Tuscany Small-Group Day Trip With Chianti Dinner: Siena And San Gimignano - Florence

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Tour Information

Tour Details

Overview

Head to the Tuscan hills on a day trip from Florence to visit Siena, San Gimignano and, finally, a Chianti winery for dinner! Journey through stretches of glorious Tuscan countryside, and discover Sienas charms and history on a walking tour. Explore Piazza del Campo, meander around the quieter backstreets and try a local food specialty before visiting the nearby hilltown of San Gimignano. As the day winds to an end, watch the sun set from a Chianti winery while feasting on a 3-course dinner with wine, dessert wine and cookies.Numbers are limited to 16 on this small-group tour, ensuring a personalized experience.

Highlights

  • Dinner included
  • Get inside tips from a local
  • Instant Confirmation
  • Informative, friendly and professional guide
  • Perfect introduction for first-time visitors
  • Small group ensures personal service

Know More about this tour

Board your air-conditioned minibus in central Florence, and travel into the beautiful Tuscan countryside that surrounds the city. Rolling green hills, punctuated by cypress treelined lanes and olive groves, characterize the gorgeous landscape that stretches out in front of you.

Soak up the scenery as you relax on the journey to Siena, Tuscanys second-largest city. In ancient times, the city competed with Florence for power, wealth and artistic beauty; today the city holds a reputation as an urban gem in Tuscanys crown. Enjoy a walking tour, seeing Piazza del Campo site of the annual Palio horse race as well as the enchanting backstreets that many visitors fail to discover. Learn about Sienas history and hear tales of the contrades for which Siena is famous. Loosely translated as districts, the contrades have individual legacies of traditions and emotions, and each boasts their own flag and anthems.

Before leaving Siena, enjoy a surprise food tasting of a traditional local specialty. Then, reboard your minibus and travel to San Gimignano, another beautiful Tuscan hilltop town. Famed for its medieval skyscrapers and twisting stone streets, the charming town is the ideal place to wind down with some free time and explore.

From San Gimignano, continue through the countryside and stop at a Chianti winery in time to see the sun go down over dinner. If the weather is good, take a seat at an outdoor table or alternatively, eat inside and gaze at the Tuscan sun setting over the hills while savoring a meal of traditional Tuscan specialties with wine.

When your meal is finished, travel with your guide back to the start point in central Florence where your evening experience ends.

Inclusions for Tuscany Small-Group Day Trip With Chianti Dinner: Siena And San Gimignano

  • Transport by air-conditioned minibus
  • Professional guide
  • Driver
  • Siena walking tour
  • Surprise food tasting
  • Dinner with wine
  • 1 glass of vinsanto

Exclusions for Tuscany Small-Group Day Trip With Chianti Dinner: Siena And San Gimignano

  • Gratuities (optional)
  • Hotel pickup and drop-off

Itinerary:

Sample Menu:
First course:
  • Bruschetta with Tuscan olive oil
Second course:
  • Platter of cheese and locally cured cold meat
Third course (choice of one):
  • Tuscan ribollita (country-style soup made with bread, cannellini beans and vegetables)
  • Lasagne
Follow your third course with a glass of vinsanto (local dessert wine) and cantucci (traditional Tuscan cookies)

Additional Info

Confirmation will be received at time of booking

A moderate amount of walking is involved

Due to uneven surfaces, this tour is not recommended for those with walking disabilities or using a wheelchair

RAIN POLICY:

The tour runs rain or shine (but please see below).

The tour will never be cancelled due to rain. 

We will do our best to proceed with the bike tour, however, in case of heavy rain, we might decide to stop the bike tour and proceed with a walking tour instead (or just start with a walking tour if the weather does not allow to use the bikes at the time of the meeting point). Should the weather get better during the tour, we will try to get back on board, when possible.

Guest options on rainy days:

Proceed with the tour hoping for clearing weather - with the understanding that no refund or discount will be given if bikes are not ridden due to rain, or if the bike tour is abbreviated due to rain. We will do our best to get you on a bike, weather permitting.

Rain check (of the same amount clients paid) to be used the following day or at any other time, subject to availability. The Rain check is a voucher given to client. The voucher is transferable and may be sold or given to others to use at a future date and lasts up to 1 year from date. It has a value that can be possible used in any other tour provided by our company.

Please note that clients' safety and comfort are of utmost priority, and proper rain gear is mandatory for guests choosing to "ride in the possible rain".

We ask clients to be at the meeting point 15 minutes before the tour departure, to check the weather conditions and choose accordingly.

No-shows will not be refunded."

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.
Reviews

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49 reviews by the users

  • What a lovely day we had! There were only 8 of us and the tour of Siena was wonderful. I would have liked a little more time in San Gimignano. Our dinner was just fabulous - the food and the experience! Highly recommend!

  • This tour was a must see! Our driver was very friendly and professional. The town of Sienna was beautiful and rich with history. Our tour guide was very personable and full of information. San Gimignano was also a quint town. Unfortunately it rained while we were there so I don't feel we got the flavor of that town. Speaking of flavor, the Chianti Dinner and wine tasting was fantastic! Delicious food and wine pairings. Bring your appetite and pace yourself! Highly recommend!

  • This is a very interesting tour with many interesting sites to visit. Siena is a very beautiful town and we have lucky to be there at the preparation day of the Palio di Siena horse race that is held twice each year, on 2 July and 16 August. This atmosphere on the day was really electrifying. I am sure it will even be 10X more electrifying on the actual day itself :- . Be ready for the walk in Siena though. It is quite hilly. San Gimignano is a smaller town than expected but still offer a nice place to visit. The dinner at the end of the tour was a simple one but the wine tasting was great. The dinner also offered the chance to have nice decent amount of chat with different nationalities. Overall it was a nice tour.

  • Great tour, meal, and wines. I would have missed Siena otherwise. Ordered wines from the winery that showed up no problem as promised. A really great extension to a stay in Florence.

  • I was really looking forward to this and I was disappointed. Sienna was wonderful and our guide there was very informed and lively. Had we not found a tower in San Gimignano to climb that had beautiful views of the Tuscan countryside it would have just been a tourist shopping stop. The winery was the biggest let down. When you say travel to a Chianti winery to soak up the sunset while eating dinner I would expect to be viewing the sunset while eating. This was not the case. The sunset was down the hill and behind a building from where we ate. The only reason we even caught the sunset was because me and another guest asked about it. And once we were taken down there, the sunset was too far down the horizon to get a could view/picture. The food was good not great but none of it was very warm. In fact the pork with sauce was a bit dry and cold. I don't know how other reviewers got plenty of wine as we only got a tasting of 2- and I mean a tasting. The liquor at the end of dinner was very strong and no one liked it.
    The driver we had Elisa was sweet and nice. Because of her and the 2 great couples we met on the tour I gave this 3 stars instead of 2. Buyer beware.

  • Very nice tour to explore 2 of the best towns in Tuscany! The walking tour in Siena was really good with a local guide and you can hear about the contrade history and then have free time in San Giminiano followed by a dinner in Chianti which was super good! Big portions (appetizers, pasta, meat and dessert!) and lot of wine. Totally recommend if you have only one afternoon to explore the Tuscan countryside!

  • Christian was a pleasant and entertaining guide who took us to Siena first before San Gimignano. The walking tour of Siena could have been shorter see later in my review why or it could have included more extensive specialty tasting. Either way, San Gimignano is lovely with an award winning gelato shop on the right side through the entrance. Then the drive into deep Tuscany country would have been better if done one hour sooner Siena took too long as we arrived at night end of September to the estate. We missed some photo opportunities. The meal was alright and the tasting very limited to below half a glass each time. The place used to produce wine so your dinner takes place in the cellar room which is inviting. A nice ride over all but the meal and the fact that it was dark at our final destination force me to give it 4 stars only.

  • The tour was fantastic, great drivers - really friendly and accommodating - even let me charge my cell phone on the way in the van, the guides at our stops were just awesome too, very informative and friendly. wouldn't hesitate to book another tour!!!

  • Guide was very informative. Did not provide guide at San Gimignano. The dinner was more than one hour away from San Gemignano! Dinner seemed to be homemade and delicious

  • Loved the country side and the tour of Siena. Were disapointed to not have had a guide for the full tour. The driver was very nice but didn't do full commentary. San Gimignano was a lovely old town but full of shops and there was no tour guide to tell you about its history. The dinner was delicious and the wine very nice. The bus could be more comfortable.

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