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San Gimignano, Chianti and Montalcino Tour through Tuscan wine

9 Reviews 4.78 out of 5 stars Based on 9 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Siena, Italy
Don't miss out!
On average, this is booked 21 (0) days in advance.

11 hours (approx.)
Mobile ticket
Offered in: English
and 2 more
Italian, Spanish
Instant confirmation

Overview

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience.

Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that.
Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery.

Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.

What's Included

  • Expert multilingual escorts
  • Two wine tastings in two wineries
  • Travel by minivan with air conditioning for a maximum of 8 people
  • Lunch
  • Gratuities
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Meeting Location

Meeting point

Via Giuseppe Garibaldi
72, 53100 Siena SI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

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

Start the tour from Siena at the meeting point in Via Giuseppe Garibaldi 72, travel with the minivan from Siena to San Gimignano on board of a minivan.
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1 hour Admission Ticket Free

San Gimignano

Free time to visit San Gimignano
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1 hour Admission Ticket Free

Collegiata di Santa Maria Assunta - Duomo di San Gimignano

During your free time you can visit the Cathedral of San Gimignano. You can purchase the ticket on point or you can check the information and prices here below: http://www.duomosangimignano.it/orari.htm
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15 minutes Admission Ticket Free

Palazzo Pubblico e Torre Grossa

While visiting San Gimignano you can enter in the Palazzo Pubblico and get on the Big Tower that you can admire in the Duomo square. For information regarding tickets and admission hours you can check this link: https://www.sangimignano.com/it/informazioni-utili/orari-e-prezzi-monumenti/
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30 minutes Admission Ticket Free

Piazza Della Cisterna

Free time in San Gimignano and visit to the famous Piazza della Cisterna, known for the beautiful medieval well.
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15 minutes Admission Ticket Free

Strada Statale 222 Chiantigiana

Take part in a wine tasting a winery and you can enjoy a lunch (not included in the price) at the winery.
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2 hours Admission Ticket Included

Montalcino

Our day continues on board of the minivan from San Gimignano to Montalcino in Val d'Orcia area, another jewel in Tuscany's crown and a UNESCO World Heritage Site since 2004. We will travel to Montalcino, which from its hilltop overlooks the 1500 hectares of Brunello vineyards that have helped make the area world famous. Enjoy the beautiful trip while admiring Tuscan countryside along the way. Our driver can give you some information on board.
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2 hours Admission Ticket Free

Fortezza di Montalcino

Free time in Montalcino to admire the beautiful medieval fortress and take your time to stroll around its cobblestones streets. The clients can get on the walkway on the walls, overlooking the splendid Val d'Orcia, costs 4 euros. You can check the times and prices here: https://www.valdorciamiata.it/la-fortezza-di-montalcino/
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1 hour Admission Ticket Free

Val D'Orcia

Our last stop will be at a local winery where we will taste the famous Brunello di Montalcino, which ranks among the top Italian DOCG wines. We will visit the winery and also taste typical local products.
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2 hours Admission Ticket Free

Val D'Orcia

Enjoy your journey back from Montalcino to Siena after this full day tour based on wine and medieval cities. Our drivers will drop you off at the same meeting point ( Via Giuseppe Garibaldi, 72, Siena).
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1 hour Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages
  • This tour/activity will have a maximum of 8 travelers

Frequently Asked Questions (7)

Q: What is the cancellation policy for the San Gimignano, Chianti and Montalcino Tour through Tuscan wine?

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).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

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

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Activity code: C-477176P2

Traveler Photos

Reviews

4.78
9 reviews

Average 4.78 out of 5 stars based on 9 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
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Don't miss out!
On average, this is booked 21 (0) days in advance.

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What's Included

Activity name

  • Expert multilingual escorts
  • Two wine tastings in two wineries
  • Travel by minivan with air conditioning for a maximum of 8 people
  • Guided tours in two wineries
  • Lunch
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages
  • This tour/activity will have a maximum of 8 travelers

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