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Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip
4.9
61 Ratings
Florence
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.
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 delightful 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…
- Piazzale Michelangelo - This hilltop location offers the most stunning view of Florence.
- Il Campo, 1 - Siena, a delightful 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 UNESCO World Heritage site situated along the historic “Via Francigena,” once traveled by pilgrims journeying from France to Rome during the Middle Ages. The area is celebrated for producing Vernaccia di San Gimignano, a distinguished white wine, and high-quality saffron, still made using traditional organic methods. The Duomo “La Collegiata,” constructed in 1200, is a significant example of medieval architecture and houses important masterpieces from the Middle Ages.

What's Included
- Hotel pickup and drop-off
- Private tour
- Driver
- Transport by air-conditioned minivan
- Hotel pickup and drop-off
- Private tour
- Driver
- Transport by air-conditioned minivan
What's Not Included
- Food and drinks
- Food and drinks
Location
Piazzale Michelangelo
Viale Michelangelo,
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(61 Ratings)
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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
Tanya_v
Jul 11, 2024
Customer Service at it's Finest! - This was one of the best parts of our two week Italy vacation! Our tour guide, Sam, provided first class service & made our trip personal, memorable, and relaxing. He was very accommodating & modified the excursion by granting our request to avoid crowds of people & drive through the quiet Tuscany country instead. We definitely recommend adding the option for a winery lunch & tasting. In addition, communication with the tour operator through Viator was very easy. They confirmed that the tour would be able to transport my Mom's collapsible wheelchair, and they did! Thank-you so much for this amazing experience.
Review provided by Viator
Backpacker739177
Jun 17, 2024
Tuscany fun - Marco was easy to communicate with when I was arranging a group trip.
Very kind, prompt, patient and has a sense of humor.
Great guy! Very professional.
Review provided by Tripadvisor
Nancy_n
Jun 7, 2024
Wonderful day trip - We had a very enjoyable day with Marco. He picked us up at our VRBO. His van was comfortable for our family of 6 adults and very clean. He had water for us. We first stopped in Siena. There was a line to get tickets to the Duomo and the panoramic fortress (I would advise to get in line quickly or buy online before). The views were well worth it. We also had time to walk down to the piazza del Campo, which was also spectacular. We opted for the winery lunch and it was fabulous. We tried about 6 wines and had a 4 course Tuscan lunch that was delicious. We then went to San Gimignano and walked about the walled city, enjoying the shops and gelato. Marco shared stories of the area's history and made the day so enjoyable for our family. Highly recommend this day trip from Florence.
Review provided by Viator