VIP Chianti Wine Tour, Siena Underground & San Gimignano

Experience the best of Chianti wine, explore the underground caves of Siena, and wander through the medieval streets of San Gimignano on this semi-private tour. Limited to 6 people, enjoy personalized attention and a flexible schedule.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • San Gimignano - SAN GIMIGNANO, famous for its white wine, the world renowned Vernaccia, and its medieval towers, also declared a World heritage Site by UNESCO! Here you will admire breathtaking views and stroll around the narrow street feeling the the atmosphere of this town once also know as the Manhattan of medieval times for its high towers.

  • Possibility to visit medieval towers with amazing 360° view (ticket not included)

  • Visit the Gelateria that has won the prize as best Gelato of the World (2006-2009) and try the best gelato ever (ice cream not included in the tour price)

  • Siena - In Siena you will have the opportunity to visit the only Medieval cave in town dating back 2600 years ago and discover the charming story of this hidden gem underground. During our stop you will also discover the beauty of this city and see the medieval square of Piazza del Campo, the most ancient bank in the world and the beautiful Gothic Cathedral.

  • Monteriggioni - Before arriving to Siena you can admire a beautiful castle dating back to 1213 that was used by Siena to defend the city from Florence attacks,

  • Castellina In Chianti - For true wine-lovers, there’s no greater thrill than seeing where the worldwide famous Chianti Classico wine is made. During this in-depth tour of an organic, family-run winery, you’ll learn the ins and outs of Chianti Classico. Tour the scenic vineyard and sample four different red wine varieties inside the atmospheric on-site cellar. Pair your tasting with fresh cheeses and salami and virgin olive oil, all made from fresh regional products.

What's Included
  • Tour of the winery Historical cellars
  • Licensed Tour Guide
  • Personal Shopping assistance
  • Access Private medieval cave underground
  • Snacks
  • Tasting of 4 Chianti Wines
  • Air-conditioned vehicle max 6 people
What's Not Included
  • Museums tickets
  • Tea and coffee
Additional Information

This small-group excursion, limited to just six individuals, ensures you receive a personalized experience, free from the constraints of a larger group that often comes with a rigid timetable.

We’ll visit an enchanting family-run boutique winery that has existed since 1904.

At this stop, you will have the opportunity to sample four unique Chanti Classico wines, complemented by scrumptious Pecorino cheese, Bruschetta, Salame, and Virgin olive oil. A tour through the historic cellars is also included.

In Siena, we cover the only accessible medieval underground cave from 600 BC, the Piazza del Campo, St. Dominic, and the Cathedral (tickets excluded). There is also the opportunity to independently discover the hidden charms of Siena.

Following that, we move to SAN GIMIGNANO, known for its prime quality white wine, Vernaccia, and its distinct medieval towers. Here, you will savour serene strolls down narrow lanes and admire breathtaking landscapes. If interested, you can taste the internationally acclaimed ice cream, a dual world champion titleholder for best ice cream.

Location
Grand Hotel Minerva
Piazza di Santa Maria Novella
The meeting point will be in front of Grand Hotel Minerva in Santa Maria Novella Square. Our guide will be there waiting for you.
Cancellation Policy

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

Customer Ratings
5.0
(21 Ratings)
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Katel
Oct 13, 2023
Best tour of the Chianti region - Outstanding private tour of the Chianti region. We couldn’t have asked for a better day touring the area and tasting wines from a boutique winery. Our guide Morad was so knowledgeable and friendly and we felt the day was tailored to us. We would not hesitate to recommend this tour. Look no further!
Review provided by Tripadvisor
Susanwq434ot
Sep 30, 2023
Relaxing Toscana Tour - We really enjoy this semi private tour. It turned out to be just my husband and I and one other couple. Sienna was beautiful, the shops seemed very good quality Italian made goods, the winery we visited had a delicious Chianti that we purchased, and San Gimignano was very interesting. Morad, our driver was very pleasant and knowledgeable. Would definitely recommend.
Review provided by Tripadvisor
Alan_g
Sep 18, 2023
An exceptional Tour - An exceptional tour with our exceptional guide Moro! We contacted Moro in advance of our planned tour to customize our tour a little bit. He was accommodating and created a plan that worked perfectly. We replaced the Wine Tour part because we had this planned elsewhere. We still did the Siena Underground & San Gimignano portions. These places were absolutely wonderful. In Siena we had the best pizza & gelato during our trip. Thank you for the recommendations Moro ;) including the dinner recommendation too! Moro was a wonderful guide and a pleasure to spend our day with. Pickup and drop off were easy as was the whole day. I encourage you to make this a part of your plan during your stay in Florence, you'll be very happy you did.
Review provided by Viator
Sarah_m
Sep 17, 2023
Great, varied day out - Easy communication and pick up for a lovely in Tuscany. Although very busy in Siena & San Gimignano, still worth a day as beautiful. The wine tasting was very good in a beautiful winery. Moro, our guide and driver was very knowledgeable and efficient. The vehicle was not a van but a car with a small bench seat as a 3rd row. My husband in the front, 2 sisters in the middle and me in the back. It was a bit limited for leg room and a bit bumpy but I did chose to give the others more room. The drive is long, based on volume. All that said, I would recommend
Review provided by Viator
Robert_f
Aug 1, 2023
A Great Day in Tuscan Country - We signed up for this because I was trying to avoid an all-day coach bus tour but wanted to see the area and go to a winery on our family trip to Italy. Morad met us at a beautiful Piazza, and we walked a few minutes to the train station where he was parked. The car was a nice seven seat SUV which is why he limits the tour to no more than six (the sixth person will have to ride in the middle of the second seat). We were lucky to have five so everyone could easily see the pretty car ride. Morad was a great driver and we headed to Siena, his hometown. Our first stop was a wine shop, whose owner had discovered an ancient cave (Etruscan tomb?) while renovating the back of his store (thus the "underground Siena"). It was a cool experience to visit, and it is where the owner hosts wine tastings now. After that Morad hit a few highlights of the medieval city and the banking history it had also. He then gave us a few minutes free time to check out the sites and shops before we had our included lunch at a nice restaurant not for from the city center. On our way back to the car, we stopped at the wine shop for a bonus tasting and learned about Brunello wines. The shop has a popular wine club if you want to order some. From there we went to the local winery Lornano to learn about how the different wines are made and have a tasting. While there is no hard sale at the winery, when I have my wife and three daughters telling me how much they liked the wine, I did order a case. I am willing to pay a premium not to have sulphates in my wine. Our last stop was the medieval city of San Gimignano, where after waiting in line for the world champion gelato, we were limited on time to see. However, I was happy to be back to Florence by 6:00 (9 hours total). Morad is a great tour host, and the private tour was well worth every penny. Book early for this tour group because they will sell out.
Review provided by Viator
Sightsee802821
Jun 27, 2023
Fantastic Company!! - We LOVED this tour!! It is customized and easy to navigate with a small group. Many thanks to Morad for leading us on a fantastic, memorable tour. We loved the customization and pacing along with his local knowledge of the history and culture. Fantastic wine samples with incredibly friendly local people. Please book this tour! It's not your average big-bus tour where they take you to all the typical places. If you want something memorable and unique, look no further! Can't wait to go back!!
Review provided by Tripadvisor
Linaliebute
Jun 2, 2023
Slow & Tasteful Side of Tuscany With a Local - We feel lucky we chose to discover Tuscany with the guide Morad, who grew up in Siena and knows all about this region! We had most amazing time tasting unique wines & learning more about wine making craft in this region. Besides, explored two beautiful towns and heard many facts about their history. Our guide took us with a spacious 7 seats car, made us feel comfortable from beginning till the end of the tour and put our safety first while unexpected thunderstorm occured on our way home. After the tour I am bringing back so many lovely memories, and recommendations for the best gelato in Florence! Grateful for such a wonderful experience!
Review provided by Tripadvisor
Richard_y
May 2, 2023
Beautiful day in Tuscany - This was a wonderful tour through Tuscany. There was only one other couple in our group and our tour guide was great, giving us more time in places we really were interested in seeing. Great food, great wine and beautiful country side.
Review provided by Viator
Sidnevaldivieso
Mar 18, 2023
Wonderful time in Tuscany! - We had a wonderful time with Morad! He knew so much about everywhere we went. He gave us plenty of time to look around on our own, too. He even dropped us off closer to our hotel since it was on his way! The wine tastings were lovely, as was lunch in Siena.
Review provided by Viator
Alicia_j
Mar 4, 2023
A must do tour - The guide, Morad, was great! He was very knowledgeable of the area and history. This tour was preferable to others because it was 6 people or less which is hard to find leaving out of Florence. We really enjoyed the more intimate and unique experience we had of Tuscany. I highly recommend doing this tour!
Review provided by Viator
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