Why plan a trip to Tuscany?
Tuscany is one of Italy’s most beloved regions—and for good reason. Picture rolling hills lined with cypress trees, romantic medieval villages, world-class wines and rustic cuisine, and some of the country’s most beautiful beaches along the Ligurian and Tyrrhenian Seas. Your Tuscany itinerary might include Florence, the birthplace of the Renaissance, or Siena, home to a stunning shell-shaped main square and the famous Palio horse race. Take a dip in natural hot springs, and soak in the essence of Italian country life with a stay at a traditional agriturismo. Whether you're planning a trip to Tuscany for art, food, nature, or all of the above—there's no wrong way to travel through this timeless landscape.
Leaning Tower of Pisa
A Popular Photo Motif
Statue of David
Marble Masterpiece
Chianti Region
Paradise for Wine Lovers
Highlights of a Tuscany itinerary
Florence
Start your Tuscany itinerary in Florence, the birthplace of the Renaissance. Admire the intricate facade of the city’s iconic cathedral and climb into the famous dome—where a young apprentice named Leonardo da Vinci once worked. Stroll down to the Arno River and cross the historic Ponte Vecchio bridge. Then unwind with an Aperol Spritz on a shady piazza and ease into la dolce far niente—the sweet art of doing nothing.
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Leaning Tower of Pisa
No trip to Tuscany is complete without the classic photo at the Leaning Tower of Pisa. Climb the 296 steps to the top and take in panoramic views of the Baptistery and Cathedral. The slight tilt of the tower only adds to the magic of this architectural curiosity. Afterward, step into the Cathedral and admire the contrast between its straight columns and the famously crooked landmark beside them.
Siena
Even in a region filled with dramatic squares and medieval towers, Siena manages to stand out. Visit the Piazza del Campo, the city’s vast semicircular plaza, and enjoy a gelato where the legendary Palio horse race takes place each year. The city’s historic neighborhoods, or contrade, each with its own symbol—like the goose, owl, or giraffe—add to the charm. Walk through Siena’s medieval old town, spread across three hills, and keep an eye out for hidden fountains and centuries-old emblems.
David and Other Renaissance Treasures
After the Statue of Liberty, Michelangelo’s David may be the most famous sculpture in the world. See the five-meter-tall marble masterpiece in person at the Galleria dell’Accademia, then explore the world-class collections of the Uffizi Gallery. Trace the legacy of the powerful Medici family at the Palazzo Pitti and take in sweeping city views from the top of Brunelleschi’s dome at the Cathedral of Santa Maria del Fiore.
Chianti Region
Known worldwide, Chianti is a must for any Tuscany travel itinerary. Drive through scenic hills that glow gold in late summer and deep red in spring. Stop at family-run vineyards for tastings of bold red wine, paired with sharp pecorino cheese and savory prosciutto. Sipping wine beneath the shade of elegant Tuscan cypress trees, you’ll understand what la dolce vita truly means.
San Gimignano
San Gimignano is a postcard-perfect Tuscan hill town known for its 72 stone towers—each one adding to the town’s dramatic skyline. Spend a day wandering cobblestone squares, tucked-away chapels, and medieval streets. And before you leave, sample the town’s most prized local specialty: saffron. Its rich aroma and color offer a flavorful taste of tradition on your Tuscany trip.
Things to know before you go
The best time to visit Tuscany is spring between April and May and fall between October and November. At this time, the temperatures are less oppressive and there are fewer tourists.
The best way to reach Tuscany from the US East Coast is by flying into Florence or Pisa, the region’s main international airports. Alternatively, you can land in nearby hubs like Rome, Bologna, or Milan and take a connecting train or rental car—Tuscany is just a few hours away and easy to reach from multiple entry points.
