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Chianti Classico wine tour and castles

Not Rated

8-9 hours

Tour Type

Daily Tour

Group Size

8 people


Chinese, English, Italiano



We offer a complete guided drive and visit the heart of the historical Chianti area, learning the history, meeting great people, drinking great wines. We will discover together the hidden spots for you to have the chance to feel Tuscan for a day

The tour of the Chianti Classico starts from Siena at 8:30a.m to 9 a.m.

The tour will include a beautiful drive to Vagliagli, a beautiful Medieval Village famous for the beautiful spot where the movie “Letters to Juliet” scene was filmed, which is perfect for explaining the area’s history and taking unforgettable pictures.

So we drive to the first winery, a small boutique estate run by a local family since the end of the 1970s and still producing beautiful wines and Extra-virgin olive oil. The owner and winemaker will explain all the winemaking processes, from the vineyard to the glass.

From the first winery, we will drive to the area of Radda in Chianti; we will have a stop to explain the town’s history and region.

And more pictures before driving to the Castle, a medieval estate of the XII Century, where we offer our guests authentic Tuscan lunch, from the appetizers, First and second courses, and a delicious dessert.

During lunch, the members of the Castle will serve the wines produced at the farm, the best selection for each course, and a perfect food pairing.

After lunch, we will walk you to the aging cellars and a private estate visit. The tour also includes visiting the third estate of Gaiole in Chianti, a beautiful ancient fortress of 1100 AD. The farm produces unique selections of Chianti Classico and Supertuscan wines they will offer us after visiting the wine cellars.

Tour’s Location

The Historical Wine area of the Chianti Classico, known for the symbol of the Black Rooster, of this one of the oldest wines that are still in production in Italy, with records demonstrating that the earliest mention of it in documentation came from the thirteenth century.
The wine is not the only attraction of this ancient area, old villages, medieval Castles, breathtaking views makes this area just unique and unmistakable.


  • Always Franco as a tour leader and or driver
  • Select Wineries, visit of Medieval Castle Farms and boutique wineries.
  • Tasting of top wines, Red, Whites, Rose', Super Tuscans, Extra virgin olive oils Max availability
  • Traditional Chianti lunch, at Local Osteria or in one of the Farm Castle, ( always great lunch. with 3 or 4 courses)
  • Great options for Vegetarians and Vegans


8 - 9 hours

Tour's Location

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