Tours and Tickets

San Gimignano, Chianti, and Montalcino Day Trip from Siena provided by My Tour in Italy

San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena
5
Book in advance
from
£86.60
per adult
Reserve now & pay later: Save your spot free of charge with flexible booking.
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
About
Enjoy a wine tasting and light lunch in a winery on a full day tour of the Tuscan countryside. Visit San Gimignano a real jewel famous thanks to its stunning towers and discover Orcia Valley with a visit to Montalcino, known all over the world for the production of Brunello di Montalcino.
Know before you go
  • Duration: 11h
  • Mobile tickets accepted
  • Instant confirmation
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
English, Italian
What to expect
  • Start with a 7:30am or 8:30am hotel pickup, depending on the time of year. As the sights of Siena slip into the distance, you’ll notice the landscape turn into the undulating hills of Tuscany. Your first stop in the region is the beloved hill town of San Gimignano, a UNESCO World Heritage Site. Enjoy free time here to wander the streets of its historical center, gazing at the medieval architecture, towers, piazzas, and artisan shops. San Gimignano produces the renowned vernaccia wine, and you’ll find plenty of enoteche (wine shops) around the streets. Next, you’ll head to the historic fortress town of Monteriggioni. The hill town is encircled by intact medieval walls, beautifully preserved from the 12th century. Hear how Dante likened the walls’ towers to the Giants of Inferno in his Divine Comedy as you enter the town, then make your way to a winery for lunch. Savor a light meal of local cheese and salami, paired with Chianti wine. With your appetite sated, you’ll travel into the Val d’Orcia region of Tuscany where the winemaking village of Montalcino awaits. Taste the esteemed Brunello di Montalcino wine, and learn about the town’s winemaking traditions. Relax on the journey back to Siena, and finish your day trip with a hotel drop-off.
Know before you go
  • Duration: 11h
  • Mobile tickets accepted
  • Instant confirmation
Available languages
English, Italian
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
What to expect
  • Start with a 7:30am or 8:30am hotel pickup, depending on the time of year. As the sights of Siena slip into the distance, you’ll notice the landscape turn into the undulating hills of Tuscany. Your first stop in the region is the beloved hill town of San Gimignano, a UNESCO World Heritage Site. Enjoy free time here to wander the streets of its historical center, gazing at the medieval architecture, towers, piazzas, and artisan shops. San Gimignano produces the renowned vernaccia wine, and you’ll find plenty of enoteche (wine shops) around the streets. Next, you’ll head to the historic fortress town of Monteriggioni. The hill town is encircled by intact medieval walls, beautifully preserved from the 12th century. Hear how Dante likened the walls’ towers to the Giants of Inferno in his Divine Comedy as you enter the town, then make your way to a winery for lunch. Savor a light meal of local cheese and salami, paired with Chianti wine. With your appetite sated, you’ll travel into the Val d’Orcia region of Tuscany where the winemaking village of Montalcino awaits. Taste the esteemed Brunello di Montalcino wine, and learn about the town’s winemaking traditions. Relax on the journey back to Siena, and finish your day trip with a hotel drop-off.
Need help booking?
Call the number below and use the product code: 5919P131
Call +44 12 2492 8241
Important information
Inclusions
  • Pick up service
  • Travel by minivan with air conditioning for a maximum of 8 people
  • Expert multilingual escorts
  • Wine tasting and Light Lunch consisting of typical Tuscan dishes
  • Snack with sliced cured meats and typical salami
  • Drop off service
  • Entry/Admission - Chianti Road
Exclusions
  • Gratuities
  • Entry/Admission - Collegiata di Santa Maria Assunta - Duomo di San Gimignano
  • Entry/Admission - Palazzo Pubblico e Torre Grossa
Duration
11h
Departure details
  • Traveller pickup is offered.
  • Pick up and drop off are included for Accommodations located within 20km from the center of Siena. Please tell us Accommodations details at the time of booking - exact pickup time will be reconfirmed after booking. Our driver will wait for you in front of the main entrance.
  • 53100 Siena, Province of Siena, Italy If pickup is not required please meet our staff in front of Bar La Lizza, Via Sasso di S. Bernardino, 7, 53100 Siena SI
  • Hotel pickup is offered. View the hotel list on our checkout page to see if yours is included among the pickup points.
Additional information
  • Confirmation will be received at time of booking
  • Customers must be able to climb and descend stairs. A small amount of walking is involved to reach Monteriggioni Castle as it is uphill.
  • Pickup and drop off are included for Hotels located within 20km from the center Siena. If your accommodation is outside, please consider that the meeting point will be from: Siena, Piazza Gramsci in front of Bar La Lizza
  • Vegetarian option is available for lunch, please advise any specific dietary requirements at time of booking
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infant seats available
  • Most travellers can participate
  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 8 travellers
Inclusions
  • Pick up service
  • Travel by minivan with air conditioning for a maximum of 8 people
  • Expert multilingual escorts
  • Wine tasting and Light Lunch consisting of typical Tuscan dishes
  • Snack with sliced cured meats and typical salami
  • Drop off service
  • Entry/Admission - Chianti Road
Exclusions
  • Gratuities
  • Entry/Admission - Collegiata di Santa Maria Assunta - Duomo di San Gimignano
  • Entry/Admission - Palazzo Pubblico e Torre Grossa
Departure details
  • Traveller pickup is offered.
  • Pick up and drop off are included for Accommodations located within 20km from the center of Siena. Please tell us Accommodations details at the time of booking - exact pickup time will be reconfirmed after booking. Our driver will wait for you in front of the main entrance.
  • 53100 Siena, Province of Siena, Italy If pickup is not required please meet our staff in front of Bar La Lizza, Via Sasso di S. Bernardino, 7, 53100 Siena SI
  • Hotel pickup is offered. View the hotel list on our checkout page to see if yours is included among the pickup points.
Duration
11h
Return details
  • Returns to original departure point
Additional information
  • Confirmation will be received at time of booking
  • Customers must be able to climb and descend stairs. A small amount of walking is involved to reach Monteriggioni Castle as it is uphill.
  • Pickup and drop off are included for Hotels located within 20km from the center Siena. If your accommodation is outside, please consider that the meeting point will be from: Siena, Piazza Gramsci in front of Bar La Lizza
  • Vegetarian option is available for lunch, please advise any specific dietary requirements at time of booking
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infant seats available
  • Most travellers can participate
  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 8 travellers
Travel safe during COVID-19
Last updated: 11 Nov 2021
A note from San Gimignano, Chianti, and Montalcino Day Trip from Siena
Participants' requirements:Complete vaccination certificate;First dose certificate within 15days before; Healing from Covid-19 certificate within 6month before;negative swab within 48hours before. Please note: one of these docs is mandatory to join the activity, otherwise no refund will be provided.
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitised high-traffic areas
  • Temperature checks for tour participants upon arrival
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitised high-traffic areas
  • Temperature checks for tour participants upon arrival
  • Guides required to regularly wash hands
  • Hand sanitiser available to travellers and staff
  • Transportation vehicles regularly sanitised
  • Face masks required for guides in public areas
  • Paid stay-at-home policy for staff with symptoms
  • Gear/equipment sanitised between use
  • Face masks required for travellers in public areas
  • Social distancing enforced throughout experience
  • Face masks provided for travellers
Itinerary
  • You'll start at
    Province of Siena
    Or, you can also get picked up
    See Important Information for details
  • 1
    San Gimignano 1300
    Stop: 60 minutes
    See details
  • 2
    Collegiata di Santa Maria Assunta - Duomo di San Gimignano
    Stop: 15 minutes - Admission excluded
    See details
  • 3
    Piazza della Cisterna
    Stop: 15 minutes
    See details
  • 4
    Palazzo Pubblico e Torre Grossa
    Stop: 15 minutes - Admission excluded
    See details
  • 5
    Cantinetta di Monteriggioni
    Stop: 40 minutes
    See details
  • 6
    Chianti Road
    Stop: 60 minutes - Admission included
    See details
  • 7
    Fortezza di Montalcino
    Stop: 60 minutes
    See details
    Pass by
    San Filippo Montalcino
  • 8
    Val d'Orcia
    Stop: 60 minutes
    See details
  • You'll return to the starting point
+

5.0
13 reviews
Excellent
12
Very good
0
Average
0
Poor
1
Terrible
0

aaronkhoocw
Singapore, Singapore3 contributions
Excellent value for money.
Nov 2019
Carmen, Raphael, and Anna put together an extremely well-organized trip to San Gimignano, Chianti, Siena, and Monteriggioni on 31 Oct. It is hard to believe that so much ground was covered in a day, but this is a testament to the clear instructions and organizational skills of the team (all done with a sunny disposition to boot) . Naturally, there are some trade-offs (some legs of the tour were a bit rushed), but as far as value for money is concerned, it's hard to go wrong with this tour.
Written 8 November 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Dear Custmer, We want to thank you for sharing your experience with us and we feel glad that you enjoyed the tour with our team. Wishing to have you back again in the future. Best Regards My Tour Team
Written 8 November 2019
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Anna P
1 contribution
Siena Chianti san gimignano
Oct 2019 • Friends
It was a very Good time with leader group Rosa. She is energizing, positive and funny person. I realny recommended.
Written 24 October 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Dear Customer, Thank you so much for taking the time to leave us this beautiful review! We wish to have you again with us! Best Regards, My Tours Staff
Written 29 October 2019
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Yun
2 contributions
What a lovely trip!
I joined this tour myself and had a wonderful day visiting these beautiful places in Tuscany. We were well informed by My Tour of the meeting points and time. I was amazed by the scenery and history of the mid-century town and already miss wine and food at the winery. :DOur tour guide Rosa is lovely and friendly, always willing to help and provide useful information. Thanks!
很喜歡這一次的行程,有導遊介紹一些人文歷史,也給予足夠的自由活動時間,午餐的酒也好喝。我們的導遊Rosa很照顧大家。
Written 22 October 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Dear Customer, Thanks for leaving us such a wonderful review. We are thrilled that you loved your experience; our staff will definitely be happy to read what you wrote. We put customer experience and satisfaction as our priority, and your review reaffirms the hard work we put in every day. So thanks for your kind words and we look forward to seeing you again. Best Regards,
Written 28 October 2019
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Sabrina
1 contribution
Wine tasting tour
Rosa was amazing tour guide would do again in the future. Excellent tour and learned a lot. Had a lot of time to explore on our own and the bus was air conditioned. The food provided was amazing and everything went smoothly
Written 11 July 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Dear Customer, We appreciate you for choosing us and taking this tour with us. It is so nice to know that our team helped you to have a wonderful journey. Will be our pleasure to have you back again in the future. Best Regards My Tour
Written 12 July 2019
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Wong
Hong Kong, China1 contribution
SAN gimignano and Siena with Rosa
We were really enjoyed the tour, Rosa is a really nice and friendly tour guide. She brought us a fantastic and amazing day! If we come here again , for sure will join her other tour again !
Written 2 July 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Dear Customer, thank your for choosing us as a tour operator. Will be our pleasure to have you back again in the future. Best Regards My Tour
Written 4 July 2019
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

ricardocamarena
Evanston, IL5 contributions
Incomplete visit
My wife and I did the San Gimignano, Montalcino and Siena trip on Christmas Day. We knew many of the shops were going to be closed and that being a tour we would not have a gourmet meal, this did not prepare us for our experience. First, the main reason for the tour was the winery which was closed for the day. The company did not say anything (in fact they confirmed it was open one day before) and only switched itinerary for lunch. Lunch was terrible: cold, store-bought, over- cooked pasta, stale bread and lettuce. Last, the guide in Siena barely spoke English, from a group of ~20 only 4-5 stayed at the end of her guide.
Written 27 December 2018
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Dear Customer, first of all thank you for choosing My Tour and for spending your time to describe your experience. We feel so sorry to receive 2 star but anyway we accept even critics because it is like this that we improve each time our service. Accept our apologies and i will explain shortly,we were informed last minute about the change because of the winery,and we tried to resolve it, in this best way we could. Regarding the shops,it is not in our hand if they will operate on that date on not,we only takes responsibilities for the service we provide,so we feel sorry you didn't met your expectation. We hope to have you back again on other tours to really represent you our service! Thank you! Best Regards My Tour
Written 27 December 2018
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: My Tour in Italy
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Le giornate magnifiche a Firenze!!!
Four friends, five days in Florence! A majestic city that puts spells on you to stay there! We had a great time in
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Excellent experience
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gsx89
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Whole day without lunch
Last time I left a 5* review for this being the best tour I've ever had. This time it was unfortunately pretty disa
beatrizfJ4294IV
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Amazing experience
An amazing experience! The best guide and beautiful car. We recommend a lot. The winery lunch was also a great expe
marykarenw
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Samuele Vespa Tour of Tuscany Rocked our World!
Sam was incredible and made sure our entire group of six had an incredible time. amazing winery selection that tre
sammyyyjane
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SUCH A GREAT TOUR!
My mom has a PhD in Ancient History, so I usually don't think I need a tour guide. I generally find tours boring an
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un'esperienza straordinaria
Wine testing with Mirco and Anastasia. They are amazing people. I hope repet this experience. Excellent wine,
Quest13747248609
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Over delivered on expectations
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H9952YXchristianl
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Changed departure time with short notice
Changed departure time from 11.30 to 9.00 which didn’t fit our schedule. Neither phone number on Facebook or webpag
Fearless39860645855
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Great experience
Perfect experience, excellent guide Lorenzo made our day special- great mixture of fact and fun Thnx a lot Lorenzo
BellissimaItalia21
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Samuele made it a trip to never forget!!!
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Frequently Asked Questions about San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena will start at 8:30 AM. Discover and book San Gimignano, Chianti, and Montalcino Day Trip from Siena on Tripadvisor


San Gimignano, Chianti, and Montalcino Day Trip from Siena price starts from £86.42. Discover and book San Gimignano, Chianti, and Montalcino Day Trip from Siena on Tripadvisor

San Gimignano, Chianti, and Montalcino Day Trip from Siena cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book San Gimignano, Chianti, and Montalcino Day Trip from Siena on Tripadvisor