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Boutique hotels that appeal to the design-minded and large desert resorts with amenities beyond a dazzling swimming pool: Choosing from the range of accommodations in this glamorous region is bound to present a challenge.

Like most Italian cities, Milan has an amazing and very visible history that spans two millennia of art and architecture. But what really distinguishes it from other città is the ever-present testament to modernism and modern architecture—all accessible via the charming vintage trams.

The tallest hotel in mainland China occupies floors 79 to 93 of the Shanghai World Financial Center, the 101-story skyscraper made by Mori Building, developer of Tokyo’s Roppongi Hills complex. As expected, any room or public area in the property likely has jaw-dropping views. Interiors mirror the aesthetics of a cultured modern Chinese residence, with sequences of gates, halls, and chambers as thoroughfares, and earth tones complementing natural materials. Monochromatic rooms have walls finished in linen, lacquer, and slatted-wood panels, with generous daybeds, 24-hour butler service, and plasma televisions embedded in the bathrooms’ vanity mirrors. But really, no amenity can top the incredible views.

Few meals are more traditionally Danish than smørrebrød. These open-faced sandwiches are made with fresh ingredients, often by masters skilled in the art of preparation, pairing, and presentation. Just as the types and toppings vary widely, so too do the ways in which you can consume it.

To the west of Santiago’s historic heart of downtown, here the Chilean capital was founded at present day Cerro Santa Lucía with its lush garden. Now a trendy neighborhood, here top restaurants, bars, cafés, boutiques, parks, and stately apartment buildings make up this happening area around Lastarria street.

Beyond the beach, the billboards, and the freeways, there’s a city of neighborhoods waiting to be explored.

Experience New Mexico through a vast and storied collection of past and present-day art. New Mexico’s best museums are a rich treasure trove of Native American history, folk art, regional works, and paintings by iconic local masters such as Georgia O’Keeffe. At the New Mexico Museum of Art, view the photography of noted 20th-century artist Ansel Adams. A Culture Pass gives you access to each of the 14 state museums.

Founder’s Note: Travel Like an American

Shanghai’s arts and crafts enclave, Tianzifang, is a labyrinth of narrow lanes bursting with diminutive shops, restaurants, and bars. Most of the shops here are located inside shikumen, stone gatehouses dating to the early 1930s. Gear up for your shopping spree with a coffee alfresco at Kommune before checking out Xingmu Handicraft’s gorgeous handmade leather notebooks or Shanghai Code’s vintage Chinese glasses and watches. Pick up delicate stationery at Dongxi Workshop, Shanghai‘s very first boutique, and head to Sky Music Box for—you guessed it—music boxes from all over the world.

This hotel is on our list of The 11 Best Hotels in Chicago.

Often rated the best hotel in Chicago since it first opened in 2001, the Peninsula Chicago keeps its reputation by offering the finest high-end Chinese cuisine in the city and easily one of the top hotel spas in the Midwest. The Magnificent Mile mainstay has 339 spacious guest rooms and suites, outfitted in an understated style with floral motifs by artist David Qian. Thoughtful details include soaking tubs with hands-free televisions, a table for two set beside a window with a view, and linens custom created by Pratesi.

No stay would be complete without a meal at the Shanghai Terrace, where chef de cuisine Elmo Han earns accolades for his modern interpretations of Shanghainese, Cantonese, and Sichuanese classics. During the warmer months, you can dine (or just have a mocktail) on the actual terrace, the whole of Chicago displayed before you. Also required: an afternoon at the 15,000-square-foot Peninsula Spa, with its floor-to-ceiling windows, facials using Biologique Recherche products, and an Olympic-size pool and sun deck.

Twenty-four hours before check-in, be sure to request “Peninsula Time,” which allows guests to access their rooms as early as 6 a.m. and stay as late as 10 p.m.—a lifesaver for international or early-bird travelers. And eco-conscious travelers take note: The Pen recently received Gold Status from EarthCheck, its second consecutive Gold Status award.

For a respite from the city’s noise and smog, head out to She Shan. The 100m hill is a blissful retreat and an interesting cultural destination as well. European missionaries set up a small chapel here in the 1850s which was transformed into the She Shan Basilica in 1935. You’ll also find a Jesuit Observatory on the hill, which, among other things, features the Han Dynasty’s earthquake monitoring device, made up of two dragon heads and a pendulum. If you get swept up in the peace and quiet of the area, simply stay the night at the luxurious Le Meridien: http://ow.ly/t7nCY The hotel is an oasis in Shanghai‘s summer heat with a man-made beach, a golf course, and a fantastic weekend brunch. How to get here: take line 9 to Sheshan station and from there, you can either walk ~30 minutes to the mountain or take a 14RMB taxi ride.

There’s always a line in front of this hole-in-the-wall, but don’t be deterred: Jia Jia’s queue moves fast, and its steamed soup dumplings are worth the wait. When it’s your turn to order, you bark what you want—pork, crab, or pork and crab xiao long bao—pay, and move to the side to claim a plastic table. The only sounds in the restaurant are tapping chopsticks, satisfied slurping, and the occasional camera shutter. Jia Jia closes when it sell out, usually by early evening. And while the crab dumplings are available year-round, they’re absolutely incredible between September and December.

Whether you’re looking for an ultramodern take on Tokyo, like the one you’ll find in Shibuya, or something like Nakameguro, where you’ll find trendy restaurants and shops, as well as residential streets, Tokyo has neighborhoods that will give you a distinctive taste of Japan. Find old temples and cutting edge art galleries, neighborhoods where sassy teenagers pose in outlandish outfits and shopping streets that boggle the mind (and fill up the suitcase). Welcome to Tokyo, land of the past, present, and future.

One traveler discovers a tradition even richer than the cuisine.

Born free, today’s post-apartheid generation asks, what’s next?