About this tour
An eight-hour private tour from Florence combining medieval Siena with the rolling vineyards of Chianti. You'll travel in an air-conditioned Mercedes with an English-speaking driver, visiting hilltop towns and wine country at your own pace. The route weaves through cypress-lined valleys and Renaissance art, ending with the region's food and wine traditions—tastings available separately.
Highlights
- Medieval Siena's marble cathedral and Piazza del Campo
- Chianti's quintessential vineyard landscapes and winding roads
- Private transport eliminates public transport hassles
- Driver handles navigation and local context throughout
- Flexible itinerary adapted to your interests
- Suitable for families with prams and infant seats available
What to expect
You'll depart Florence in the early morning, heading south towards Siena where you'll explore the historic centre on foot—the cathedral's intricate façade and the famous shell-shaped piazza are unmissable. After time here, the driver takes you into Chianti proper, following back roads past family-run estates and small villages. You'll see vineyards at different seasons' stages and stop at viewpoints overlooking the landscape. The pace is unhurried; you choose whether to visit a winery or simply absorb the countryside.
Good to know
Wine and food tastings aren't included but easily arranged at wineries en route—budget accordingly. Wear comfortable walking shoes for Siena's cobbled streets. The Mercedes accommodates prams and specialised infant seats if needed. Eight hours is tight for leisurely lunching; plan ahead.
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.