Tour Finder
  1. Home
  2. San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

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

5.00
5.0(7 reviews)
Private Tour
8 hours
Portuguese, English, Italian, French
Mobile ticket
Gallery Main Image
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Show all 24 photos

Overview

Available languages

Portuguese
English
Italian
French

8 hours

Mobile ticket

* 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

Additional Info

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

What To Expect

1

San Gimignano

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.

4 hours • Admission Not Applicable
2

Strada Statale 222 Chiantigiana

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.

4 hours • Admission Not Applicable

Options

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

Pickup included

What‘s Included

8 hours door-to-door tour

Bottled water

Free Wi-Fi on board

Private tour

Eventual entrance fees

Lunch

Gratuities

Wine tasting fees

Pickup points

Select a pickup point

Cancellation Policy

All sales are final. No refund is available for cancellations.

Reviews

5.00

7 reviews

Total reviews and rating from Viator & Tripadvisor

7
0
0
0
0
  • Wonderful 2 days of Sienna

    Seaside06063441099,Apr 4, 2026

    - Review from Tripadvisor

    5.00

    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.

  • We loved Roberto and We Drive You Tuscany!!

    525jayceem,Apr 4, 2026

    - Review from Tripadvisor

    5.00

    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!!

    525jayceem's photo 1
    525jayceem's photo 2
    525jayceem's photo 3
    525jayceem's photo 4
  • Simply the best experience

    peterfF1471BN,Apr 3, 2025

    - Review from Tripadvisor

    5.00

    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.

  • Amazing professionals

    mitchellf440,Oct 25, 2024

    - Review from Tripadvisor

    5.00

    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 🙌🏽

  • Trust me, this is worth booking!

    Lisa L,Oct 9, 2024

    - Review from Tripadvisor

    5.00

    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.

    Lisa L's photo 1
    Lisa L's photo 2
    Lisa L's photo 3
    Lisa L's photo 4
    Lisa L's photo 5
  • Wonderful group tour from Greve

    Steven L,Sep 27, 2024

    - Review from Tripadvisor

    5.00

    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!

    Steven L's photo 1
    Steven L's photo 2
    Steven L's photo 3
    Steven L's photo 4
    Steven L's photo 5
    Steven L's photo 6
  • San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Siena - Full day trip

    Dasbobby,Jan 6, 2019

    - Review from Tripadvisor

    5.00

    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 .

From
US$641.51
Select Date & Pax
Check Availability
Check availability

Secure Checkout

  • messenger
  • whatpsapp
  • zalo
From
US$641.51
Check availability

Related Experiences

Full Day Private Tour of Plitvice National Park and Željava Airbase with a Yugo

Full Day Private Tour of Plitvice National Park and Željava Airbase with a Yugo

5.00
From€220.00
Scenic One Way Journey Shkoder to Valbona

Scenic One Way Journey Shkoder to Valbona

5.00
From€34.00
Private Helicopter Flight to winery with Sparkling Wine tasting

Private Helicopter Flight to winery with Sparkling Wine tasting

5.00
FromUS$2,990.00
Bromo Jeep's Tour

Bromo Jeep's Tour

5.00
FromUS$47.18
Ninh Binh: Day Trek at Cuc Phuong National Park, Bear Sanctuary

Ninh Binh: Day Trek at Cuc Phuong National Park, Bear Sanctuary

5.00
From₫900,000
All-Inclusive Ku-ring-gai Chase National Park Adventure

All-Inclusive Ku-ring-gai Chase National Park Adventure

5.00
FromA$250.00
Tour to the Giza Pyramids and Grand Egyptian Museum

Tour to the Giza Pyramids and Grand Egyptian Museum

5.00
FromUS$30.00
Full Day Sanibel Eco Boat Charter with Gulf and Pine Island

Full Day Sanibel Eco Boat Charter with Gulf and Pine Island

5.00
FromUS$1,200.00
4 Hour Sanibel Private Eco Boat Tour

4 Hour Sanibel Private Eco Boat Tour

5.00
FromUS$800.00
Corfu: Sunset Private Cruise to Mouse Island

Corfu: Sunset Private Cruise to Mouse Island

5.00
From€199.00
From Faro: Benagil, Marinha Beach, Algar Seco, 7 Valleys TOUR

From Faro: Benagil, Marinha Beach, Algar Seco, 7 Valleys TOUR

5.00
From€40.00
Summit Sunset Tour

Summit Sunset Tour

5.00
FromUS$55.00

Operated by We Drive You Tuscany

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

top-50

Winner - HO CHI MINH INNOVATIVE STARTUPS IN TOURISM 2022.

Quick links

Destinations

Contact us

  • zalo
  • whatpsapp
  • messenger
Travelling effortlessly, together

© 2026 Trip Social Group. All rights reserved. ABN 37 629 297 507

    Accepted Payment Methods

  • visa
  • visa
  • visa
  • jcb
  • paypal