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Tuscany Tour Siena - San Gimignano - Winery

6 Reviews 5.00 out of 5 stars Based on 6 traveler reviews collected by Cool Shore Excursions and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| Florence, Italy
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from $901.61 per group (up to 7)

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Tuscany Tour Siena - San Gimignano - Winery Image 1
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Don't miss out!
On average, this is booked 23 (0) days in advance.
8 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 2 more
Italian, Spanish

Overview

Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the majestic Siena Cathedral, known for its splendid Gothic architecture and the artistic treasures it houses.

After exploring Siena, we head towards San Gimignano, the "Manhattan of the Middle Ages", famous for its historic towers and its charming historic center.
The tour continues towards the Chianti hills, the beating heart of the Tuscan wine tradition. Here, an unforgettable gastronomic tour awaits you. We will visit a renowned local winery, where you can taste the fine Chianti Classico wines, accompanied by a delicious lunch based on typical Tuscan specialities.

What's Included

  • Private transportation
  • Greet & Meet English Speaking Driver
  • Air-conditioned vehicle
  • Lunch
See 1 more

Meeting and Pickup

Pickup point
Pickup details

We carry out collections at the entrance of your hotel.

What To Expect

Book Online

Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Duomo di Siena

The Cathedral of Siena, known as the Cathedral of Santa Maria Assunta, is one of the most important Italian Gothic churches. Located in the historic center of Siena, it is famous for its facade decorated in white, green and red marble, full of sculptures and ornaments. Construction began in the 12th century and continued for several centuries, involving artists such as Nicola and Giovanni Pisano.The interior of the Cathedral is equally magnificent, with an inlaid marble floor depicting biblical and allegorical scenes, the work of various artists between the fourteenth and sixteenth centuries. The Piccolomini Library, frescoed by Pinturicchio and his students, is another notable attraction, as is the pulpit sculpted by Nicola Pisano.The Cathedral also houses works of art of great importance, including the Maestà by Duccio di Buoninsegna and the statue of San Giovanni Battista by Donatello. This architectural masterpiece is also an important treasure chest of artistic and historical treasures.
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1 hour 30 minutes Admission Ticket Free

San Gimignano

San Gimignano is an enchanting medieval village located in the province of Siena, in Tuscany. Famous for its medieval towers, which have earned it the nickname "Manhattan of the Middle Ages", San Gimignano retains its historical appearance intact. In the period of maximum splendor, there were 72 towers, built by noble families to show their wealth and power; today there are 14 left.The historic center of San Gimignano, declared a World Heritage Site by UNESCO, is characterized by picturesque squares, cobbled streets and stone buildings. The Piazza della Cisterna and the Piazza del Duomo are the beating hearts of the city, where the Palazzo del Popolo, the Collegiate Church of Santa Maria Assunta and the Civic Museum are located.San Gimignano is also famous for the production of the white wine Vernaccia di San Gimignano and for its saffron. This charming village attracts visitors from all over the world thanks to its unique historical, cultural and gastronomic heritage.
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1 hour Admission Ticket Free

Strada Statale 222 Chiantigiana

Having a wine taste lunch along the Chianti Road is an unforgettable experience. You can visit historic and modern cellars, where the winemakers will guide you in tasting their fine wines, accompanied by delicious typical Tuscan dishes. You will taste the famous Chianti Classico, known for its balance and complexity, combined with local specialties such as cured meats, cheeses, bruschetta and homemade pasta.
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2 hours 30 minutes Admission Ticket Free

Show 2 more stops

Additional Info

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • Remaining time of 3 hours will be used for transfer from one point to another
  • The driver will give information about tourist spots based on his knowledge

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Tuscany Tour Siena – San Gimignano – Winery?

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-481305P1

Traveler Photos

Reviews

5.00
6 reviews

Average 5.00 out of 5 stars based on 6 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
6
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 23 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

Q: What is the cancellation policy for the Tuscany Tour Siena – San Gimignano – Winery?
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).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Private transportation.
  • Greet & Meet English Speaking Driver.
  • Air-conditioned vehicle.
The following is NOT included:
  • Lunch.
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Tuscany Tour Siena - San Gimignano - Winery is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Tuscany Tour Siena – San Gimignano – Winery will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Private transportation
  • Greet & Meet English Speaking Driver
  • Air-conditioned vehicle
  • Lunch

Additional Info

Activity name

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • Remaining time of 3 hours will be used for transfer from one point to another
  • The driver will give information about tourist spots based on his knowledge

Report Product Issue

Activity name