Private car, three to seven in our Day Trips comparison.
Trade-off: Per group; driver is not a guide in Siena.
Last checked: September 18, 2026. Commissions never affect our verdicts.
A private driver day through Chianti to Siena, Monteriggioni and San Gimignano for parties of three to seven, with hotel pickup in Florence and a luxury car or minivan. Priced per group at €710 per group/vehicle for 8h; the driver is not a licensed guide inside Siena, and the winery lunch is paid on the spot. Rated 4.85 by 434 travellers.
*Experience for your private party*
Explore the art, culture and medieval history of Italy on this private 8 hrs tour.
Discover the delights of Tuscany on a private day trip from Florence.
With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni (just if you won't need a stop for lunch) and San Gimignano.
See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.
• Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
* Would you like to have a traditional Italian meal’s experience? We can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lovers.
This tour runs daily, departing at 09:30. It runs year-round. These are the operator’s scheduled departures, not a live seat count: availability is confirmed at checkout. Schedule last checked September 18, 2026.
Pick up from all hotels or apartments in Florence downtown
For a full refund, cancel at least 24 hours before the scheduled departure time.
| 1+ days | Full refund |
| 0-1 days | No refund |