Siena, San Gimignano And Greve In Chianti Day Trip From Florence With Wine Tasting

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Tour Details


Visit two highlights of Tuscany, the charming cities of Siena, San Gimignano and Greve in Chianti, on an action-packed day trip from Florence. After traveling through the gorgeous Chianti countryside, visit the old town of Siena and the inside of the Basilica di San Domenico. Learn about Siena’s famous 'contrades' neighborhoods on a visit to one of the city's contrada museums, and then head to San Gimignano. Visit San Gimignano 1300 Museum to see miniature models of the ancient city made, and sample local wine and sweets! Round out your day by visiting ancient cellars and sampling delicious local wine and snacks with a stop in a typical winery and then in the Chianti area, in the picturesque village of Greve in Chianti.


  • Day trip (destination A to B)
  • All entrance fees included

Know More about this tour

Leave Florence by air-conditioned coach and travel south to Siena, passing through the postcard-perfect Tuscan countryside. Travel through the area known as Chianti, admiring the idyllic landscape of verdant green hills punctuated by cypress trees, vineyards and olive groves. After 1.5 hours, stop in the medieval walled city of Siena Tuscanys elegantly beautiful second city.

Your first visit is the Basilica of San Domenico, a treasure chest of Renaissance dedicated to St. Catherine of Siena. Head inside the Basilica with your guide and admire its highlights. After marveling at the artwork, continue with your guide on a walking tour of the old town until you reach the Cathedral (exterior visit) and then stroll to one of the city's contrada museums.

The museum is dedicated to information about Sienas famous contrades, and as you browse the exhibits, your guide will talk to you about their origins. Loosely translated as districts, the contrades have individual legacies of traditions and each one boasts their own flag and anthems. Learn of the contrades role during Sienas legendary Palio horse race, and browse the historical documents on display.

After a break in Piazza del Campo for lunch (own expense), you will reach San Gimignano, a small and world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here we will be led until the heart of the historical center, where to have free time at disposal for its fascinating discovery.
In the evening, crossing the gently Chianti rolling hills, you will arrive to a small and typical Winery where, after a short walk in the ancient vineyards, we will visit the suggestive barrique room and taste 4 fantastic wines, sampling also locally produced zero food miles. Finally, we will stop in the picturesque village of Greve in Chianti, to admire its famous main square flanked by arcades and browse through the local artisan shops, to end a memorable experience in the heart of Tuscany.

*Please note that the order of the visits may change.

Inclusions for Siena, San Gimignano And Greve In Chianti Day Trip From Florence With Wine Tasting

  • Transport by air-conditioned coach
  • Live commentary on board
  • Tour escort
  • Professional guide in Siena
  • Guided visit in Contrada's Museum and Oratorio
  • Stop at a typical Winery with tasting of excellent Chianti wines
  • Visit of a picturesque Chianti medieval village, famous for its colors and charm
  • Interior Visit of Siena Cathedral and the Libreria Piccolomini with skip the line ticket (if option selected)

Exclusions for Siena, San Gimignano And Greve In Chianti Day Trip From Florence With Wine Tasting

  • Gratuities (optional)
  • Hotel pickup and drop-off
  • Food and drinks, unless specified
  • Entrance fee to Siena Duomo


Please note: When the Museum and the Oratory of the Contrada are not accessible, it will be replaced with  another site of particular historic and cultural interest.

Additional Info

Confirmation will be received at time of booking

From April 2018 the stop in Monteriggioni will replace the stop in Greve in Chianti.
Please take note that the order of the visits may change

A moderate amount of walking is involved.

A dress code is required to enter places of worships and selected museums. No shorts or sleeveless tops are allowed. Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.

No shorts or sleeveless tops are allowed.

Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.

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 3388 Traveler reviews

  • This tour was not that good due to the guide we had on are bus, but in Siena the guide Roberta was excellent.

  • so much fun!

  • Great day, amazing scenery, and the guides were very pleasant and helpful. There is a lot of walking, so be prepared for that. I personally would have liked more time in San Gimignano, as it felt very rushed. The Siena tour guide, Paulo, was quite interesting.
    I did find the winery a bit disappointing, as it was getting dark by the time we got there.

  • Excellent experience though guide was rather over the top trying to speak in both English and French.o

  • Fantastic all inclusive tour. Everything was on time and varied. San Gimignano was a great experience with a temptation to return. Siena is a beautiful city with a lot of historic culture. The visit to the costume museum was something different to experience, the Church is amazing. Our time in Chianti was very comprehensive, the vineyard was charming as were the family who hosted us. They are very proud of their wines, cheeses, salami, and vinegar. All available for purchase. A full complete day.

  • Tour was very cool and a fun day, would have skipped the wine tasting as it was only 3 types and a lot of extra driving.

  • It was a wonderful tour even with the bus breaking down. It was remedied in a reasonable about of time. I would recommend it.

  • Amazing day. We were so lucky as the sun shone and the whole trip was brilliant. It was an early start but so worth it as we saw so much of Tuscany. The hardest part was finding the coach as you have to enter the train station and walk along platform 16 on the right hand side past the palm trees and coffee shop all the way to platform 17 but then walk down a slope that exits the station to find the bus stops. we did a trial run the night before to ensure we knew where we were going :
    The trip starts in San Gimigmano for the beautiful views which is about an hour on the coach. This is followed by another hour to Siena . We had a great guide Paulo who lives in Siena and is an expert. we learned all about the horse race and visited the local areas and a church and the outside of the cathedral. He had so much knowledge and his English was excellent. thank you Paulo.
    We had lunch here overlooking the sunny square and the town hall. On the way back we ade 2 stops one for wine tasting and one for a coffee/wine before arriving back at the station around 7pm. It was a full day and worth every penny. The viator guide was also really good.

  • This was our favorite tour while in Italy! All three places visited were interesting and gave us a flavor for the places. The weather was great on this day which also helped. The scenery in the Chianti area was gorgeous.

  • Fog in the morning, so views from San Gimignano not so good. Mother Nature! Still, a beautiful drive up to the foothills - town very quaint! Siena is amazing, but caution that walking is very steep and many steps, so may not be suitable for people with walking problems. Our overall guide, Steffi, was wonderful and our walking tour guide in Sienadidn't catch her name was great. Wine tasting stop on the way back was lovely. Could have skipped the stop in Greve - this time of year it was dark when we got there and not much going on. Overall, though, a beautiful vist to the Tuscan country side!

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