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 436 travellers.
In our comparison: #18 of 39 in Day Trips, by rating weighted by review volume (see the comparison).
One price for every traveller: €710 per group.
Child prices by age band are shown at checkout. Option texts and prices come from the operator's listing; prices checked on Viator on 25 September 2026.
95% of ratings with a star breakdown are 4★ or 5★: 415 of 436
Star breakdown of all 436 ratings
Reviewers praise helpful drivers and winery lunches, but some expected a guide to accompany them in the towns.
Written by Guidekin from the 100 most recent English reviews on Viator & Tripadvisor (25 November 2024 to 19 September 2026). Refreshed as new reviews arrive; last checked 4 October 2026.
Reviews are shown as the platforms publish them and removed when they disappear there.
Ratings collected from Guidekin, Viator & Tripadvisor.
Siena is known throughout Italy for the quality of its medieval architecture. Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the outstanding 13th-century Siena Cathedral. Many local shops fill the historic streets of Siena that will allow you to taste or taste local food or buy some gifts!
2h*Option to organize lunch at a Farm/Winery for home made lunch with wine tasting (to be payed on site). We have several options about wineries. (This option will reduce the time in the cities of Siena and/or San Gimignano and exclude Monteriggioni).
2hWe explore the country of Tuscany, we will drive through the chianti hills. Stop for picture!!!!
Pass by, no stopHere we are in the beautiful stronghold of San Gimignano. Freeze at the age 1300dc, San Gimignano a pearl of medieval architecture famous for its houses tower! This is our last spot of the day before returning to Florence
2h*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.
The operator's own notes, grouped by topic. Nothing here is added by Guidekin.
For a full refund, cancel at least 24 hours before the scheduled departure time.
| Tour | Price | Duration | Rating | Group |
|---|---|---|---|---|
| This tour · #18 of 39 | €710 per group | 8h | 4.85 (436) | private |
| Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner | €149 | 8h | 4.96 (1592) | shared |
| Tuscany Vespa Tours Through the Hills of Chianti | €160 | 6h | 4.99 (580) | shared |
| SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence | €130 | 6h | 4.94 (5805) | shared |
Ranked #18 of 39 in Day Trips by Guidekin score (rating weighted by review volume). Prices here run from €39 to €275, median €106; typical length 8h. 2 of 39 are private. Figures are live from the tour cards; the rubric is our handpicked set, not the whole market. Compare all 39 Day Trips