Chianti Wine Tasting And San Gimignano Day Trip From Siena

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Spend an afternoon in Tuscany, visiting the small town of San Gimignano, on a half-day tour from Siena. Hear the history of the region from an expert guide, and then enjoy some free time to explore the medieval hill town of San Gimignano, discovering sites like Piazza del Duomo and Via Francigena. Then, travel to the heart of the Tuscan hills for a tour of a winery estate, where you'll learn about Tuscan wine, and enjoy a wine-tasting session, too!


  • Informative, friendly and professional guide
  • Instant Confirmation
  • Pickup from a centrally located meeting point

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Meet your guide in central Siena and travel north through the Tuscan countryside by air-conditioned coach. Your destination is San Gimignano, a lovely medieval town complete with old city walls and impressive towers. Perched on a hill overlooking the lush Val dElsa valley, the UNESCO-listed town is popular for its views, history and architecture.

Learn all about the town from your guide as you travel, and then enjoy roughly 1.5 hours of free time in San Gimignano to explore at your own pace. Admire the stunning architecture around Piazza della Cisterna and Piazza del Duomo, and have your camera ready for photos by the Collegiata San Gimignanos Romanesque cathedral. Perhaps take a stroll along the Via Francigena strip an ancient pilgrimage road or visit the shops to browse the locally made handicrafts and beautiful Santa Fina pottery.

Meet your guide at the pre-arranged time and travel deep into the heart of Tuscany, to the famous Chianti region. Gaze out at the emerald green hills, laden with grape vines and olive groves, and stop in the postcard-perfect village in Chianti. Visit a renowned winery here for a tour, exploring the cellars, vineyards and bottling rooms of an impressive Tuscan wine estate.

Hear about wine production in the Chianti area the grapes used, the terrain and the climate and learn about the different classifications of Tuscan wines, such as Super Tuscans and the prestigious Gallo Nero label. After your tour of the estate, sit down to sample a selection of the best!

Sip on different reds and whites, noting the characteristics that set them apart from other Italian wines. While sampling and discussing the wines, tuck into a selection of typical Tuscan snacks. The dishes vary according to whats available on the day of your tour, but you can expect delights like garlicky bruschetta, mild cheeses and Tuscan salami or ham; you wont be disappointed!

After relaxing at the winery, return to your coach for the journey back to Siena. Finish your tour in the early evening back at the start point.

Inclusions for Chianti Wine Tasting And San Gimignano Day Trip From Siena

  • Transport by air-conditioned coach
    Vineyard tour and wine tasting session
    Snack with sliced cold meat and typical salami
    Wine, oil and balsamic vinegar tasting

Exclusions for Chianti Wine Tasting And San Gimignano Day Trip From Siena

  • Gratuities (optional)
    Hotel pickup and drop-off


Please note: occasionally this tour may run in reverse order, meaning your visit to Chianti will take place before San Gimignano.

Additional Info

Confirmation will be received at time of booking

Cancellation Policy
  • If you cancel within 3 calendar days (72 hours) of the scheduled departure time, the cancellation charge will be 100% of the undiscounted tour price.
  • If you cancel between 4 to 7 Calendar days before scheduled tour departure,the cancellation charge will be 50% of the undiscounted tour price.
  • If you cancel at least 8 calendar days in advance of the scheduled departure time, there is no cancellation fee. You will receive Full Refund for the paid amount.
  • Please note that in case of No show, the cancellation charge will be 100% of the listed tour fare.
  • Please note tours booked using discount coupon codes will be non refundable.

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See All 121 Traveler reviews

  • Not much history was given of any of the few places we visited and the tour was very rushed. The winery was the high light of the tour. The tour guide didn't give us any information on San Gimignano. We were just let of the bus and told to meet back at a certain time.

  • The tour was absolutely the best from start to finish. Our guide was so nice and so engaging that the ride itself was enjoyable. The wine tasting was absolutely the best, the young lady that gave us the tour and tasting couldn't have been any better. She was funny, charming and insightful. Great time

  • Very nice tour of San Gimignano and visited a family winery where we got to taste some wonderful olive oil and good wine. Nice way to see the countryside, especially for a first time visitor.

  • We enjoyed the tour but were probably more looking for more truer wine tasting. This was a tour of the Chianti region with a bit of wine tasting. The stop at San Gimignano was a waste for us.

  • While we enjoyed this trip there were irritations; all related to the bus. We were asked to meet in a location only to have to walk 10 minutes to where the bus was boarded. Our return, we were dropped off at a remote spot in driving rain - options to stay out of rain 2 blocks away.

  • A real bargain and very entertaining. This trip takes you into the beautiful tuscan countryside and quaint towns with long histories. The wine tasting was the best ever in Italy. Would highly recommend!

  • Wonderful tour, wonderful guide and great value. The only thing I would note is that this tour was advertised as 5 hours but was actually 6 hours - important to know if you are making dinner reservations.

  • A great afternoon. We visited two towns in the Chianti region and then had a great time at the wine tasting. Our guide was great and the wine and appies were also very good and in a beautiful setting. The only downside was that we were felt rushed from the moment we arrived at the winery. The owner mentioned a couple of times that we had to be out in 35-40 minutes.

  • I can't express strongly enough how disgusted I am with the hotel reservations we wound up in Florence, Italy. This was suppose to be a trip of a life time for my friend and myself. When we pulled up in front of the hotel wear saw that it was a simple first impression, but the minute we were in the lobby we saw that the upholstery on the chairs and sofa were not only old and tattered but they were stained as well. We had booked the hotel at least one month in advance and told them that we needed separate beds. The fellow behind the desk was courteous enough and we asked if we could have help with our luggage. He obliged and took the stairs and invited us to take the small lift.

    He met us on the first floor and took us through a maze of hallways where there was a huge hole in the cieling. He then showed us into a small room with a queen size bed. When he saw the look on my face he said the room across the way might suit us better because it was larger and empty. Good idea! The room I must say was larger and the bathroom was a much nicer one than the first one. But there was a again one queen size bed. He promised that the next day it would be changed into two twin beds, which they were.

    But the nightmare continues. The A/C barely worked. Two of the three lamps didn't work and the little fridge barely cooled, which I needed because I had medicine which needed to be refrigerated. The young man said I could keep it in the house refrigerator and just ask for it when I needed it.

    My friend and I stayed because we would have lost the full price we paid per their cancellation policy. But I would not recommend the Argentina Hotel in Florence to anyone. TripAdvisor should research their recommendations better.

    The trip of a lifetime turned into the disappointment of a life time.

  • From first meeting point to the next meeting point waiting for another bus of passenger, waiting time is take so long, about 40 minutes, no one told us how long we will wait and can we go to the toilet ?
    Except this reason, the whole tour was great 這個團超值又好玩,只是從第一站到第二站等 其他巴士的人來等了快40分鐘,沒有人告訴我 等多久可不可以上廁所等等,其他整個酒莊 行程很棒!

  • See All 121 Reviews

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