Day trip

Chianti Wine & Food Safari

Activity provider: Walkabout Tours
Day trip

Chianti Wine & Food Safari

Activity provider: Walkabout Tours
Likely to sell out

From US$ 199.23 per person

Likely to sell out

Eat and drink your way through Chianti, renowned not only for its red wines, fresh produce, traditional cuisine, and incredible landscapes.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
Keep your travel plans flexible — book your spot and pay nothing today.
Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details.
Duration 10 hours
Check availability to see starting times.
Live tour guide


  • Enjoy transport in a customized 4WD vehicle through scenic back roads
  • Visit the famous Chianti Classico wine region with an expert guide
  • Have a delicious Tuscan lunch and several food tastings
  • Take in breathtaking panoramic views
  • Listen to comprehensive introduction to the region
Full description

With your expert guide, enjoy a comprehensive introduction to the region and its wines while touring two of the region's best wine estates. Sample the winery’s signature wines and receive tips about the art of wine tasting and pairing wine with food.

First, stop at a beautiful winery belonging to one of the most prestigious Italian aristocratic families. Here, taste three wines paired with cheese and two olive oils. 

Enjoy a fascinating guided tour of the historic wine cellars and to the olive mill through underground tunnels that pass under the villa. 

Buckle up and get ready for some off-roading through ancient woodland and rolling hills, outlined with cypress trees and dotted with rustic farms and churches, to make your way to a typical Tuscan restaurant with stunning views. 

To visit the final wine estate, go deeper into the Chianti hills and enjoy more incredible countryside on your way to a Chianti Classico vineyard. 

As a contrast to the established winery of the morning, enjoy these smaller, award-winning wines that will taste of a combination of ancient tradition and innovation. 

The unique beauty of this area will add to the unforgettable memories you will have created so far.

  • Transport by 4WD customized, air-conditioned vehicle
  • Expert tour leader with you all day
  • Taste 8 different wines
  • Extra virgin olive oil tasting
  • Sheep cheeses and Salumi (cured meats) tasting
  • Traditional Tuscan lunch
    Not suitable for
    • Pregnant women
    • People with mobility impairments
    • Children under 18 years
    • People with food allergies

    Select participants and date



    Meeting point

    The meeting point is in front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri. Look for your guide holding a Walkabout sign.

    Open in Google Maps ⟶
    Important information

    Not allowed

    • Pets

    Know before you go

    • We regret that vegetarian or other alternative dietary requirements cannot be catered for
    Customer reviews

    Overall rating

    5 /5

    based on 37 reviews

    Review summary

    • Guide
    • Transportation
    • Service
    • Organization

    Sort by:

    Traveler type:

    Star rating:

    If I could give this tour 6/5 stars I would. Our tour guide Gloria was an extremely knowledgeable Sommelier who kept us engaged and interested the entire time. You'll learn about all the different red wines of Tuscany. You are provided with plenty of food throughout the tour and lunch is served family style. The vineyards and villas provide breathtaking views and the bus you travel in will definitely give "off-roading" a different meaning. This tour is an absolute must.

    Read more

    March 22, 2023

    Awesome tour! Lavi, our tour sommelier, and Romolo, our driver, made our food and wine experience on this day a top-notch outing, and was definitely one of our favorite tours in Italy. Lavi explained the details about wine, wine tasting, and the wine history in the Chianti region, and all three stops in the region were informative, relaxing, and fun, as well as tasty with the appetizers and lunch pairings. Romolo expertly navigated the roads, and both deserve 10 stars, if that were possible. Thank you again, Lavi and Romolo!

    Read more

    March 22, 2023

    Gloria was a fantastic guide. She is a certified sommelier! Charming and hilarious, her knowledge and insight was especially helpful throughout the tour of the breathtaking Chianti Classico region. The driver of the tour, Romolo, did an amazing job driving us through fairly rough terrain and getting us to each destination safely and swiftly. The wineries and lunch stop were all stunning in their natural beauty, and the wines and food throughout the day were delicious! We especially appreciated getting to try seasonal and regional specialties alongside the wines (including truffles, in our case!). We had an amazing time. I would book this tour again in a heartbeat!

    Read more

    March 22, 2023

    Product ID: 100899