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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
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From $622.47 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

5.0
star-5
100 Reviews
3 stars
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Reviews by Viator travelers

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Showing 1-10 of 100 reviews
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.
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.
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.
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
1 traveler 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
star-5
Wonderful day trip from Florence
Sara_C
, Apr 2022
We had a fabulous experience on our private tour! What a fantastic way to get a taste of Tuscany - our driver, Massimo, was incredibly knowledgeable and made great suggestions for how best to use our limited time in each place. He was also very flexible and gave us options so we could do exactly what we wanted to do. The van was incredibly comfortable and Massimo was a safe driver. Perfect day trip!
star-5
Tuscan Private Tour by car
Helen_W
, Apr 2022
Beautiful Tuscan country scenery. Our driver Marco was great, comfortable, friendly and informative. Loved Siena and San Gimignano, both were amazing. Highly recommend it. We stopped for a great lunch and wine tasting at Sant’Appiano which had great views of the Tuscan Valley. Out host Barbara and her brother and Mother made the visit special. Food was delicious.
star-5
Great way to see the smaller towns of Tuscany
Dana_M
, Apr 2022
We had a wonderful day with our driver Simone exploring the Tuscan region. Simone picked us up at our hotel in Florence and we rode in luxury to San Gimignano. Before leaving Florence, he took us to the Piazza Michelangelo where we got the best view of all of Florence! We spent an hour in San Gimignano (could have spent longer!) before heading to Siena. After nearly 2 hours in Siena, it was off to Chianti. Simone asked if we had any interest in a wine tasting (of course we did!) and he took us to a wonderful winery where the staff was so welcoming and knowledgeable. One of the highlights of our trip!
1 traveler found this review helpful
star-5
Under the Tuscan Sun with Simone
ranjit_c
, Apr 2022
Wonderful day driving to Sienna Lunch and wine tasting at Casa Emma in Chianti Classico Drive back through small historic hill towns Gorgeous day Simone our driver was wonderful Always careful and attentive to our wishes and safety I strongly recommend Simone!!
star-5
Relaxing Day in Tuscany
Sharon_H
, Apr 2022
We spent a wonderful day with Mossimo. He made sure that the day was spent doing exactly what we wanted to do. We skipped the winery and added a stop at Monteriggioni. I would recommend this tour to anyone looking for a relaxing day in Tuscany.

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