Siena Walking Tour

Interior of the 14th-century Duomo di Siena
Explore the historic core of medieval Siena on a walking tour. Your passionate and professional guide will lead you through the city and offer insight into its history and culture. Siena reached its demographic and economic peak between the 8th and 9th centuries, with most monuments and art depicting this glorious era. As you walk along the main street, you’ll pass grand palaces and expansive squares, all welcoming you as they’ve welcomed pilgrims and merchants throughout the centuries.

You’ll start in the main square, Piazza del Campo, the city’s natural center. Its shell-shaped heart made of bricks oozes its warm, “Burnt Siena" color. From here, you’ll continue walking to the top of the hill where the majestic Cathedral stands. Inside, you can discover exceptional works of art, including masterpieces by Michelangelo and Donatello. Next, you'll visit several other sites within the city, twisting through its medieval streets and enjoying the views!

Read more about interesting activities in Tuscany and unique historical experiences in Italy.

Itineraries with Siena Walking Tour

Explore Tuscany: Florence, Siena, Pisa, & Lucca - 10 Days

If you only have 10 days to spend in Italy, this is the tour for you. Start in Florence to see Renaissance works by da Vinci and other artists in the Uffizi Gallery, then head to Pisa to climb the famous leaning tower. Continue to the Tuscan countryside to see the medieval city of Siena, and end in Lucca, where 11th-century churches and the perfect plate of handmade pasta await.

Hiking Through Tuscany: Florence, Chianti, & Siena - 8 days

Active travelers who value independence and flexibility will appreciate this self-guided tour through the Tuscan countryside. Opt for a leisurely pace, or more involved hikes, as you first see the masterworks of Florence—the birthplace of the Renaissance—and then make your way to Chianti. You won't want to miss tasting some of the region's famous vintages, with Cypress tree views all around you. End your journey with an exploration of the preserved medieval city of Siena for a trip back in time.

Highlights of Rome and Florence - 7 Days

Your trip to Rome and Florence starts with guided tours through Rome's historical core, Vatican City, and the Roman Forum, with walks through the Colosseum and to the top of Palatine Hill. Head to Florence to experience its historic squares, cathedrals, and museums, plus an Italian cooking class to learn how to make traditional pasta and dessert. End your trip in the Tuscan countryside with visits to Siena and San Gimignano, complete with walking tours and a wine tasting.