Private Tour of Chianti: Explore Siena, San Gimignano & Winery Visit by Minivan
4.9
70 Ratings
Florence
Embark on a private tour of Chianti and explore the charming towns of Siena and San Gimignano. Visit a winery, taste local products, and customize your day to suit your interests.
Duration: 9 hours
Cancellation: 1 day learn more
Highlights
  • Piazzale Michelangelo - First stop is at Piazzale Michelangelo to take the most beautiful photos of florence
What's Included
  • Private transportation
  • Bottled water
  • On-board WiFi
  • In-vehicle air conditioning
What's Not Included
  • Lunch
  • Alcoholic Beverages
Additional Information

Your bespoke day awaits. You’ll be in the capable hands of a dedicated driver who is committed to personalizing your experience based upon your preferences. Begin your day with a serene visit to Piazzale Michelangelo, home of some of Florence’s greatest photo opportunities, before journeying to Siena through the idyllic Tuscan countryside, surrounded by the beauties of Chianti. Upon reaching Siena, we’ll set our sights on the stunning Piazza del Campo, renowned globally for its grandeur, historical art, and famous horse race. Here in the Siena’s historical city center, you’ll have leisure time. After a couple of hours, we’ll depart for a winery visit where you’ll learn about and taste the authentic Chianti wine and local products. Following lunch, we’ll continue to the medieval town of San Gimignano, a UNESCO World Heritage Site known for its towering architecture. Here, free time awaits for you to explore the quaint old town.

Location
Piazzale Michelangelo
Cancellation Policy

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

Customer Ratings
4.9
(70 Ratings)
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Steve_c
May 29, 2024
The only way to see the Tuscan countryside your way - Francesco was awesome. Almost as awesome as the Tuscan countryside. He was flexible and we customized our trip even the day of. In the morning, we had on the agenda to pay respects to my great uncle who gave the ultimate sacrifice at the American Florence Memorial. However, it was overrun by local politicians on Memorial Day. We cut short a little our Sienna and San Gimignano portions but absolutely took all of the local vineyard, wine, and food in on our lunch stop. We did a lot of tours / excursions from Rome to Sorrento via golf cart and boat, but this was at or near the top of the list for most family members when asked. We did hit the Memorial last in the afternoon. Note, you tour Sienna and San Gimignano yourself but they are small and easy to navigate. We had no problem given our compressed timeframe. We bought wine, olive oil, pesto, truffle salt, shoes, belts, soap, custom socks along the way. Luckily it all fit on our way home!
Review provided by Viator
Brian_w
Apr 7, 2024
Fantastic tour in Tuscany with Francesco - My wife and I had a wonderful time on this private Tuscan tour with our driver Francesco. Francesco was very warm and engaging and he did a great job driving in the comfortable minivan. He was knowledgeable on the area and history and never tired of answering my questions. The church in Siena was very beautiful and we enjoyed the large piazza. The lunch at the winery was great for both the food and the wine...we ended up purchasing wine from them. San Gimignano was very interesting and charming and the views over the Tuscan countryside were stunning. The drive back to Florence was also beautiful before we ended the day at Piazza Michelangelo with a great view over the city of Florence. This was an amazing day and we really appreciated seeing all the sights and enjoying our day with Francesco.
Review provided by Viator
John_g
Apr 4, 2024
Nothing like personal service in Tuscany - We had the best time with Francesco. He was a wonderful tour guide and driver for us. It was a rainy day and he greeted us at our condo door with umbrella's to get us to the tour van. We super enjoyed Sienna, Tenuta Guardastelle winery and San Gimignano. Francesco told us the secrets of each place we went and the best things to do or to try. You will have the best time and make the best memories on this tour.
Review provided by Viator
Keith_r
Oct 31, 2023
First class service. - Gino was fantastic. Went to great lengths to ensure he got us as close to the attractions as possible because of my wife's mobility issues. Could not recommend more highly. Thankyou Gino.
Review provided by Viator
J441tlalexandraw
Oct 29, 2023
Tuscany - I am soooo behind in posting this review, as we took this private planned tour on September 25th and it's now Ocotber 29th. But...I can NOT say enough wonderful things about Luigi. After finding his company on Trip Advisor, I had been working w/him via email since June in order to plan a more personalized private Tuscany tour that encompassed a combination of places. I was most concerned that all would be 'perfect', as I was planning this tour for not only me, but my best friend & her husband, who so graciously handled all the OTHER components to my amazing Italy trip. Suffice it to say that my silly worries of 'what might go wrong' never materialized. Luigi was the consummate host & tour guide! He continued to assure me that our plans would materialize just as I wanted. He arrived earlier than our 9:00 a.m. meeting time to pick us up in Plaza Santa Croce. His brand new Mercedes van was ever so comfortable. He played lovely music for us, and included some videos for us to watch as we drove, that captured the Tuscan region (Andrea Bocelli, Tuscany, etc). His knowledge and love for his beautiful country abounded. Our first stop was the Florence-American Memorial Cemetary...as he explained, gifted to the USA from Florence for American lives lost in WWII. It was incredible. We journeyed to Siena, gasping at the beautiful countryside en route. We enjoyed this lovely medieval town and it's outstanding cathedral. Next up was an awesome winery tour, lunch & tasting. Our last stop was to the town of San Gimingiano, another beautiful medieval town. It was a full day, returning to Florence at almost 6:00 p.m.My only regret was that we didn't get a photo with Luigi! Ah....but as he said, the memories will always be in our minds & hearts. THE BEST TOUR EVER! Grazie mille Luigi!!!! Il Tuo Amica, Alessandra :)
Review provided by Tripadvisor
N5516ppjoelb
Oct 28, 2023
Great Tuscan Day Trip - We had a wonderful time on this tour. Our driver (Francesco) was very friendly, knowledgeable of the areas we visited, and provided safe & smooth transportation. We had a wonderful lunch and wine pairing at Sant'Appiano Winery. The staff there were very charming and friendly, especially Alex, who took great care with explaining the wine pairings and navigating my wife's dietary needs. The Super Tuscan wines we tried at their property were outstanding! The towns of Siena and San Gimignano rounded out the day nicely, and we enjoyed spectacular views of the Florence skyline from Piazzale Michelangelo upon our return. We highly recommend this private tour!
Review provided by Tripadvisor
Nick_s
Oct 24, 2023
Hey memorable day - Well it started with great communication with Gino. Very quick to respond. Gino picked us up not too far from our apartment and was greeted with a smile. He first took us to an overlook with an amazing view of Florence in the background. From there the journey began. We asked a lot of questions he gave us a lot of answers. And I think this is what makes it a memorable experience. Ask questions. !!! We did have a little bit of a delay on the main Highway. Turned out it was a fatality accident and we were stuck. We made the best of it and had good conversation. Once we got past that Gino was very motivated to get us to see as much as we possibly could. First stop was Sienna, the main Square is definitely a sight learning a little bit of history and about the annual horse race they have in the Square. That would be something to see. Next stop was San Gimignano, another great location with Incredible views . Walked to the top of the hill and enjoyed a nice glass of Chianti. Last was the winery. All were terrific. We did feel a little pressure at the winery because we got there so late. Again no fault of anybody and we were understanding of that. On the ride home with the evening glow of sunset, Gino put on screen an Andrea Bocelli video recorded in a Tuscan Hills Amphitheater. A great way to end the day. Day dreaming, looking out the window of all the wineries and Vineyards. Wow this is Italy.
Review provided by Viator
56jeffh
Oct 16, 2023
Chianti Region Tour - It was a very pleasant day trip and very informative. Francesco gave us lots of little insights throughout the tour. If you add the lunch and wine tasting - you will have a wonderful experience on a centuries old farm. The new owners (60 years ago) have done a fantastic job of making everyone feel welcome to their home.
Review provided by Tripadvisor
425oreno
May 2, 2024
Beautiful Tuscany - Francesco is a very sweet and kind gentleman who really cared about our appreciation for Italy. We unfortunately, had rain all day, which really dampened our experience, however Francesco tried to accommodate and took us to an additional stop at a wine tasting cellar featuring hundreds of different wines and labels. Was super cool and made the day more special. The Mercedes mini van was nice and comfortable too.
Review provided by Tripadvisor
Becky_k
Dec 24, 2023
The driver was fantastic.... - The driver was fantastic. The car was clean and felt safe. The wine tour and lunch was amazing. I felt like it was a little misleading that there was no tour for Siena. That was very disappointing.
Review provided by Viator
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