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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.

Italians have a wonderful tradition of winding down the day and gearing up for the night—the early-evening aperitivo. Here are places to enjoy a glass of sparkling prosecco with a plate of savory snacks.

In the country’s wine region, you can pick grapes, sing songs, and keep ancient harvest traditions alive. It’s so much fun, you can taste it.

With divine pasta and funny putti, the handsome Duomo and the dreamy young Lotharios leaning on Vespas, with leather workshops and nonnas doing the weekly shopping, Florence offers visitors an urban experience that is equally rich in historic romance and everyday modern life. Join the parade of visitors to worship in the galleries of the Uffizi or watch the parade from a café table beside a busy piazza, but head to this Renaissance stronghold and make your own history.

After a string of personal losses, a writer heads to Tamil Nadu seeking solace from her sorrows. It takes two temples, a palm leaf astrologer, and the driver of a velour-lined taxi to make her feel whole again.

Take two days to explore this coastal town, then venture to other villages along the Italian shores. Be sure to hike from Santa Margherita to Camogli along the edge of the Portofino promontory.

Monaco has more to offer than casinos, yachts, and fancy race cars. The Monte Carlo Beach Hotel reminds guests of the city’s glitterati glory days. The casino may steal the spotlight at Le Fairmont Monte-Carlo, but the Nobu restaurant and stellar spa deserve equal attention. Grand Prix fans will want to book a room at Port Palace for its terrific race views, not to mention harbor location. Housed in a 1900s Italianate-style palace, Hotel Métropole Monte-Carlo delivers over the top glamour.

São Paulo is one of the world’s largest cities and the largest city in South America. It’s also home to huge Japanese and Italian populations (a result of immigration in the early 20th century as São Paulo was an important part of the coffee industry). The city is known for its variety of food, nightlife, and culture, including art and museums. It’s also a great place to experience Brazil’s indoor and outdoor markets and see some very cool architecture thanks to Oscar Niemeyer’s work here.

With the temperature sitting pretty around 75 degrees at all times, walking around Medellín is pure pleasure. To get a deeper understanding of the history of and life in Colombia, don’t miss the Museo Casa de la Memoria, which recounts Colombia’s brutal civil war. After, head to the Parque de los Pies Descalzos, where you get to kick off your shoes and, like all the other kids and adults, run through fountains. For a stellar view, hop a Metrocable car to the neighborhood of Santo Domingo.

From folk art to cowboy boots, San Antonio’s rich history and geography continues to inspire local artisans. There are shopping destinations both enclosed and open air all around the city to please every taste, from the Shops at La Cantera to Blue Star Contemporary Arts and a nearby flea market that features a giant sign shaped like armadillo. Save Sunday mornings for brunch and shopping along the River Walk.

While most people think of Italy as a summertime destination, there are wonders to be found in this northern port city any time of year—especially winter! With hardly any tourists in these cooler (and slightly wetter) months, the city is quiet and calm and opens its doors to some incredible art exhibits, live operas, and wintertime flavors.

The second location of the Sydell Group’s New York flagship, NoMad Los Angeles embraces its past as the Bank of Italy—imposing columns and all. In the lobby of the landmarked building, much of the original Neoclassical style, such as the Doric columns, coffered ceiling, and marble floors, was preserved, complemented by the addition of floral textiles in rich jewel tones. Even the original vault, which once housed 12,000 safety deposit boxes, and its 50-ton door were kept intact. The color palette across the 241 lavish rooms draws from the exquisitely maintained gold-and-blue Italianate lobby ceiling, with custom furniture, original artwork from design studio be-poles, and freestanding bathtubs in most rooms adding to the luxurious feel. Details like nightly turndown service, marble bathrooms, and custom linens by Bellino mean a five-star stay is all but guaranteed.

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.

The true gateway to southern Italy, Naples is home to some of the world’s most famous foods, but it’s also the base of a cultural collision that would make a surrealist happy. Nearly anyone who is anyone in the history of the Mediterranean has tromped through the city and left their mark including Spaniards, Ancient Romans, Arabs, Fascists, and American GIs after the war.

The second hotel from the jewelry and fashion house of the same name when it opened in 2006, Bulgari Resort Bali is an Italianate stunner sitting 525 feet above sea level on the cliffs of Uluwatu. While the hotel’s sophisticated vibe stays true to the brand’s roots, hand-hewn volcanic rock, Javanese mahogany, carved antiques, and locally made fabrics in the 58 pool villas reflect the heritage of the archipelago.

Asian-European duality is a prominent theme here: One restaurant, Sangkar, focuses on Indonesian fare, while the intimate, dinner-only Il Ristorante – Luca Fantin is a prix fixe journey through coastal Italian cuisine. There’s a working temple at the highest point of the resort that staff use to perform daily rituals; guests can take part in blessing ceremonies here too. Flexible check-in and check-out times, an on-call private yoga instructor, village walks, and butler service are additional gratis perks.

The elevator that descends dramatically down the cliff to Bulgari’s serene beach club is a privilege only for guests, as are lunches at the seafood-celebrating, cliffside-hugging La Spiaggia. The Bulgari Bar is the place to be for sunset hour, when Italian canapés are served alongside the sapphire Indian Ocean. It would be a shame to miss a trip to the spa, where pampering treatments draw from the rituals of Balinese royalty. From $1,300


Related: The 15 Best Luxury Resorts in Bali and the Indonesian Islands