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Tour code: 5049CHIANTI007
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

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)

Customer Reviews

Miles P

5 star rating: Highly Recommended June 2016

Great, I would have no trouble recommending this to others.

DOVM Israel

5 star rating: Highly Recommended June 2016

Interestins. Very well organized. Wanderful gides. Beautiful places and good food and wine.

Jeanne R

5 star rating: Highly Recommended June 2016

This was an absolutely fantastic tour!!! We drove in comfort, super good tour guides and some time to explore on our own. Dinner and wine after a beautiful sunset. Would highly recommend!!!!

Kim B United States of ... 

5 star rating: Highly Recommended June 2016

Valerio, tour guide was terrific. Was very knowledgeable and went out of his way to show us things. Definitely recommend him as a guide and this trip. Siena was great and winery was unique experience.

rschantz United States of ... 

5 star rating: Highly Recommended June 2016

I had a great experience on this tour and would highly recommend it. The small-group nature of the trip was really great and helped me get a deep understanding and appreciation. Our driver was Matteo, who was very professional and courteous. He knew a lot about the area and was able to answer a lot of questions. He also spoke during the driving to tell us about certain key points of interest. He was very engaged. Our guide in Siena, Benedetta, was excellent as well. She is from Siena and has a definite passion for the city. She was able to answer a lot of questions and she was able to respond clearly and in depth. She was very pleasant, as was Matteo, and I would certainly go on this tour again.

rschantz United States of ... 

5 star rating: Highly Recommended June 2016

Our driver, Matteo, and our guide in Siena, Benedetta, were very professional and helpful. Matteo was able to get us safely and comfortably to many places. He also knows a lot about the area and was very helpful in pointing things out to us, and in responding to questions. Benedetta is passionate about Siena and we had a great time with her, as she took us around in the old city. She was able to give us a lot of background information - and had detailed answers to all of our questions.

Glenn M

5 star rating: Highly Recommended June 2016

It was one of the best part of our trip to Italy. I am so glad that I booked this tour.

Vicky L

5 star rating: Highly Recommended April 2016

This tour was amazing!

nancy s

5 star rating: Highly Recommended November 2015

A delightful way to get out of the busyness of Florence and see a lot in a day! The tour of Siena was great, although it would have been nice to go inside the duomo. San Gimignano is a great little town. The dinner was absolutely wonderful. And our tour guide, Elizieo, was very kind and full of interesting information about the area, history, etc.

Mary M

5 star rating: Highly Recommended September 2015

This tour was lovely! Beautiful country and delicious food. Siena was amazing and our guide was knowledgeable about the history of the city. The day went by fast and I would highly recommend this tour.

From USD $ 169.17

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