About this tour
A 10-hour private drive from Rome takes you to two of Tuscany's best-preserved medieval towns. Start in Siena, where Gothic palaces frame the famous shell-shaped Piazza del Campo and narrow streets reveal centuries of layered history. Then head to San Gimignano, where a dozen stone towers still pierce the skyline above rolling countryside. Your own driver handles the navigation while you soak in the architecture, wander at your own pace, and watch the landscape shift from urban to rural.
Highlights
- Siena's Piazza del Campo, hub of the medieval city
- Gothic facades and civic buildings across Siena
- San Gimignano's distinctive skyline of medieval towers
- Panoramic countryside views between towns
- Private car with air conditioning and English-speaking driver
- Hotel pick-up and drop-off from Rome
What to expect
You'll be collected from your Rome accommodation and driven roughly two hours to Siena. Spend time exploring the centre on foot—the piazza is unavoidable and worth the crowds, and side streets reward wandering. After a couple of hours there, it's another 40 minutes by car to San Gimignano, perched on a hilltop with views across the Val d'Orcia. The town is compact enough to cover in 2–3 hours, though most visitors linger longer. The driver waits or can suggest a meeting point. Return to Rome takes the full afternoon. Bring comfortable shoes and water; the hill towns involve plenty of stairs and cobblestones.
Good to know
No meals or drinks included—plan lunch in either town (both have decent options). Small children can use prams in the flatter parts of Siena, but San Gimignano's steep streets and stairs make strollers impractical. Wear sunscreen and a hat. Book ahead if visiting in high season.
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.