About this tour
A bespoke eight-hour private drive from Florence through Chianti's rolling vineyards to Siena, with a winery stop in between. Your English-speaking driver tailors the route to your interests—linger in Greve in Chianti's village square, explore a working estate's cellar, taste Chianti Classico and estate oils, then spend your afternoon wandering Siena's medieval streets. You set the pace; they handle the navigation and wine knowledge.
Highlights
- Private Mercedes with air conditioning, just your group
- Greve in Chianti village exploration and countryside views
- Behind-the-scenes winery visit with tasting of local red and oil
- Siena's Gothic piazzas and art on your own schedule
- Driver briefs you upfront on route options to customise the day
- Door-to-door pickup and drop-off from Florence
What to expect
Your driver collects you early from Florence and outlines the day's possibilities during the drive—which winery, how long in Greve, when to hit Siena. The first stop is Greve in Chianti, a working village where you'll wander the arcaded piazza and soak in vineyard vistas. Then head to a family winery where staff walk you through their cellar, explain their methods, and pour you Chianti alongside their pressed olive oil. It's relaxed, not rushed. Afternoon takes you south to Siena, where you're free to explore the cathedral, the Palio square, or side streets—your driver suggests spots but doesn't lead a formal tour. You're back in Florence by early evening.
Good to know
Lunch is not included, though villages have trattoorías and delis. Siena's main attractions have entrance fees payable on-site. The car seats infants and small children with appropriate restraints. Wear comfortable shoes for cobblestones in both villages. No guided tour of Siena museums is part of this—you visit independently.
Tour sold and operated by its supplier via Viator. Descriptions on this page are original BugBitten summaries, not copied from the operator. Prices and availability are confirmed at checkout.