Siena & San Gimignano

Highlights

Discover the Medieval Side of Tuscany

Step back in time and explore the deep historical roots and enchanting medieval heritage of Tuscany. This tour will take you through two of the region's most fascinating towns: Siena and San Gimignano, where the echoes of the past come alive in the stunning architecture, traditions, and landscapes.

Full Description

Siena: A Town Steeped in History
Siena, often considered the heart of Tuscany's medieval spirit, offers a glimpse into the past with its cobbled streets, ancient palaces, and vibrant local culture. Known worldwide for the Palio di Siena, an exhilarating horse race held every summer in Piazza del Campo, this town embodies a centuries-old tradition of rivalry and pride between its 17 contrade (districts). Each contrada has its own unique history, colors, and identity, making Siena a town where community and heritage are deeply intertwined. You can wander through the Piazza del Campo, one of the most iconic squares in Italy, and perhaps even visit a contrada to learn about the passionate locals who uphold the traditions of the Palio. Don't forget to admire the Siena Cathedral, a masterpiece of Gothic architecture.

San Gimignano: A Medieval Marvel
Next, you’ll head to San Gimignano, a picturesque medieval town that seems frozen in time. Famous for its skyline of tall towers, which were once symbols of wealth and power for the noble families, San Gimignano’s historical center is so well-preserved that it feels like stepping into a medieval fairy tale. As you stroll along the narrow, winding streets, you’ll be transported back to the Middle Ages, with the towered skyline as your backdrop. San Gimignano is also known for its local Vernaccia wine, a crisp, refreshing white that has been produced here for centuries. A visit to a local winery or a tasting of this delightful wine is a must during your time in this charming town.

This tour allows you to discover two of Tuscany's most iconic medieval towns at your own pace. Whether you’re wandering through historic streets, tasting local wines, or marveling at centuries-old architecture, these destinations will immerse you in the history and beauty that Tuscany has to offer. From the rich traditions of Siena to the timeless towers of San Gimignano, you’ll create lasting memories while experiencing the true heart of Tuscany.