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Private Wine Trek 3 wineries in Chianti Classico with lunch

Via san gallo at the corner with piazza della liberta
Not Rated

8 hrs

Tour Type

Daily Tour

Group Size

7 people


English, Italian, Spanish


Private Wine Trek 3 wineries in Chianti

Spend a day walking in nature where local wines and food are combined to have a marvelous day out in Tuscany through natural beauties, historical small wineries, and little villages nestled in the heart of the Chianti wine region. Understand the process of wine-making and olive oil production.

Hop on a minivan and be driven along unique little roads in the Chianti Classico wine region. Reach the starting point located in Panzano in Chianti. The exact drop-off point is a secret.

Start the day with a little walk through the Conca d’oro, a magnificent natural Amphitheater where the best Chianti Classico wines are produced. Walk through vineyards leading you to the first winery stop. from the 12th century, run by a local family.

At this family-run winery from the 12th century, visit the wine cellar. This is the second oldest building in Panzano in Chianti, used as a medieval post. Enjoy marvelous wines and food tasting in a stunning historical location.

Say goodbye to this unique wine cellar and continue walking through olive groves and vineyards toward the second winery. Savor lunch and another wine tasting (sometimes the lunch is postponed to the next stop). The marvelous wine here is produced by 3 generations of local farmers.

Tuck into a tasty Tuscan lunch with a selection of their wines, perfect to recharge for another hike towards the last winery. The last Winery is a modern winery created by Italian artists. Settled right at the top of the hills overlooking Montefioralle, an enchanting castle nested in a great position.

In the last winery, all modern techniques are combined with old, time-tested knowledge. Enjoy the last wine tasting here.

Get on the minivan back to Florence.


  • Join this New sustainable way of travelling. Discovering Tuscan vineyards, olive groves and rolling hills in a nice slow and green way. Take short treks in Chianti Classico wine region, stopping at 3 wineries. Be a local and act like a local


Wine Trek Chianti Classico, A delitghful fullfilling experience
Wine Trek Chianti Classico, A delitghful fullfilling experience

1)Meet you guide
2)Drive for 45 mins to reach the Authentic Chianti wine region, The Chianti Classico.
3)Start exploring by foot after a nice glass of bubbles the beautiful golden valley of Chianti Classico
4)After 1,5 km stop for a wine tasting, visiting a lovely old family winery.
5)Fill up your soul with good wines and salami and cheese before start walking towarsds lunch
6)Walk through beauty for 3,5 km and sit for lunch with a true tuscan family adn indulge yourself with awesome Chianti Classico
7)Last final stretch to the last winery for the 3rd winetsting and discover all the most modern techniques to produce the finest Chianti CLassico


  • Transportation by air-conditioned minivan or car
  • Easily-accessible paths, suitable for any skill levels
  • Extra virgin olive oil tasting
  • Expert guide and wine sommelier
  • Lunch in a family organic winery, with starter and pasta
  • 3 wine tastings, including cheese, salami, ham, olive oil and saffron tasting
  • Visiting to 3 organic small family wineries, with 11 wines
  • Sustainable local tourism experience
  • Hotel pickup and drop-off
  • Gratuities

Tour's Location

Via san gallo at the corner with piazza della liberta


How many km/miles I will be walking?

6/7 km, 4 miles

How many wines?

11 or 12 depends on the wineries product avaibility. Mostly red wines but also some rose and sparkling

where do we have lunch?

In one of the winery we will visit. It will be with the family that owns the winery.

Is this a sustainable green experience?

YES, you will be walking through beauty and away from the crowds. The only emission of carbon it will be the transfer but I promise you we are working on it.

Are we going to the same wineries every time?

Yes, we do!
We try to arrange solutions to run the tour everyday and perhaps changing wineries

Why should I book and come with you?

It will be awesome!
The wine trek is my creation, I have created a total new product and it will be super cool. Wondering by foot and stopping for wine and food.

can vegetarians or vegans be catered?

Yes, sure! please let us know at the booking and we can arrange it for you.

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Organized by

Out of the Box Florence

Member Since 2021

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