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.

Rome wasn't built in a day--and you'll need much more than a day to take in this timeless city. The city is a real-life collage of piazzas, open-air markets, and astonishing historic sites. Toss a coin into the Trevi Fountain, contemplate the Colosseum and the Pantheon, and sample a perfect espresso or gelato before spending an afternoon shopping at the Campo de’Fiori or Via Veneto. Enjoy some of the most memorable meals of your life here, too, from fresh pasta to succulent fried artichokes or a tender oxtail stew.

With its gondolas, canals, amazing restaurants, and unforgettable romantic ambiance, Venice is definitely a city for one's bucket list. Waterfront palazzos, palaces, and churches make drifting down the Grand Canal feel like cruising through a painting. To really experience Venice you must go to the opera or to a classical music performance, nibble fresh pasta and pastries, and linger in the exhibit halls of an art gallery. Label lovers will drool over the high-end shopping in Piazza San Marco.

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.

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.

Palermo is an urban melting pot characterized by history and culture so diverse that it often feels conflicted. Discover an intriguing range of architectural styles, from Arabian domes to baroque buildings, and enjoy delicious cuisine that spans a variety of origins. Be sure to visit the Palace of the Normans, the Palatine Chapel and the church of St. John of the Hermits. Art and music lovers won’t want to miss the Galleria d’Arte Moderna (the “GAM”), the Salinas or an opera or ballet at the Teatro Massimo.

The capital of Puglia and one of southern Italy’s most prominent cities, Bari combines seaside charm and historical appeal. A major Mediterranean cruise port, the university city is also known for its old town, which boasts churches, picturesque courtyards, and other tucked-away gems.

Sardinia’s largest city (with a little over 150,000 people) and its capital for centuries, Cagliari on the island’s south coast offers the perfect mix of recreation and exploration options. The five-mile-long Poetto Beach is among the best city beaches on the Mediterranean, and together with the adjacent Marina Piccola, satisfies all manner of sun and sea pursuits. Seekers of culture will love Cagliari’s old district, Castello, where 13th-century towers still guard the medieval city walls.