5 hours
E-voucher
Multiple
Overview
Your tour of the Chianti wine region in Tuscany starts with a hotel pickup in Siena. When you’re picked up, hop aboard an air-conditioned vehicle with your small group as your guide drives you through the countryside. Take in the views along the way to the first winery.
Sample wine paired with complimentary snacks while you learn about this winery’s winemaking process. Your tour guide at the winery takes you to the cellars and tells you the secrets behind the types of wines they serve, including a popular Merlot and Cabernet Sauvignon.
After the first winery, the town of Monteriggioni is up on the agenda. Spend some free time wandering around the village or visit the castle if you choose (own expense). It’s been said that the cafes in the town also serve a delicious coffee if you’d like to get off your feet for a while.
Last up is another Tuscan winery. Here you can taste some more wine and also oil before getting back in your car fir the ride back to your hotel.
Operated by
myTour in Italy
Ratings & Reviews
Average Rating
4.5
/ 5
175 traveller ratings
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Best tour of our trip
MICHELLE_N, Apr 2026
Fantastico! Winery tastings were informative, fun and delicious. The bonus stops in two little towns put this over the top for me. Really great experience and our guide V and driver Fernando were wonderful.
The experience was nice....
Raquel_D, Apr 2026
Such a beautiful day in Tuscany! The views were incredible, the wines were amazing, and everything was perfectly organized. Highly recommend! We had an excellent tour guide (Val) and driver (Dontorel).
Response from Host, Apr 2026
Dear Customer, Thank you for your feedback! We’re glad you enjoyed the day in Tuscany and that the guides made your experience special. We appreciate your recommendation and hope to see you again soon. Best regards, my Tour in Italy
A great and varied afternoon not soon to be forgotten
Steven_S, Mar 2026
The 2 wineries visited were both very nice…the wine at the 2nd (along with the balsamic vinegar) was exceptional. 2 historic site stops in addition made this a complete experience. Actually compared to some tours this felt like a great value!
Response from Host, Mar 2026
Dear Customer, Thank you for your feedback! We’re so happy you enjoyed the wineries, especially the wine and balsamic vinegar at the second stop. It’s great to hear the historic sites are added to the experience too. Best regards, my Tour in Italy
Great guided experience with Luca
Christina_P, Nov 2025
Our guide Luca was very knowledgeable and gave great information all day throughout the tour. He had good recommendations for restaurants in the cities we visited, and explained the different wines and products very well. The tour itself was nice, with visits to two wineries and some cities with impressive views over the hillside in Tuscany.
Response from Host, Nov 2025
Dear Customer, Thank you for sharing your feedback with us! We’re delighted to hear that Luca provided such knowledgeable guidance and helpful restaurant recommendations. It’s wonderful that you enjoyed the wineries, the cities, and the stunning Tuscan views. Your feedback means a lot to us, and we hope to welcome you again soon for another memorable tour! Best regards, My Tour In Italy
Itinerary
Siena
Start your trip at Siena Station Ferrovia, where you will meet the staff. You will recognize them by their green shirt. You will travel by minivan.
30 minutesCastellina In Chianti
Between the two tastings, enjoy some free time in Castellina in Chianti, a picturesque village surrounded by rolling vineyards, perfect for a relaxing walk or a coffee break.
1 hourFattoria Lornano
Enjoy an authentic wine experience in the Chianti region, visiting one charming family-run winery and tasting of 3 wines with bruschette, bread and olive oil.
2 hoursStrada Statale 222 Chiantigiana
Second tasting experience featuring Tuscan wines, olive oil, and local products.
1 hourMonteriggioni
Stop for some free time in Monteriggioni, a beautiful medieval walled village. Take beautiful photos of the Tuscan landscape and visit local shops.
30 minutesSiena
Return to Siena. Relax on the ride back after an unforgettable afternoon in the Chianti countryside.
30 minutes
Experience
Highlights
Inclusions
- Wine, Olive oil and balsamic vinegar sampling
- Two wine tastings in Chianti
- travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people.
- Snacks
- Expert multilingual tour leader and driver-guide
- Alcoholic beverages
- Travel by air-conditioned minivan or minibus
Exclusions
- Gratuities
Additional Information
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Customers must be able to climb and descend stairs.
- Please note that during low season from November 16th to March 14th Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements (4pax are required). In the event of this occurring, you will be offered an alternative or full refund
Guide Languages
English
Spanish
Italian
Cancellation Policy
A full refund will apply if you cancel more than 24 hours before the activity start time.
No refund is possible if you cancel less than 24 hours before the activity start time.