About this tour
An 11-hour private drive from Rome into Tuscany to explore two medieval hilltop towns. You'll navigate San Gimignano's narrow lanes and climb its famous towers, then move on to Siena to wander past the Cathedral and Palazzo Pubblico at your own pace. Your English-speaking driver handles all transport in a private Mercedes, picking you up from your hotel and returning you at day's end. The flexibility means you can linger where you choose.
Highlights
- San Gimignano's 14 surviving stone towers and winding medieval streets
- Siena's Cathedral with its intricate striped marble façade
- Torre del Mangia for panoramic views across the Val d'Orcia
- Independent exploration of both towns on your schedule
- Round-trip private transport in air-conditioned Mercedes
- No time pressure—set your own pace in each location
What to expect
You'll start with a comfortable drive south from Rome, arriving in San Gimignano by mid-morning. The town unfolds on foot—cobbled piazzas, artisan shops selling local ceramics and wine, and the option to climb the towers if you're keen on stairs. After a couple of hours, you'll head to Siena, a larger and busier hilltop settlement. The Cathedral dominates the skyline; the Palazzo Pubblico and its tower command the main square. You'll have free time to explore museums, grab lunch at a café, or simply sit and watch the light change. The drive back to Rome takes roughly three hours.
Good to know
Wear comfortable shoes—both towns demand serious walking uphill. There's no included guide, so pick up a map or download an app beforehand. Bring water and snacks; meals aren't covered. The driver waits with the vehicle and is available for questions.
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.