PRIVATE Full-Day Siena and Chianti Classico Wine Experience

Escape the city and embark on a private full-day tour to Siena and Chianti. Explore the historic center of Siena, indulge in Chianti wines, and savor authentic Tuscan cuisine. Book now!

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Siena - Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the…
What's Included
  • Local guide-led winery tour
  • Tastings of Falorni butcher’s cold cuts and cheeses
  • Unlimited cold mineral water provided
  • Free On-Board WiFi access
  • Luxury private transportation by air-conditioned Mercedes Minivan
  • Convenient pick-up and drop-off at your selected location in Downtown Florence
What's Not Included
  • Lunch and wine tasting on farm or winery (to be paid on-location from 50€pp to 60€pp)
  • Wine tasting (to be paid on-location from 30€pp to 40€pp)
  • Private city guide.
Additional Information

• A PERSONALIZED EXPERIENCE FOR YOUR PRIVACY •
Take a one-day escape from the lively city of Florence on a personalized tour in a high-end Mercedes Minivan. Explore the Gothic paths of Siena and marvel at the dichromatic art and edifice of its historic core, recognized by UNESCO. Savor the acclaimed Chianti wines and traditional Tuscan food in popular…

Location
Siena
Cancellation Policy

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

Customer Ratings
5.0
(19 Ratings)
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Stay615656
Oct 8, 2025
Sienna, wine tour and a fun personalized day of exploring Tuscany! - Alessandro provided a five star touring day! Highly recommend! The best way to tour Sienna, wine country is with a private driver! UniqueTuscany Tours with Alessandro is a perfect choice!
Review provided by Tripadvisor
Solorisg2025
Sep 11, 2025
Wedding celebration for my oldest granddaughter. - Great experience.. Alessandro was very courteous and knowledgeable about every detail in everything we wanted to know. My first time in Italy.
Review provided by Tripadvisor
546faithy
Jan 16, 2024
Great day in Tuscany! - Had the best day with Alessandro. We went to the beautiful city of Siena, had lunch and a wine tasting at a boutique winery/farm and another tasting at a family winery/farm. Both made organic wine and evoo that were very high quality. Able to ship wine home. Alessandro planned the day according to our preferences and was very knowledgeable about the Tuscany area and pleasant to be with. Highly recommend!
Review provided by Tripadvisor
339oscarq
Sep 7, 2023
A Tuscany Experience - Alessandro was a great tour guide during our stay at Florence. Great communication from the outset with him at all times. We booked 2 all-day tours to visit Sienna, San Gimignano, Chianti, Volterra and other spots in Tuscany. Great conversation and nice recomendations to get the most of our trip. Absolutely recommend Alessandro to have an easy going and relaxed road trip around the Tuscany area.
Review provided by Tripadvisor
Robertn7321
Jun 14, 2022
Fun times in the Tuscan countryside - Great service and a fun tour through the Tuscan countryside. Beki was our driver and had lots of great suggestions and knowledge of the area.
Review provided by Tripadvisor
Anne
Apr 4, 2022
An unforgettable day in Tuscany - What a wonderful way to spend a Sunday in Tuscany. We were a group of four and booked the private day trip to Siena and Tuscany with the Winery lunch. Alessandro picked us up from our hotel in Florence and we headed out for Siena. We enjoyed a few hours in Siena followed by a few stops to tiny medieval villages and then an unforgettable lunch and wine tasting at a small winery. Alessandro was so friendly and informative, telling us all about the region, the wines and history. We were the only ones at the winery and it was amazing having the opportunity to try wines from a very small production winery. After lunch we visited another winery before heading back to Florence. Do not hesitate to book this tour - we saw sites we would have never found on our own and enjoyed a quiet off season day in Tuscany. Alessandro was a wonderful host and guide and we would book another tour in a heartbeat. Thank you!
Review provided by Tripadvisor
Andre_w
Dec 1, 2021
What’s Italy without wine? - Great combination of historic sights in Siena and visits to two wonderful small vineries. We learned a lot about the area from our friendly guide Alessandro, and the vine and food tastings were fantastic.
Review provided by Viator
Aam0404
Nov 26, 2021
An incredible experience in Tuscany - This tour was an unforgettable experience. From the moment we were picked up, Alessandro was engaging, fun and made us feel at home. Throughout our trip, he shared so many fun facts and details about the region, the wine, and the sites we were visiting. Siena was so beautiful and San Gimignano was so charming. However, the best part of our day was lunch at a villa. Alessandro arranged it for us and it was the highlight of our trip. From the food, to the wine, to the views…we could not have asked for anything better. We appreciated his flexibility and ensuring that all of us had a wonderful time. I would highly recommend him to anyone that is looking for a wonderful and unique experience. Grazie!
Review provided by Tripadvisor
Williamandf
Aug 27, 2021
Still dreaming... wine, farm to table lunch, extra olive oil and balsamic vinegar!! - My husband and I did the Wine Tour Experience and the visit of the beautiful Siena. Our guide Alex was extremely personable, open to our every request and knowledgeable, explaining a lot about the city of Siena and above all about the flavors of the different wines we were tasting and how they were made. All the vineyards we visited were fantastic, especially the 2nd vineyard where our hosts Sivano and his wife were so generous, immersed in the stunning Tuscan countryside. Lunch food was excellent and again so generous, generous portions and superb quality. We were escorted into Alex's extremely comfortable mini van, with much appreciated air conditioning. Having experienced many wine tours in different countries this was by far our favorite. We will definitely book again next time we are in Florence! Thanks Alex
Review provided by Tripadvisor
Graceagee
Aug 10, 2021
Unforgettable trip to the Tuscan countryside with Alex - Alessandro our driver was great!! We had made reservations for lunch at farm Tenuta Casaniva and he planned our day around that. For first he took us to Siena and was very informative and showed us videos of the up coming horse race. He told us some great things to check our while we were in Siena, and then came to pick us up for our lunch. There were 4 of us in our group, and we opted to go to visit other vineyard. He made a call and got us in no problem! We had a lovely time at Maurizio Brogioni and the Dark Chocolate infused with his Olive Oil is a must!! We had been talking about the central market in Florence, and trying to fit it in to our following day; and Alex offered to drop us off there since it was still opened and that way we didn't have to figure out how to get there the next day. Totally worth having a driver and seeing parts of Tuscany that we wouldn't have been able to see otherwise! Thanks to Alessandro
Review provided by Tripadvisor
From $128
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).