About this tour
A 12-hour private drive from Rome takes you into Tuscany's heart, linking Siena and San Gimignano—two medieval hilltop towns separated by rolling countryside. Your own vehicle and driver mean you set the pace, stopping where the views demand it or lingering in narrow streets without group constraints. You'll see why these towns have drawn travellers for centuries, moving between them through the Val d'Orcia landscape that painters have spent lifetimes trying to capture.
Highlights
- Siena's Piazza del Campo and black-and-white striped cathedral
- San Gimignano's stone towers rising from Tuscan hills
- Private transportation with air conditioning and onboard WiFi
- Drive through Val d'Orcia countryside at your own tempo
- Wheelchair accessible vehicle and all tour areas
- Bottled water provided throughout the day
What to expect
Your driver collects you from Rome and heads north into Tuscany. The drive itself is part of the experience—Tuscan farmland unfolds as you climb toward Siena, where you'll have time to explore the cathedral, the fan-shaped main piazza, and backstreet gelaterie at your own rhythm. After Siena, you'll continue to San Gimignano, a walled town famous for its defensive towers stabbing skyward. Wander the compact medieval core, duck into family-run shops, find a quiet corner for an espresso. Your driver stays flexible: if a particular view or village catches your eye en route, there's room to divert.
Good to know
Lunch isn't included, so budget for restaurants in either town—Siena and San Gimignano have options across price ranges. Museum and monument entry fees are separate. The vehicle is fully wheelchair accessible, and all tour areas accommodate wheelchairs. Bring sunscreen and comfortable walking shoes; both towns involve cobbled streets.
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.