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4 star rating: Recommended 23 Reviews

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

Sunset Siena and Chianti Wine Tour with Dinner from Florence

Experience Siena and the Chianti region on this 7.5-hour evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, you will return to central Florence. 


  • 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!

Your evening excursion will begin at Florence’s Santa Maria Novella Station. Join your guide aboard a comfortable coach and start your journey through the olive groves and green hills of the Tuscan countryside.

Arrive in Siena and enjoy 2.5 hours to explore independently, checking out the central Piazza del Campo or the Duomo, a stunning Gothic cathedral with interior frescoes and alternating stripes of white and black marble.

After watching the sunset, hop back in your coach and head to the region of Chianti, made famous by its ruby-red wine. There, you’ll visit one of the area’s prominent wine estates, set amidst a Tuscan farm. Take a guided tour of the cellars and learn about the production and aging process that gives the Chianti blends a world-class flavor.

Then settle into a table in the main farmhouse or, weather permitting, outdoors for a 4-course meal (sample menu can be found below). Pair your dinner with up to four glasses of the estate’s wine, learning about the characteristics of each from your guide as you sip.

After your evening of wining, dining and sightseeing concludes, you will be returned to central Florence in your coach.


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 November 2015

Loved Siena,it was so chilled and relaxed and the church was beautiful. Spending time doing our own thing around the town was great. The winery was nice and meeting fellow Aussie who shared friends we knew was great.
Be warned though I booked this expecting to get lovely sunset Photo's but we did not, sunset was lovely as we drove to our winery location, but the winery was located down the wrong side of a hill and was not really photogenic. There where a few of us on the tour who had booked with the thought that we where going to get beautiful sunset photo's. The guide did respond to a complaint and some of us where taken to a vantage point to get dusk photo's the sun had set over the beautiful Chianti hills. For me this saved the tour as the disappointment was huge. The food was lovely and the evening eating getting to know fellow travellers was very nice.
The word sunset in my opinion needs to be taken out of the title as the expectation is set right there, if I was booking something like an Afternoon in Siena with dinner in a Chianti winery, my experience would not have been tainted.

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Tour code: 6367TOUR11


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