Chianti Classico Wine Tour

On these winding roads, we will see medieval towns, small hamlets, castles, neverending forests, and lots of vineyards. A perfect way to meet authentic people, great winegrowers, and taste their excellent wines!


Full day


Private tours


Wine intensive







Join with us to discover the wonderful landscape of Chianti Classico! A wine-intensive day led by locals along the rolling hills of Tuscany. Come with us!

On our private Chianti Classico wine tour, we will visit 2 or more wineries with a stop in one or more local towns for some shopping. We also stop in the middle of the vineyards to understand the work of the vignerons.

We go off the beaten path, literally! We will take the narrowest dirt roads, the “Strade Bianche”, through the olive groves, vineyards, and forests of the Chianti area to reach the most interesting people of this beautiful wine region in Tuscany.

We will start in the morning around 9 am. Our English-speaking driver guide will pick you up directly at your accommodation in a luxury and very comfortable Mercedes Benz vehicle. On board, free water and wi-fi internet connection will always be available.

On the way to the first vineyard, your guide will introduce you to the territory, its history, and its winemaking tradition.

At the winery, you will have a private tour where you will meet the owner or one of the staff, a wine expert who will lead you throughout the property: vineyards, facilities, aging cellar. At the end of the tour, we have our own reserved area for the tasting, usually with a view.

Here you will taste 3-7 wines (it also depends on the size of the estate) guided by the owner or by an expert like the sommelier who will tell the story of these wines, their characteristics and the best pairings. If necessary, your guide will also briefly introduce you to the correct way to taste wines and explain how the Italian system of Denominations works.

After the first visit we can stop to see one of the majestic castles or pop into some of the lovely towns of this area for a leisurely stroll (or for some shopping). There is always something nice and special to capture with some pictures!  If you are more interested in wine, we can plan to visit another winery in the latter part of the morning.

Depending on our itinerary, we will stop for lunch in one of the top restaurants of this region: the food is always delicious in Tuscany! We usually have an appetizer, a pasta course, and dessert.

In the afternoon, we will tour another great Chianti Classico producer where we will have the chance to visit the olive grove and taste the extra virgin olive oil in addition to the wines.

During the day, you will have the possibility to buy wine directly at the estates at the most reasonable price. We also provide a service to ship the bottles directly to your home. We will take care of your wine by storing it in a refrigerated depository until you get back at home to receive it.

At the end of the day we will drive you back to your accommodation at around 5 pm.

Discover more about Chianti Classico area:

Wines of Chianti

The Region of Chianti

What's included

  • private transportation in a luxury, fully licensed Mercedes Benz vehicle with a/c, free water, and wi-fi
  • local, fluent English-speaking, food & wine expert driver guide who will accompany you during the day explaining the secrets of the Chianti Classico terroir
  • 2 private visits with wine tastings (sometimes also grappa and extra virgin olive oil)
  • visit 1 or 2 medieval towns of the area
  • 3-course lunch

What's not included

  • gratuities
  • wine at lunch


Are kids admitted on this tour?

Yes, we love kids in Italy, and they are always welcome. Let us know if you need a booster seat or if you have one with you. Please also remember: children are not allowed to taste wines at the wineries until they are 18 years old.

Can you pick us up in Firenze, Siena, Montalcino, Pienza, Montepulciano, San Gimignano, our hotel/villa etc.?

Yes, of course.  Before booking, we will provide you with a price quote for this extra service.

Which wineries are we going to visit?

In the Chianti Classico wine region, there are almost 400 wineries, and we work with lots of them. Based on their availability and our itinerary, we will select the best spots for your day. If you have any preferences, feel free to tell us and we will do our best to make you happy!

Pickup Points: .

Departures: Everyday

Season: All year long

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Would you like to modify this tour or design your own experience in Tuscany?
Let us know your needs and wishes and we will tailor the perfect program for your trip to Italy.

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Chianti Classico Wine Tour