novel than preparing your own food is the rumors of the restaurant’s history as a swingers’ joint. Whether the stories are urban legend or not is hard to say, but telephones at each table that allow you to call any diner in the room seem to suggest there’s some truth to the gossip.

High above Vail Valley, atop Beaver Creek Mountain, is the oasis that is the Ritz-Carlton, Bachelor Gulch. You can’t beat the hotel’s ski-in, ski-out access, but a major makeover at the end of 2013 means the hotel offers even more perks. The new look (think rustic lodgepole pine beams and huge stone fireplaces) was inspired by the great lodges found throughout America’s national parks. The work of Colorado artists can be found throughout the hotel. In addition to a new restaurant called Buffalos, there’s the new Bachelors Lounge that caters to wine and spirits lovers and cigar connoisseurs. Stylish guests with an expense account can outfit themselves in fancy new gear sold at the outpost of the alpine shop Gorsuch. My favorite perk is returning to the hotel at day’s end and being greeted with a hot cup of cocoa.

While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.

We picked up some gyros to-go during our stroll through the historic Plaka neighborhood below the Acropolis. Thespidos street was particularly memorable for the cafe we stopped at and discovering Brettos bar, which we decided to come back to enjoy as the end a lovely evening.

Many who have not visited Arizona think that its saguaros grow in a Sahara-like setting...but the mountainous desert around Tucson hides many lush spots, like this riparian canyon on the NE edge of the city. Late fall paints the cottonwoods along the creek below cactus-studded slopes in Sabino Canyon. Hikers hike, runners run, and deer roam...

Often described as a “Little Paris,” Gueliz has grown into itself in recent years with many of the city’s designers and restaurant owners choosing to set up their flagship fronts there. The Rue de la Liberté is now shoulder to shoulder with fashionable restaurants such as Kechmara for live music, cold beers, and killer burgers; Bistrot Le Loft for platters of French cheese and charcuterie; and the swanky new Asian Resto-Lounge for Chinese steamed dumplings, sushi, and Thai classics; as well as the wine bar Le 68. There’s a Caudalie Spa for great pep-up facials and some must-visit boutiques for snagging made-in-Morocco gifts. Try Lalla, just across the junction at Boulevard el Mansour Eddahbi, for must-have handbags, weekenders, and clutches; Patisserie Al Jawda for delectable Moroccan pastries to take home; and Sidi Marrakech for men’s tailoring. Cross over the main boulevard Mohammed V, and you’ll hit Atika for Tod’s-style suede loafers—brilliant for traveling—in a kaleidoscope of colors. Then hit the Rue Vieux Marrakchi, home to stalwart Moor, for natty embroidered kaftans and cushions, and the envelope-pushing David Bloch Gallery, which showcases the best contemporary urban artists from North Africa.