About this tour
Spend eight hours exploring two of Tuscany's most distinctive medieval towns with a private driver who narrates from the vehicle. Siena sprawls across three hills and boasts a remarkable cathedral; San Gimignano captivates with its tower-studded skyline—only 13 of the original 76 remain. Your driver collects you from Florence, provides commentary en route, then releases you to wander each town at your own pace. Pickup and drop-off included.
Highlights
- Siena's triple-hill geography and Romanesque cathedral architecture
- San Gimignano's medieval towers defining the skyline
- Local artisan markets selling regional crafts
- Private vehicle with knowledgeable driver throughout
- Self-directed exploration time in both towns
- Florence hotel collection and return
What to expect
Your driver meets you in Florence and drives you south into Tuscan countryside. During the journey, they share local history and context from the vehicle—no separate guide required. Upon arrival in Siena, you're free to explore the cathedral, climb the narrow streets, and browse small shops selling local goods. The driver waits with the car. Later, you drive to San Gimignano, where the medieval towers loom unmistakably. Again, you have unstructured time to wander, photograph, and soak in the atmosphere. The driver remains with the vehicle, available to answer questions before departure. Eight hours is tight for both towns, so prioritise what matters most to you.
Good to know
Entrance fees to attractions aren't included—budget accordingly. Bring cash or cards for food and drinks. Infant seats available upon request at booking. Both towns involve hilly terrain and cobblestones; wear comfortable shoes. July and August draw heavy crowds; spring and autumn are quieter.
Tour sold and operated by Viator via Viator. Descriptions on this page are original BugBitten summaries written by our team — not copied from the operator. Prices and availability are confirmed at checkout.