Volcanic Mount Etna and the Ionian Sea provide the cinema-worthy backdrop for Taormina, Sicily's legendary resort town. Twisting medieval streets and a second-century Greek theater add to its romantic air, which inspired the writings of D.H. Lawrence and Truman Capote. Take a cable car to the beach, or walk uphill behind the Church of St. Joseph for panoramic views.

Once one of ancient Greece’s most important cities, today Syracuse (Siracusa in Italian) is a lively town of about 125,000 on Sicily’s southeast coast. The city overflows with amazing remnants from its long history. Romans, Vandals and Normans are but a few of those who ruled here after the Greeks. In Syracuse’s harbor, Ortygia Island (also called Città Vecchia or Old City) is the site of many of the main attractions, including the seventh-century cathedral and the Fountain of Arethusa.

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.

Though Cefalu is considered one of Italy’s finest resort towns, there’s more to do than just swim and sunbathe. The seaside spot, poised on Sicily northeastern coast, is equally celebrated for its Norman cathedral, medieval old town, archaeology museum, and seafood-heavy fare.

Catania has been a prize of many empires over the centuries, from Greeks to Romans to Arabs to Normans to Spaniards (to name a few). But its citizens have a more dangerous enemy right in their backyard—Mount Etna, Europe's largest and most active volcano, which destroyed the city with earthquakes and lava flows in 1693. Look closely at the baroque buildings dating from after the eruption—you'll notice a creative use of lava.

Mainstream tourists haven’t discovered San Vito lo Capo yet—so if you’re looking for a low-key, authentic Italian beach break, now’s the time to book your trip to this seaside Sicilian town. The weather is best in the summer months, but foodies might want to wait till September, when San Vito lo Capo hosts its annual Couscous Festival.

Even if you’ve never been to this Cyclades island in the Aegean Sea, you’d still recognize it immediately – candy-colored houses carved into cliffs, sapphire waters, gleaming white buildings topped with half-spheres the color of a stormy sky. Here you’ll find peace as you roam the black sand beaches or the streets of a provincial village like Imerovigli. Beautiful Oia is world famous for its sunsets, which seem tinted with every shade of an artist’s palette.

Stretching along the southern side of Italy's Sorrentine Peninsula, the Amalfi coast dazzles with its mysterious grottos, craggy cliffs and shimmering bays. Grab a seat on the sea side of a regional bus to soak up views on the fabled route from artsy Positano to Amalfi. Ravello offers some respite from the crowds, plus the stunning Villa Cimbrone, which overlooks the Bay of Salerno. The historic section of Sorrento has winding streets filled with craftspeople. Capri is only a hydrofoil or ferry ride away.

Conquering New York in one visit is impossible. Instead, hit the must-sees – the Empire State Building, the Statue of Liberty, Central Park, the Metropolitan Museum of Art – and then explore off the beaten path with visits to The Cloisters or one of the city’s libraries. Indulge in the bohemian shops of the West Village or the fine dining of the Upper West Side. The bustling marketplace inside of Grand Central Station gives you a literal taste of the best the city has to offer.

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.

Christopher Columbus added St. Barthelemy, or St. Barts to his collection in 1493, but the French soon stepped in. Today, the chic Caribbean island - officially a department of France - is a popular winter getaway for people from mainland France, the rest of Europe and North America. Keep in shape and walk between attractions or get a rental car to see more of the island. Beachgoers can choose between strands such as Grand Saline, if nude sunbathing appeals, or shady, isolated Colombier Beach.

A gorgeous spot that’s a convenient day trip from Milan, Lake Como recently earned fame as home to Hollywood star George Clooney. But celeb-spotting aside, it’s known for jaw-dropping natural beauty, elegant old villas—and the scenic towns surrounding the lake. Check out Varenna, Bellagio, and Menaggio, which offer great views, historic churches, and water-based activities such as ferries and passenger-only boats.

The charms of the Czech Republic's second-largest city may not be immediate, but spend a few days in this Moravian town and Brno's vibrant, authentic Czech ambiance will win you over. It's a fine way to experience Czech life without the teeming herds of tourists that visit Prague. Art Nouveau, Empire and Neoclassical buildings stand in the bar- and restaurant-packed old city center. Leafy parks abound. Be sure to get a photo with a local landmark, the suspiciously crocodilian Brno Dragon statue.