• Location: Florence, Italy
  • Duration: 8 hours (approx.)
From USD $ 198.01 View price calendar

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Get a true taste for the Tuscan countryside with this day trip to Siena, San Gimignano and a Chianti winery for dinner. Departing from Florence, venture first to the city of Siena for a guided tour through the Piazza del Campo, the site of the renowned Palio horse races, as well as a surprise food tasting. Afterward, wander the hilltown of San Gimignano before heading to a Chianti winery for a delicious 3-course dinner, complemented by fine local wine. Your trip is reserved to 16 people to keep the experience intimate.

Highlights

  • 8-hour Siena and San Gimignano tour with dinner in Chianti
  • Leave Florence and travel through the Tuscan countryside to Siena
  • Take a Siena walking tour around Piazza del Campo and the city’s picturesque streets
  • Make the most of some free time in the hill-town of San Gimignano
  • Visit a Chianti winery at sunset and savor a 3-course meal with wine, dessert wine and cookies
  • Small-group experience with a maximum of 16 people ensures personalized attention

What You Can Expect

Tuscany Small-Group Day Trip with Chianti Dinner: Siena and San Gimignano

Enjoy a surprise tasting in Siena!

Depart from central Florence and venture into the Tuscan countryside, a beautiful landscape marked by olive groves, green hills and cypress trees.

Arrive first in Siena, one of Tuscany’s crown jewels. Follow a local guide on a walking tour through the city, passing charming backstreets as well as Piazza del Campo, the celebrated main square that hosts the Palio horse races twice a year. Learn about Siena’s contrades, or districts, which each have individual legacies, traditions and anthems. Before departing, sample a surprise local specialty.

Continue to the hilltown of San Gimignano, known for its impressive towers. Relax with some time to roam the streets independently, popping into local shops or admiring the medieval architecture.  

Afterward, travel to a Chianti winery to soak up the sunset while eating dinner. Weather permitting, take a seat outdoors and feast on a 3-course meal of authentic Tuscan dishes with wine.

After a day of food, wine and sightseeing, you will be returned to central Florence.

Itinerary

Customer Reviews

theminogue

5 star rating: Highly Recommended October 2017

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!

Karen H

5 star rating: Highly Recommended October 2017

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!

yetshunkwan Singapore

5 star rating: Highly Recommended August 2017

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.

Mell On

5 star rating: Highly Recommended August 2017

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.

dangia

5 star rating: Highly Recommended October 2016

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!

Alison E

5 star rating: Highly Recommended September 2016

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!!!

Casey A

5 star rating: Highly Recommended August 2016

Christian was a great guide and gave us good insight into the wine region of Tuscany. The history of Siena was provided through the experience of a local resident.

Raymond B

5 star rating: Highly Recommended August 2016

This was an excellent tour. We enjoyed the smaller groups. Christian and Matteop were our tour guides, and they made the tour very enjoyable. They had a real passion for what they were doing, and provided many interesting details along the way. The drive through Tuscany was beautiful. San Gimanano and Siena were beautiful cities. Each had a different feel. The best part was the evening Chianti Dinner. the setting was at a winery with a beautiful view for miles you could see Florence. We had a fun group of people. They served a complete dinner with wine, appetizers, multiple courses, and after dinner desert and drinks. Very beautiful and fun!.

Nicoletti D

5 star rating: Highly Recommended July 2016

It was a small group of 8 of us on this tour. We had a lovely dinner at a great restaurant with different wine pairings for every course. I also enjoyed exploring Siena and San Gimignano. Our tour guide, Christian, was also very helpful and knowledgeable. Highly recommend this trip!

Tom S

5 star rating: Highly Recommended July 2016

This was a FABULOUS trip. We were on an 11 day cruise with excursions every day, and this trip while we were staying in Florence after the cruise was a delight. Go and see Siena!

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