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Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

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Florence, Italy
Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

From $641.55 per group (up to 7)

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icon8 hours  (approx.)
Hotel pickup offered
Mobile ticket
iconOffered in: English and 3 more
Good for avoiding crowds

Operators have paid Viator more to have their experiences featured here

Overview

Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable private driver, travel through the renowned Chianti wine region to visit the towns of Siena and San Gimignano. See famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.
  • Take a full-day private tour of Tuscany from Florence
  • Sample Chianti wine at a local vineyard
  • Visit the medieval city of San Gimignano and Siena
  • A private guide and vehicle ensure a personalized experience
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Hotel pickup and drop-off in Florence
Private luxury minivan
Bottled water
Onboard Wi-Fi (on request at reservation)
Our drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
Spanish-, Portuguese- or French-speaking driver upon request
Lunch + wine tasting at farm house (to be paid on spot)
Guide city tour (you will find the complete tour with private guide in Siena on viator with this code 23322P50)

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9:30 AM
Pick up from all hotels or apartments in Florence downtown
  • Confirmation will be received at time of booking
  • Infant seats available
  • A maximum of eight people per booking
  • Not wheelchair accessible
  • Stroller accessible
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
  • OPERATED BY Chianti Drivers private tours
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Learn more about cancellations.


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Traveler Tips


  • "Highly recommend this private tour so you can spend the time you want along the way!" See review

Reviews by Viator travelers.  We perform checks on reviews

Reviews

5.0
star-5
110 Reviews
3 stars
0
1 star
0

Reviews by Viator travelers

We perform checks on reviews

Showing 1-10 of 110 reviews
star-5
Great ride and more than great driver mr. massimo
Kirthi_D
, Jul 2022
We had an awesome time with driver massimo (hope I spelled his name right). He was one of the best drivers we came across in our travels. He drives smoothly especially as Tuscany is a hilly terrain, he knows the area very well , and he made us feel very comfortable as we were traveling with 3 toddlers. This trip was one of our best days in Tuscany due to the heatwave too.
star-5
Beautiful day in Tuscany!
Kelly_G
, Jul 2022
What an amazing day! Maurizio shared stories and tips about Tuscany that we would have never discovered on our own. Highly recommend!!
star-5
Great way to experience Tuscany
Daniel_S
, Jul 2022
The wine tasting and lunch at Castellina was the highlight for us. Amazing wines, olive oil, balsamic vinegar and atmosphere. Simone was a great driver and guide. Highly recommend
star-5
Tuscan wine
Darrow_Z
, Jul 2022
The highlight of the trip was having lunch at the small winery with the hospitable people and the fantastic food overlooking the Tuscan hillside. Our driver Marco was fantastic and I enjoyed every minute with him. I highly recommend this tour for people who want an efficient and stress-free way to visit the highlights of Tuscany outside of Florence.
star-5
Wonderful experience
Amaury_s
, Jul 2022
Massimo was a wonderful tour guide! Loved having him as our driver. He took us to picturesque locations and gave us history of the cities. Was a lovely day.
star-5
Great day trip
Mark_A
, Jun 2022
Great day of touring with a local to get the back door stories. Great lunch was arranged at a winery in the Chianti country side. The food and wine were wonderful.
star-5
Our driver was so nice...
Sophie_F
, Jun 2022
Our driver was so nice and great! Loved the entire tour. So worth it. I’d you’re thinking about doing it, do not hesitate!
1 traveler found this review helpful
star-4
Great private tour and lunch experience
Melanie_P
, Jun 2022
Great to have a private tour with our own driver for the day. Our driver was very friendly and knowledgeable and we learnt a lot about Siena, San Gimignano and Chianti regions. We added the lunch on at Casa Nova and it was delicious and so nice to do that. The only negative, we would have liked to have gone to at least one other winery for a tasting. We only went to Casa Nova and we were expecting to visit 2-3 wineries that day.
2 travelers found this review helpful
star-5
Our best day in Tuscany!
Mike_B
, Jun 2022
Our trip was fantastic. Our driver, Max, was friendly, knowledgeable, and accommodating. He took us to the best spots with the best views and gave us plenty of time to explore on our own. He also allowed us to customize our day. I would highly recommend this tour.
1 traveler found this review helpful
star-5
It was a memorable day!
MaryHope_T
, Jun 2022
Our driver, Max provided us with so much history of the different places we had visited. We would ask for him again.
1 traveler found this review helpful
star-5
Excellent day out in Chianti region!
Jeri_B
, May 2022
Our day trip with Francesco was absolutely wonderful! The choice of the Casanova winery for lunch was especially good as we had two celiac party members (I am one of them) and the winery did a fantastic job with our gluten free lunch, complete with excellent lasagna. The towns we toured, San Gimignano and Castellina in Chianti, were beautiful, as was the drive through Chianti countryside. We would highly recommend this tour and Francesco in particular.
1 traveler found this review helpful
star-5
Great Sightseeing with Good Wine
desireesacdalan
, May 2022
Loved the tour. Maximo was a great driver; he was a local, so was very knowledgeable of the area and history.
star-5
Simone was an amazing...
Anastasia_B
, May 2022
Simone was an amazing driver for our tour & friendly! He gave a lot of information about San Gimignano and Chianti. & we had some great sights along the way
star-5
10 out of 5 stars!!!
Felipe_F
, May 2022
Amazing, beautiful, unforgettable trip. We loved it...Andrea was knowledgeable, friendly and super cool. We took this trip with our 3 year old daughter and had the best time. :)
star-5
Best part of our visit to Italy
April_C
, May 2022
Massimo our tour guide was so knowledgeable about the areas and the history the entire day was a a very enjoyable experience
2 travelers found this review helpful
star-5
Barbara is wonderful
Nicola_H
, May 2022
We were absolutely charmed by Barbara our guide, so knowledgable and exuberant about her home town. We can’t recommend her enough. Comfortable clothing a must, it’s a long day. David is so worth the visit. He and all of the other works of art we saw deserve reverence. Shame about all the “selfie takers” 😡
star-5
Wonderful day…
Angia_H
, May 2022
Simone was a wonderful driver/guide for the day. He gave us information about each location we stopped at. We had free time to explore. It was an extremely flexible day. He even took us to a few extra stops on the way back to Florence.
star-5
Excellent Tour!
David_F
, May 2022
Hearing history of the area from our fantastic/driver, Ricardo. Having a wonderful lunch with lots of great food and wine! Seeing the beautiful Tuscan countryside and Siena and San Gimignano. Everything was excellent all day!
1 traveler found this review helpful
star-5
Highly Recommend! A wonderful day outside of Florence
Kyle_B
, May 2022
Massimo was a wonderful guide and driver for the day. He gave us plenty of information and was extremely flexible throughout the day. He was so friendly as well. He also organized the perfect lunch and wine tasting in between our stops. My wife and I would highly recommend this to anyone.
star-4
Authentic Tuscan experience
Erica_B
, Apr 2022
The farmhouse restaurant/winery we went to was beautiful with great wine and food- felt like a real Tuscan experience! I do wish my driver’s English was a little better

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