Tours/Siena/San Gimignano, Chianti and Montalcino Tour through Tuscan wine
Viator · group up to 8 pax

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

4.8(8)Siena1 hour
VIATOR4.8(8)

Description

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.

Tour Options

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Itinerary

60 min

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.

60 min

Free time to visit San Gimignano

Admission not included15 min

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

Admission not included30 min

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/

15 min

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

Admission included120 min

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

120 min

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.

60 min

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/

120 min

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.

60 min

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).

Highlights

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

What's included

Included
Expert multilingual escorts
Two wine tastings in two wineries
Guided tours in two wineries
Travel by minivan with air conditioning for a maximum of 8 people
Not included
Lunch
Gratuities

Traveller Ratings

4.8
8 reviews
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Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages

Reviews(8)

N
Nancy_K
May 5, 2026
A great tour

The trip was well organized and the time allotted at each site was adequate. Our guide Daniel was very friendly and knowledgeable. The wineries we visited were beautiful and the wine was fantastic!!

S
Stephanie_v
October 23, 2025
I really enjoyed this...

I really enjoyed this small group tour to San Gimignano and 2 winemakers. There were only 8 of us and everyone was nice. The guide, Daniel, explained the history and importance of the region and gave some suggestions for time in our own in the town. There was a generous amount of very good wine. And many gorgeous views. In all, a wonderful full day trip!

C
Candy_W
September 23, 2025
Great tour of Tuscany towns and wine tasting.

Love the tour around some of the beautiful towns in Tuscany. It was a great experience to learn more about the area, history and sample the wines of course!

A
Alejandra_S
September 11, 2025
Wonderful experience

Excellent, this is a complete walk to enjoy villages, taste wines. Beautiful landscapes and stories. Fabio a great guide, friendly, punctual and enlightened us about wine and history of peoples.

T
Tina_S
October 30, 2024
See, Tast and explore Tuscana by tour bus for a day

Tour was a perfect amount of time in each spot. The wine lunch was very good. I would recommend this trip for someone without a car and wants to see the region

Operator response

Dear Tina, Thank you for your kind review! Best wishes, My Luxury Drive Team

3
3rdtraynorjohn
October 22, 2024
San G was the highlight

Great lunch for the extra 20. Town of San Gimignano was beautiful and 2 hour was more than enough time to walk around, shop and have a wine. Very excellent driver/ guide. A small group of 6 meant less drama.

Operator response

Dear Customer, Thank you for your kind review! Best wishes, My Luxury Drive Team

Y
yashmita_d
September 30, 2024
Great way to see a few regions in Tuscany

Great way to see bits of Tuscany when you don’t have access to a car and time. Great coach driver and your guide. Would have liked to stop at a few more of the towns we passed when getting from one wine region to another.

Operator response

Thank you for your review! We will take into consideration you suggestion.

J
John_L
August 5, 2024
Lots of fun and beautiful towns

Our group was a lot of fun. Marco our driver was informative and friendly. The wine tasting, food and the towns we stopped at were amazing. Jack and Maureen

1 people found this helpful
Operator response

Dear Jack and Maureen, Thank you for your positive feedback! We appreciate your words and are glad that your experience with us was great. Thank you again!

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