▲▲▲Venice Dreamy island city, powerful in medieval times; famous for St. Mark's Basilica, the Grand Canal, and singing gondoliers.
▲▲▲Cinque Terre Five idyllic Riviera hamlets along a rugged coastline (and part of a national park), connected by scenic hiking trails and dotted with beaches.
▲▲▲Florence The cradle of the Renaissance, with the world-class Uffizi Gallery, Brunelleschi's dome-topped Duomo, Michelangelo's David, and Italy's best gelato.
▲▲▲Siena Florence's smaller and (some say) more appealing rival, with its magnificent Il Campo square, striking striped cathedral, and medieval pageantry.
▲▲▲Rome Italy's capital, the sprawling Eternal City, studded with Roman ruins (Forum, Colosseum, Pantheon), romantic floodlit-fountain squares, and home to Vatican City and the astonishing Sistine Chapel.
▲▲Milan Powerhouse city of commerce and fashion, with the prestigious La Scala opera house, Leonardo's The Last Supper, and three airports.
▲▲Heart of Tuscany Picturesque, wine-soaked villages of Italy's heartland, including mellow Montepulciano, Renaissance Pienza, and Brunello-fueled Montalcino.
▲▲Assisi St. Francis' hometown, perched on a hilltop, with a divinely Giotto-decorated basilica.
▲▲Orvieto and Civita More hill-town adventures, featuring Orvieto's classic views, Classico wine, and ornate cathedral plus pint-sized, hilltop village of Civita di Bagnoregio.
▲▲Naples Gritty, in-love-with-life port city featuring vibrant street life and a top archaeological museum starring the treasures from ancient Pompeii.
▲▲Amalfi Coast and Paestum String of seafront villages — including hilly Positano and workaday Amalfi — tied together by a scenic mountainous coastal road. Farther south is Paestum, with its well-preserved ancient Greek temples.
▲▲Pompeii and Nearby Famous ruins of the ancient towns of Pompeii and Herculaneum, with their nemesis, Mount Vesuvius, looming on the horizon.
▲The Lakes Two relaxing lakes, each with low-key resort towns and a mountainous backdrop: Lake Como, with quaint Varenna and upscale Bellagio; and Lake Maggiore, with straightforward Stresa, manicured islands, and elegant villas.
▲Near Venice Several interesting towns: Padua (with Giotto's gloriously frescoed Scrovegni Chapel), Vicenza (Palladian architecture), and Verona (Roman amphitheater plus Romeo and Juliet sights).
▲The Dolomites Italy's mighty alps, featuring Bolzano (home of Ötzi the Iceman), the charming village of Castelrotto, and Alpe di Siusi (alpine meadows laced with lifts and hiking trails).
▲ Riviera TownsMore Italian Riviera fun, including the coastal towns of Levanto, double-beached Sestri Levante, the larger Santa Margherita Ligure, gem-like Portofino, and to the south, resorty Porto Venere.
▲Pisa and Lucca Two classic towns: Pisa, with its iconic Leaning Tower and surrounding Field of Miracles, and Lucca, with an inviting old center, encircled by a wide medieval wall you can stroll or bike.
▲Volterra and San Gimignano Two hill towns in northern Tuscany: vibrant, refreshing Volterra and multi-towered, touristy San Gimignano.
▲Sorrento and Capri The seaside resort port of Sorrento, and just a short cruise away, the jet-set island getaway of Capri, with its eerie Blue Grotto.