One of the world’s fashion capitals, Milan offers endless opportunities for chic shopping. Hit the artsy neighborhood of Brera for leather goods and Via Monte Napoleone for exclusive, expensive boutiques. The enchanting mosaics and glass vaults of Galleria Vittorio Emanuele II make shoppers feel like they’re wandering inside a painting. Take break from your spree to gape at the iconic Duomo, then grab tickets to a performance at La Scala. Post-opera, the Navigli district pulses with late-night activity.
Florence is an art historian’s dream. The Galleria dell'Accademia bursts with works by Michelangelo, who is entombed within the frescoed walls of the Basilica di Santa Croce. Budding photographers can snap pics of the Ponte Vecchio bridge, and serious shoppers can spend a blissful afternoon wandering the shops of Piazza Santo Spirito. Tuscan cuisine pays homage to the region’s bounty. Swipe a hunk of crusty bread across a pool of local olive oil and you’ll be instantly transported to your happiest place.
At Sicily’s northeast tip, Messina is the first city being kicked by mainland Italy’s boot, just three miles across the Strait of Messina. It's a main port of entry for visitors via hydrofoils and ferries. Trains board the ferry, too, before continuing service. The 12th-century Norman cathedral, rebuilt after a 1908 earthquake destroyed it and much of the town, is the most famous attraction.
Romantic Naples, two hours south of Rome, is the largest city in southern Italy. It has some of the world's best opera and theater houses and is often called an open-air museum, due to its many historic statues and monuments. Join families on promenade as the sun sets on the Bay of Naples. View finds from Pompeii and Herculaneum, destroyed by Mount Vesuvius in 79 A.D., at the Museo Archeologico Nazionale or revel in the art and architecture of Museo Cappella Sansevero, built in the late 1500s.
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