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AFAR chose a destination at random—by literally spinning a globe—and sent comedian Jorma Taccone on a spontaneous journey to Nairobi, Kenya.

Japan’s former imperial city offers awe-inspiring Shinto and Buddhist temples, beautiful gardens, streets lined with old wooden town houses, and narrow stone lanes where you might see modern-day geisha and stop at an izakaya for a meal.

Greeks, especially Athenians, are high-spirited partiers, and don’t stop till they get enough. For those seeking glamour it’s fun to sip cocktails on a rooftop bar, but it’s just as fun to dance in a grungy music venue. Wander near the Technopolis in Gazi or the clubs near the sea during summer, when the party simply spills out onto the streets. Start late, and pace yourself until sunrise, which is when most locals only begin to think about going home.

Street-food markets are all the rage the world over, and in Vienna you have the chance to visit one that’s been around for many centuries. Built literally over the channeled Vienna River, just beyond the Ringstrasse, the Naschmarkt is devoted to what its name happens to sound like in English: noshing. Whether you order a spicy wurst, browse the fish and cheese stalls, or purchase local products like pumpkin-seed oil and apple vinegar, the Naschmarkt is one of the city’s most enjoyable simple pleasures. In recent years, some gastronomic and ethnic food stalls have expanded into full restaurants. For decades, 400 dealers have set up their Saturday flea market next door, where shoppers hunt for bargains among books, record albums and CDs, and antiques.

Abu Dhabi’s hotel bars and lounges are hot spots for expatriates and tourists who seek libations after spending a day at work or under the desert sun. For tourists, the only place to legally consume alcohol is at a hotel or resort. From beachside cabanas to smoky lounges and a sports bar near the Yas Marina, there is plenty of wine, beer, and liquor to go around. Some live music too.

The island of Maui is full of unique souvenirs, from muumuus to malasadas (Portuguese doughnuts). Expect to find weave-your-own haku lei (flower crowns), vodka distilled from deep-ocean mineral water, and punk albums at the best record store in Hawaii. Fashionistas can also look forward to original designs at Kūlua and the Monarch Collective, while those seeking something a little simpler will want to hit the Maui Swap Meet and Olowalu General Store.

Veteran traveler shares her best tips and stories from life on the road.

For a different stay in Cape Town, seek out boutique hotels and bed and breakfasts with exceptional hospitality. Along the coastline, you’ll find boutique lodges that feature uninterrupted views of the Atlantic Ocean. You can be sure that by the end of your stay at these hotels, the staff will know you on a first name basis.

Café culture is an essential part of the Austrian experience, and there’s no better place to find it in Salzburg than at the historic Café Tomaselli. Dating back to 1700 and owned by the Tomaselli family since 1852, the great coffees, delicious pastries, and warm ambience mean the marble-topped tables don’t stay empty for long. It’s a place to see and be seen, a traditional institution popular with visitors, intellectuals, and celebrities. Even Mozart was a regular here. His widow, Constanze, later returned to the city with their children and lived upstairs with her second husband, Georg Nikolaus von Nissen, from 1820 to 1826. A Mélange (similar to cappuccino) or Einspänner (mocha with thick whipped cream) are two top picks from the extensive coffee menu. Order pastries separately—from the large selection brought tableside by one of the so-called “cake maids.”

Steal away on a day trip to see more of Stockholm’s surroundings and the region’s history. Explore Stockholm’s own archipelago and islands far out in the Baltic Sea, plan extra time to explore these unique islands and town easily accessible from Stockholm.

Montego Bay and the west coast of Jamaica attract first-timers to the island, and it’s easy to see why: white-sand beaches, the most glorious sunsets in Jamaica, plush resorts, a wide variety of restaurants, and a lively music scene. But there’s also plenty to see and do in the west coast interior away from Montego Bay: rivers, cenotes, and waterfalls such as the stunning Mayfield Falls.

New York City’s distinct neighborhoods offer up all kinds of shopping experiences. Williamsburg, Brooklyn, and the side streets of SoHo are hubs for designer and indie boutiques. Department stores have their flagships planted on Madison Avenue around 57th Street, and you can score bargains at downtown’s Century 21. Here are some of the most unique places to shop in the Big Apple, including flea markets and museums.

On the Caribbean island of Tobago, you’ll find sand, surf—and the fastest goats on the planet. Now if they’d just run in a straight line….

In the city’s once-gritty fishermen’s quarter, a group of activist chefs is reviving—and reinventing—traditional cuisine.

Staying in Midtown Manhattan is great if you’re planning to see Broadway shows and wander the paths of Central Park, but if your NYC itinerary includes dining out in Greenwich Village and shopping Soho and cocktails in the Financial District, you may want to consider one of these downtown hotels.