Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip

Private tour to Siena and San Gimignano with an English-speaking driver in a deluxe minivan. Your driver will share insights about Tuscany’s traditions, the history of the places you’ll visit, and recommend must-see attractions at each location.

Duration: 8 hours
Cancellation: 24 hours
Highlights
  • Piazzale Michelangelo - This hilltop location offers the most stunning view of Florence.
  • Il Campo, 1 - Siena, a captivating medieval town in Italy, is renowned for its Duomo and the iconic Piazza del Campo, where the famous horse race, THE PALIO, occurs twice annually.
  • San Gimignano - Known for its 14 medieval towers, this town is a…
What's Included
  • Hotel pickup and drop-off
  • Private tour
  • Driver
  • Transport by air-conditioned minivan
What's Not Included
  • Food and drinks
Location
Piazzale Michelangelo
Viale Michelangelo,
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(64 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Georgia_n
Nov 23, 2025
Great day in Tuscany! - Marco was amazing. He is a local and very knowledgeable and friendly! (He is also the owner of the company!) We had a great trip to Siena and San Gimignano. He's flexible and easy going. He was able to give us the history and recommendations on where to go in each town. I HIGHLY recommend Marco and his company!
Review provided by Viator
Joert7046lx
Nov 7, 2025
Tuscany private tour. - Marco was fantastic. First stop was so we could see the city of Florence from Michelangelo plaza then to a WWII memorial which was very well kept beautiful memorial. Two wineries. One included lunch and both had tastings. He was a great host
Review provided by Tripadvisor
K5005vnerinw
Oct 8, 2025
Wonderful day in Tuscany - We had the best day - Marco was knowledgeable, kind, prompt, and recommended wonderful spots. Thank you, Marco - a great option for anyone looking for a special day.
Review provided by Tripadvisor
Sarahtf3861ym
May 18, 2025
Chianti, Montepulciano, and Cinque Terre Tours - Our group of two couples took three day trips with Marco during our time in Florence. The wine tours were by far our favorite excursions of our entire trip to Florence and Rome. Marco arranged all of our reservations at the wineries and optimized our time to see as much as we could. His van is very comfortable and he offered a lot of insight and commentary during our drives. I highly recommend any of his tours!
Review provided by Tripadvisor
Dontravlr
Apr 26, 2025
Great personal tour in beautiful Tuscany - Marco was great. He adapted the tour to our needs, gave lots of personal attention, knew a lot about Tuscany and was enjoyable to spend a whole day with. We have no regrets. The tour was very expensive for just the two of us but if you had a big family on your it would be a great value. The price is the same
Review provided by Tripadvisor
Megan_m
Mar 30, 2025
Beautiful - It was fantastic!!! Marco and his partner were wonderful. He was knowledgeable and patient with us all.
Review provided by Viator
Jaysakalo
Mar 27, 2025
A great day in Tuscany!!! - Marco was a fabulous guide and driver as we toured Siena, San Gimignano and the Tuscan hillside. He had a great lunch recommendation for Siena. His English is perfect and he was very informative without being too chatty.
Review provided by Tripadvisor
Laurie_t
Mar 10, 2025
A magical day in Tuscany - This was a well paced, customized tour that offered a perfect blend of narrated tour and independent exploration. We loved Michelangelo Square for its view of Florence, San Gimignano, San Reggimiento, the Florence American cemetery honoring 4,000 American soldiers lost in WWII and the special photo stops we hit along the way. Marco, our driver and host, set up an extra special winery visit to the Il Columbaio winery. We enjoyed (and ordered!) some excellent wines and had salamis, cheese and pasta. Highly recommend this tour - all 6 of USA loved it!
Review provided by Viator
Renee_s
Oct 30, 2024
Phenomenal - Simone our guide was fabulous! She took us local places that visitors would not know about. She took us to a beautiful Memorial that would take your breath away. Her knowledge of the region was great. We vitiated a couple wonderful wineries and had a three course lunch that was phenomenal! Thank you
Review provided by Viator
Neil_s
Oct 25, 2024
A little bit of heaven - Marco was very, pleasant, helpful and knowledgeable. The wine tasting and lunch at San Appian winery is not to be missed.
Review provided by Viator
From $127
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).