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Dining in one of Zurich’s classic restaurants is not only a treat for the taste buds, but also a step back into Switzerland’s past. The almost 100-year-old Kronenhalle is among the most esteemed of Zurich’s restaurants, with its fabulous food matched by the expensive decor. Alfresco dining doesn’t get better than snuggling under a blanket outside the Zunfthaus zur Zimmerleuten and indulging in an all-you-can-eat fondue session. Zurich is also home to the world’s oldest vegetarian restaurant.

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….

Read one writer’s account of staying at this beautiful vineyard hotel in the Pacific Northwest.

First off, you should know how to say ‘cheers’ in Polish: Twoje zdrowie! You’ll hear the toast often as you wander the medieval streets of this welcoming city. Student spots, elegant rooftop lounges, old taverns, vodka bars—drink the vodka, the local beer, or a flute of sparkling wine and practice this important Polish phrase.

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.

From centuries-old restaurants and coffeehouses to trendy new bistros, Vienna’s culinary scene is like the city itself—managing to be both classic and cool at once. Whatever your personal style, you won’t want to leave without trying some of its famous desserts, including the legendary Sacher torte.

While the old city prides itself on shops that have been selling specific wares for centuries, new boutiques are popping up between the ancient ones. Alongside 200-year-old butchers and crumbling cafés, browse for stunning modern art, runway-style bridal gowns, and high-end children’s clothing.

In Greece’s Peloponnese countryside, food is sourced from hillside to hearth.

Start by seeking out the country’s beer-brewing monks.

Wandering Chef: Caitlin Freeman on the Brazilian Coffee Scene

Three days in San Sebastián leaves just enough time for the city’s essentials. Visit the hallowed bars of the town’s old part, eating, drinking, and repeating until you find your favorite pintxo, those small bites for which San Sebastián is known. Drink in the city’s views from the surrounding mountains, beaches, and islands. Whether hiking or splurging at the seaside spa, a visit to San Sebastián is a lesson in luxurious living.

Italy’s fashion capital is of course full of stylish hotels. Luxury brand behemoths such as Armani and Bulgari both opened hotels in the city designed to embody their beloved aesthetics. A former fashion editor masterminded the three chic apartments at the intimate 3 Rooms Corso Como hotel. Park Hyatt Milan has a dreamy setting in an 18th-century palazzo, while the Seven Stars Galleria boasts a unique location in the oldest shopping mall in the world.

At a working cattle ranch in Northern Patagonia, visitors can ride horseback, eat traditional Argentine asado, and yes, stay the night.

Southern California’s surf-centric city offers beautiful beaches and big-city attractions, from seriously good restaurants, breweries, and boutiques to several top hotels. Historic properties in Old Town, the Gaslamp Quarter, and Coronado continue to offer lodging in the grand style, with proximity to everything classically San Diego, while coastal options feature beachfront cottages, tiki themes, and the sound of the breeze from your bed.

Some of the best shopping in Chicago happens in thrift and vintage shops scattered all over the city. For thrift shoppers who want a full day of searching for treasure, Wolff’s Flea Market is guaranteed to turn up some great finds. Architectural scavengers will lose hours at Urban Remains and Salvage One whereas lovers of vintage Japanese toys and go-go boots should set their GPS coordinates for Hollywood Mirror. Happy thrifting!