You booked this experience
Make your trip unforgettable

Tour of San Gimignano and Private Wine Experience in Chianti

2 Reviews 5.00 out of 5 stars Based on 2 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Florence, Italy
Don't miss out!
On average, this is booked 18 (0) days in advance.

5 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
Instant confirmation

Overview

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in the hills of San Donato in Poggio.
Enjoy hotel pick-up and drop-off services so you can sit back, relax, and enjoy the landscape while we drive you through the gorgeous Tuscan roads.
Our first stop will be in San Gimignano, a medieval village well-known for its castle towers and for producing one of the first DOCG wines in Italy: Vernaccia di San Gimignano DOCG, which you will taste later on at our tasting room!
Our second stop is at our Family Winery, located in the Chianti Classico area, surrounded by olive trees and vineyards.
What will you do? At this estate winery, our clients have the opportunity to tour a cellar, taste and enjoy at least 5 different Family wines, from the Vernaccia di San Gimignano to the Chianti Classico Riserva wines as well as Super tuscans. You will also have a chance to try our exclusive extra virgin olive oil.

What's Included

  • Alcoholic beverages We guarantee 5 different wines: 2 types of Vernaccia di San Gimignano, Chianti Classico and Chianti Classico Riserva, Supertuscan.
  • Bottled water
  • Local expert driver
  • Everything that is not mentioned in the inclusions.
See 2 moreSee 1 more

Meeting and Pickup

Pickup point
Pickup details

We guarantee personalized pick-up service at your hotel, private apartment, or AirBnb. Please remember to provide your exact address, including the street name and house number. If you're staying outside from the aforementioned areas, please advise in advance.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

Province of Florence

Customers will be picked up by our driver at the location of their choice, and it will take approximately 1 hour to reach the beautiful medieval town of San Gimignano.
Read more

1 hour Admission Ticket Free

San Gimignano

After our driver has completed the personalized pick-up at your address, we will embark on a journey to the gentle hills of Chianti, amidst avenues of cypress trees, olive groves, sunflower fields, and long rows of vineyards until we reach the famous medieval town of San Gimignano. There, we will stop for approximately 1 hour for a self-guided tour.San Gimignano is a beautiful medieval town located in the Tuscany region of Italy. It is famous for its distinctive skyline characterized by medieval towers, earning it the nickname "the Manhattan of the Middle Ages". These towers, mainly dating back to the 12th and 13th centuries, were a symbol of power and wealth for the noble families of the city. The town is also famous for wine production, particularly the renowned white wine Vernaccia di San Gimignano. Visitors can enjoy wine tastings at the numerous wineries in the area.
Read more

1 hour Admission Ticket Free

San Donato in Poggio

After visiting the towers of San Gimignano, it's time for a tasting. We will head to Chianti Classico (abt. 30mins from San Gimignano to San Donato in Poggio) to sample the finest wines of our region: Vernaccia di San Gimignano, Chianti Classico, Chianti Classico Riserva, and Supertuscan, along with excellent olive oil, all produced by a historic winery founded in 1929, Cantine Guidi. At the end of the tasting, we will return to your address.
Read more

2 hours Admission Ticket Free

Province of Florence

After the wine tasting experience, we will return to the location where the pick-up was made.
Read more

30 minutes Admission Ticket Free

Show 3 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Tour of San Gimignano and Private Wine Experience in Chianti?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-468326P1

Traveler Photos

Reviews

5.00
2 reviews

Average 5.00 out of 5 stars based on 2 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
2
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 18 (0) days in advance.

Similar Tours & Activities

Cinque Terre with Vernazza Manarola and Corniglia Fullday from Florence

You will spend an unforgettable day discovering the most impressive "Cinque Terre" Ligurian landscapes. In this area, which has been declared World Heritage Site by …More

You will spend an unforgettable day discovering the most impressive "Cinque Terre" Ligurian landscapes. In this area, which has been declared World Heritage Site by...

10 hours Hotel pickup offered
from
$631

Private Tour to Cinque Terre from Florence

Head to the coast for a day in Italy’s Cinque Terre on a private (this is not a shared tour) 10-hour trip from Florence. Listed …More

Head to the coast for a day in Italy’s Cinque Terre on a private (this is not a shared tour) 10-hour trip from Florence. Listed...

10 to 11 hours Hotel pickup offered Free Cancellation
5.0 (423)
from
$940

Florence Private Walking Tour

Join us on this historical and cultural tour in Florence. In this private walking tour, you will have an experienced and local guide to tell …More

Join us on this historical and cultural tour in Florence. In this private walking tour, you will have an experienced and local guide to tell...

3 hours Free Cancellation
4.9 (24)
from
$32

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your …More

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your...

7 hours Free Cancellation
4.9 (174)
from
$158

Travelers Who Bought This Tour Also Bought

Skip the line David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to …More

4.8 (1,148)

Skip the line David Guided Experience

4.8 (1,148)

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hour Free Cancellation
4.8 (1,148)
from
$33

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel …More

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,426)
from
$63

Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is …More

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$31

Half-Day Excursion to Pisa and the Leaning Tower from Florence

Discover the timeless magic of Pisa and its world-famous Leaning Tower! No trip to Italy is complete without seeing this iconic landmark — and this …More

Likely to Sell Out
Likely to Sell Out

Discover the timeless magic of Pisa and its world-famous Leaning Tower! No trip to Italy is complete without seeing this iconic landmark — and this...

6 hours Free Cancellation
4.6 (1,236)
from
$45

What's Included

Activity name

  • Alcoholic beveragesWe guarantee 5 different wines: 2 types of Vernaccia di San Gimignano, Chianti Classico and Chianti Classico Riserva, Supertuscan.
  • Bottled water
  • Local expert driver
  • Private transportation
  • Air-conditioned vehicle
  • Everything that is not mentioned in the inclusions.

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available

Report Product Issue

Activity name