Tuscany Highlights: Siena, San Gimignano & Wine

Discover the medieval charm of Tuscany’s villages, Certaldo and Monteriggioni. Delight in a Chianti wine tasting, participate in a Tuscan cooking class, and relish a lunch you create amidst the picturesque countryside.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Certaldo - Explore Certaldo Alto: enjoy free time to wander the streets, capture photos, and visit artisan shops, including a stop at the House of Boccaccio.
  • Agricola Poggio Ai Laghi - Participate in an interactive Tuscan cooking class and savor a traditional lunch featuring the dishes you create, crafted with fresh local ingredients….
What's Included
  • Expert tour leader
  • On-board WiFi
  • Wine tasting in a typical winery
  • Lunch
  • Free time in Siena
  • Free time in San Gimignano
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
Additional Information
  • A moderate amount of walking is involved.
  • Operates in all weather conditions, please dress appropriately
Location
Via dell' Oriuolo & Piazza del Duomo
Meet us at "Via dell' Oriuolo Piazza del Duomo" - at the intersection with Via del Proconsolo Please look for our assistant holding a panel advertising our tour.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.4
(770 Ratings)
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1 star
Stephanie_c
Nov 5, 2024
Amazing experience! - This tour was incredible! We had an amazing time in each city, and the winery was also fun and just a great experience. Marta and Ricardo were the best too. She explained the history of the area and gave us great suggestions for each town, and Ricardo got us to each destination safely. This was the best day of our Italy trip, and you should definitely book it!
Review provided by Viator
Shelley_c
Sep 15, 2024
Excellent - Was overall a great day! Marco was very personable and informative. Would highly recommend. Perfect day
Review provided by Viator
Sarah_r
Aug 30, 2024
Amazing tour! - Amazing tour! Lots of time in each place, and the tour guide Emma was so enthusiastic, knowledgeable and energetic that it was extra enjoyable!
Review provided by Viator
Ash
May 29, 2025
Pisa, Siena, San Gimignano and wine tasting - Perfect way to see Pisa from Florence. Siena cathedral was impressive, San Gimignano was beautiful and the surprise highlight! Marta, our guide, was lovely, caring, and very informative, and Andreas, our driver, drove safely and got us everywhere on time... Thank you to both of you!
Review provided by Tripadvisor
Susan_d
Oct 16, 2024
Rich day! - The visits to the medieval towns- were great. Too short a time in San Gimi though. We needed mush more time. The 20 euro charge at the winery for a bowl of pasta was too expensive. The lunch should have included more or cost much less. Felt mislead when booking lunch with the guide
Review provided by Viator
Norma_l
Oct 10, 2024
Great transport plan but skip the Siena tour - Enjoyed the Siena and San G from Florence transport. Would definitely do it again. However we paid extra for a Siena walking tour that was not even offered for our bus nor was it reimbursed. Those who had lunch at the winery were disappointed in the lunch. We had great gelato at San G instead.
Review provided by Viator
Roving59734508371
Mar 19, 2025
Lying Lyla - First when we arrived in Siena and went to the church Lyla, our tour guide said instructions but didn’t say what the people in our group called the orange group have to meet up at or when to so 10 people including my family got left in a foreign city. Everyone had to pay for a taxi ride to the place we were supposed to go to eat at. When we told Lyla that she didn’t tell us when or where to meet she said that 2 families did get here from our group and that she did say that information but later one person from our group asked the families how they knew when and were to meet and both families said that they saw the green group leave so they just went with them because they also didn’t know, so she lied to us! Later 1 person was running late and she waited 10 minutes for them but for our group she only waited 5 minutes. So she was more worried about 1 person but not as much for a quarter of her group and she counted to make sure everyone was on the bus which is good but why not with us? The end result was no one got refunded for the taxi ride and we missed the first course for the place we went to eat at but now Lyla the tour guide is a family joke getting the nick name “lying Lyla”. This will be remembered for many years.
Review provided by Tripadvisor
Heather_b
Oct 1, 2024
Beautiful area, disappointing tour. - The tour started on time and the instructions to the meeting point were well explained. The townsites we visited are absolutely beautiful. Unfortunately, the wine tour and lunch (additional cost) was extremely disappointing. We were in the middle of beautiful Tuscany behind a rundown building full of garbage, on a dirt road with dried up grape vines. It felt like nothing but a marketing session to push the sale of the overpriced wine. The 20 euro lunch consisted of about .50 worth of pasta and lettuce. Extremely disappointing. The “expert guides” that led the tour did not provide any information about the areas other than where to buy ice cream or chocolates - nothing about the vast amount of info they could have shared about this beautiful region. The countryside is beautiful and worth visiting, but the tour itself was very disappointing.
Review provided by Viator
Allison_k
Mar 25, 2025
Cancelled - I called the customer service when I got to the meeting point and no one was there, and they said it was cancelled so wasn't able to go :(
Review provided by Viator
375roryw
Aug 13, 2024
Marco is horrible - Marco was a horrible tour guide, he didn’t speak the whole time and gave me a second yellow card when I jumped up to head butt the pope
Review provided by Tripadvisor
From $169
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).