4 star rating: Recommended 21 Reviews

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  • Location:Florence, Italy
  • Duration:7 hours 30 minutes (approx.)

Sunset Siena and Chianti Wine Tour with Dinner from Florence

See the sunset in Siena, tour a Chianti winery at a farmhouse, and finish the night with a 4-course dinner featuring divine Tuscan specialties and wine from an estate! This laid-back evening excursion from Florence is the perfect way to discover Siena’s charms once its daytime crowds have left. Explore Piazza del Campo at leisure, and then retreat to the Chianti hills to explore a winery and sample up to four glasses of its Tuscan wine with dinner.


  • Evening Siena excursion, wine cellar tour and Chianti dinner
  • Visit the Tuscan city of Siena and enjoy free time to see the sun set
  • Stroll around Piazza del Campo and take photos of Siena Duomo
  • Tour a wine estate at a Tuscan farmhouse in Chianti and learn about the local wine
  • Feast on a 4-course dinner of Tuscan specialties with up to four glasses of wine

What You Can Expect

Sunset Siena and Chianti Wine Tour with Dinner from Florence

Enjoy your time in the Chiani region!

Board your coach at Santa Maria Novella Station in central Florence, and travel out of the city and into the lush Tuscan countryside. Sit back and relax with views of rolling green hills and olive groves, and then stop in the city of Siena to enjoy roughly 2.5 hours at leisure.

Use your free time to stroll around Piazza del Campo, the square considered the beating heart of the city, and admire its elegant Gothic buildings basking in the sunset glow. You can pay a visit to Siena Duomo, one of the most famous Gothic cathedrals in Italy, and admire the frescoes that embellish its interior.

After seeing the sunset over Siena, return to your coach and travel into the Chianti winemaking region of Tuscany to visit one of its esteemed wine estates at a Tuscan farm. Tour the cellars, seeing where the legendary ruby-red wine is bottled and matured, and learn about the aging process that lends itself to the wine’s velvety taste.

After exploring the estate, it’s time to enjoy the wine itself! Take a seat at your table outside (if the weather is good) or inside the main farmhouse. Savor a 4-course meal (see Sample Menu below) with up to four glasses of the estate's wine. Your tour leader points out the different characteristics of the wine as you sip and swirl.

Chat about the Tuscan specialties with fellow food lovers in your group over the course of your meal. Afterward, return to your coach and end your evening with a drop-off at Piazza Adua in central Florence.

Sample Menu:
First course:
  • Tuscan salami or local cheese crostini
Second course (choice of one):
  • Lasagne
  • Crespelle (Italian crepes)
Third course (choice of one; each served with grilled vegetables):
  • Arista (saddle of succulent pork)
  • Brasato (beef braised in red wine)
  • Peposo (peppered Tuscan beef stew)
Dessert (choice of one):
  • Tiramisu
  • Cantuccini (almond cookies)

Customer Reviews

5 star rating: Highly Recommended September 2015

I recommend this tour for red wine lovers. The Tour guide was extremely sweet and knowledgeable on our journey to Siena . The vineyard dinner was a highlight of the trip.

5 star rating: Highly Recommended August 2015

Fantastic scenery, Siena is wonderful and the vineyard and meal were superb. It is a wine tasting meal and not a wine drinking trip so do not expect large glasses of wine, but the meal and staff cannot be faulted.
Food was delicious as was the wine, a fantastic trip but be careful, some of the roads are a little tight and bumpy so if easily car / bus sick then be prepared.

5 star rating: Highly Recommended June 2015

excellent value. Had 1hr 45 min in Sienna, just long enough to see the Duomo and have a coffee in fhe square. The wine tour was fun anx informative. The dinner was excellwnt as was the wine. A fun afternoon/evening. Excellent value.

5 star rating: Highly Recommended June 2015

This was a wonderful experience, Antonio our guide, was very helpful and knowledgeable. The wine tasting and food was very good, I was able to buy and ship back some wine very simply.

5 star rating: Highly Recommended September 2014

We had a really great time on our tour. Our guide was amazing. She spoke several languages which was very impressive, but you could tell that she was clearly passionate about the area. The dinner was beautiful and so was the scenery. We'd definitely recommend this tour - you won't regret it!

5 star rating: Highly Recommended September 2014

An excellent guide and tour.Because our group was fifty people it was too large to move swiftly and it meant along time serving dinner. There was no dessert, only biscotti which was a disappointment considering the cost.We arrived back in Florence after eleven PM.The driver of the bus was excellent in tight roads on the way to Chianti Country and exiting the vineyard.A very pleasant evening but the size of the group was too many.

5 star rating: Highly Recommended August 2014

AMAZING!!! The trip to the farm was the highlight of our trip to Florence--Carlo's passion was palatable and shined through in his food and wine. This trip is well worth the cost and I highly, highly recommend it!

5 star rating: Highly Recommended July 2014

We would definitely recommend this tour. It was fantastic and organised very well. Big thanks for our tour guides they were fantastic, driver was lovely too.
We loved the wine and Sienna. The only thing that was missing is they said desert would be tiramisu, but we only got a shot of really strong clear grape drink and some plain biscuits. Other than that A+++

Jasmine and Ross

5 star rating: Highly Recommended July 2014

Awesome tour! Really nice guide and the dinner at the vineyard was just soooo delicious!

4 star rating: Recommended September 2015

Good enjoyable tour with a relaxed atmosphere and excellent guide and driver. Meal at winery was barely up to standard

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Tour code: 6367TOUR11


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