About this tour
Escape Florence for a curated day across two of Tuscany's most striking medieval towns. Your private driver collects you from your hotel and delivers you to Siena, where a local guide leads a three-hour walking tour of the UNESCO-listed city, revealing the Duomo, Basilica of Saint Dominico, and the piazzas that define its character. After lunch with wine, you'll drive to San Gimignano, a hilltop settlement bristling with towers and quiet squares. The return journey winds through vineyard-dotted countryside back to Florence.
Highlights
- Three-hour expert-led walking tour of Siena's medieval heart
- Duomo, Basilica of Saint Dominico, baptistry, and piazzas
- Lunch with local wine in Siena
- Self-guided time in San Gimignano's tower-filled village
- Tuscan countryside drive with vineyard views
- Award-winning gelateria stop in San Gimignano
What to expect
Your guide will meet you at the car in Siena and walk you through three hours of medieval architecture and piazza culture—this is proper local knowledge, not rushed sightseeing. You'll spend time understanding the city's layout and history before sitting down to lunch with wine. The afternoon shift to San Gimignano is gentler: you're free to wander the towers and alleys at your own pace, grab that famous saffron gelato if it appeals, then settle back into the car for a scenic drive home through rolling Tuscan hills dotted with vineyards.
Good to know
Museum and attraction entry fees aren't included, so check opening hours ahead if you want to visit interiors. Children can ride in prams. All fitness levels work here—the walking is steady but not strenuous. Minors must be accompanied by an adult.
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.







