Tours/Siena/San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA
Viator · Private tour

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

5.0(7)Siena1 hour
TRIPADVISOR5.0(7)

Description

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in a luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver * Free Wi-Fi on board * Refreshments on board * Knowledgeable English speaking driver * Gas - Tolls - VAT

Tour Options

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA
  • Pickup included

Itinerary

240 min

Travel back a thousand years and discover Monteriggioni, where you will take a walk along its walls and gaze out onto its surrounding, stunningly timeless countryside. Make a pilgrimage to postcard perfect San Gimignano, where 13 of its original 72 towers will envelope you and provide a striking and enchanting backdrop to your visit.

240 min

Take a panoramic drive through the famous Chianti Classico wine area, admiring the views of vineyards and hills dotted with villages. We stop at a couple of boutique wineries for a wine tasting (cost not included) to get to know this prized wine.

Highlights

8 hours door-to-door tour
Bottled water
Free Wi-Fi on board
Private tour

What's included

Included
8 hours door-to-door tour
Bottled water
Free Wi-Fi on board
Private tour
Not included
Eventual entrance fees
Lunch
Gratuities
Wine tasting fees

Pickup Locations & Times

Please let us know the address for the pick-up and the drop-off and we will privde a door-to-door, private service

Traveller Ratings

5.0
7 reviews
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7
4
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3
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2
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1
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Important Information

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness
  • Vegetarian option is available, please advise at time of booking if required
  • A minimum of 2 people per booking is required
  • A maximum of 8 people per booking
  • Operates in all weather conditions, please dress appropriately

Reviews(7)

S
Seaside06063441099
April 4, 2026
Wonderful 2 days of Sienna

We had the privilege of having Roberto for two fabulous days in Tuscany. His broad knowledge, insight, and enthusiasm of Italian culture especially of this and its history colored the time. His humor added to the enjoyable time. From San Gimangino to wine tasting at local farms to walks through often overlooked places in Sienna we would have never seen. He was never in a hurry and changed it to what we were interested in most. His Mercedes van was comfortable and new. He was incredibly punctual. A truly memorable two day tour for my family.

Operator response

We are delighted to hear that you were well looked after by Roberto.

5
525jayceem
April 4, 2026
We loved Roberto and We Drive You Tuscany!!

We had a great time on our tour with Roberto from We Drive You Tuscany! We did the 8 hour San Gimignano and Chianti Classico as well as the Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese private tours with Roberto. This was my first trip to Italy, we enjoyed a comfortable ride throughout the countryside in the clean, air conditioned van! Roberto was so knowledgeable and made sure we knew all the best places to visit along with the history of the beautiful Tuscan countryside! He even gave us recommendations for our second leg of the trip to Rome. We will definitely use this service again!!

Operator response

We are delighted to hear that you had a good time with Roberto.

P
peterfF1471BN
April 3, 2025
Simply the best experience

This was hands down one of the best days of our entire six week European trip. Our driver was a genuine local, passionate about his area. The villages fantastic, and the lunch at a family winery simply stunning. Highly recommended in every respect.

Operator response

We are very happy to hear that you had a good day and enjoyed the tour with us.

M
mitchellf440
October 25, 2024
Amazing professionals

Maurizio, Cosimo, and Bruno were amazing professionals! We hired We Drive You Tuscany as our on call shuttle services for our wedding and I cannot express how absolutely amazing they were. They were kind, helpful, and always ready with great recommendations. Our guests absolutely loved them and I will certainly be hiring them again should the need arise. Thank you my friends for helping me make our wedding an unforgettable experience for our guests. E Maurizio, come avevo detto: spero vederti in Brasile ehhhh! Haha 🙌🏽

Operator response

We are delighted that our drivers helped make your special occasion a success.

L
Lisa L
October 9, 2024
Trust me, this is worth booking!

The communication and flexibility was fabulous via email even before we flew to Italy. They provided us with great options for the tour of different packages. Our driver, Bruno, was fabulous. He was able to customize the tour to our needs and desires on the fly, all while still getting us to arrive at lunch and wine tasting on time. He was prompt with our pick up from our airbnb as well. This was our favorite day spent in Tuscany and I would highly recommend this company to anyone considering more private tours. We loved visiting more small family owned wineries and getting away from the options that are obvious to tourists like ourselves! We were in Tuscany for our honeymoon and while we had a rental car, it was so nice for both my husband and I to not worry about getting ourselves back home safely. While it is a little more expensive to do over the group tours; it is DEFINITELY worth it.

Operator response

We are delighted to hear that you enjoyed the day with Bruno, and the places that he took you to.

S
Steven L
September 27, 2024
Wonderful group tour from Greve

Our tour was everything we could have wanted! We were able to experience wine tastings and food that made us feel a part of the family. At locations we would have never been able to find or have access to on our own. 10/10!! Accommodated for our pickup location in Greve, and our larger group size. It was perfect!

Operator response

We are happy to hear that you and your group had a good day and liked the places we took you to.

D
Dasbobby
January 6, 2019
San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Siena - Full day trip

It was excellent. Michele picked us up from our Apartment in Siena at 9am. We drove down through the beautiful tuscany countryside to a small fort , then we went to a family run winery around chinati , did some wine tasting with a lovely family who runs the winery and some light snacks (cheese , ham ) . We then spent the afternoon at San Gimignano with lunch . Michele was excellent , very knowledgeable and he is a widely travelled guy himself . Also he could speak very good English and that was very helpful . All in all very nice experience .

1 people found this helpful
Operator response

Thank you, thanks for the nice review. I have passed this on to Michele and the team. I am very happy you enjoyed your experience with us and Michele. We try to work with smaller family-owned producers so we can give clients a more personal, intimate and authentic experience of Tuscany. Thanks Kindly.

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