About this tour
A seven-hour private tour threading together two of Tuscany's most dramatic hilltop towns. Start in Volterra, where Etruscan walls and a Roman theatre command sweeping views across the countryside. Then drive through the Chianti heartland to San Gimignano, famous for its medieval towers. The centrepiece is lunch and wine tasting at a working farm, where you'll taste five wines alongside three courses of seasonal cooking and local products—olive oil, truffle, balsamic vinegar included.
Highlights
- Volterra's Roman theatre and Etruscan fortifications
- Five wine tastings: Chianti, Vernaccia, Brunello, Sangiovese, Nobile
- Three-course lunch at a family-run Tuscan winery
- San Gimignano's 14 surviving medieval towers
- Drive through Chianti vineyards and cypress-lined valleys
- Gelateria Dondoli gelato in the main piazza
What to expect
Your driver collects you and heads to Volterra first, giving you time to wander the hilltop town and take in its Roman theatre before moving on. Mid-morning you'll arrive at a working wine farm nestled in the Chianti hills. Here you sit down to a proper three-course meal—antipasti, pasta or risotto, main course—paired with tastings of five different wines. You'll also sample the farm's own olive oil, truffle, and aged balsamic. After lunch, it's a scenic drive to San Gimignano, where the afternoon is yours to explore the towers, visit the main square, and grab gelato. Return transport departs around 5 pm.
Good to know
This is a full day with significant driving; wear comfortable shoes for walking the medieval streets. The farm lunch is substantial—pace yourself with the wines. Infant seats and prams are available if needed. All vehicles are air-conditioned and the tour suits all fitness levels.
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.