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4 star rating: Recommended 3 Reviews

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  • Location: Florence, Italy
  • Duration:  7 hours 30 minutes (approx.)
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 July 2014

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

1 star rating: I do not recommend this June 2014

This tour was a joke and a blatant tourist scam. First, the tour guide giving commentary could not speak comprehensible English. I learned nothing of value because most of what she said I could not understand. Everyone else said the same thing. Although there were 3 other tour guides on the trip (all of whom could speak much better English), none attempted to assist her or clarify any of her commentary. They seemed to think they were there to observe and (probably the main reason) to get free dinner and wine. Second, after we arrived in Sienna, we were hustled to the main piazza and given only 80 minutes of "free time" without any map or clear directions on how to get to any of the historical attractions. After purchasing my own map, I managed to find the cathedral (which requires paid admission), but was "mistakenly" sold a more expensive ticket for the hospital museum across the way by the ticket booth attendant that handled the entrance tickets to both. After I was denied entrance to the cathedral because I had the wrong ticket, I returned to the ticket booth but was refused an exchange for reasons I could not understand. Some rudimentary instructions from one of the 4 guides on the tour would have prevented this. Third, the wine-tasting and "dinner" in Chianti turned out to be a hard-sell marketing pitch to get the tour participants to purchase the private winery's products. Although the wine admittedly was very good, the accompanying food was in very small portions that were insufficient for the average male (and also some of the females). The tour guides took pains to excuse the unprofessional nature of their tour by stating the tour was in the experimental stage. If so, we should all have received at least partial refunds for having to act as their test guinea pigs.

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Tour code: 6367TOUR11


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