The Best of Chianti Classico Tour, with three medieval Villages, two Wineries and a Typical Tuscan Dinner | Get the Best Prices with Headout
Browse by
Best Sellers
Help & FAQs
English / EUR
Download app
Best Safety

Best of Chianti Day Tour with Typical Tuscan Dinner and Wine Tasting

Instant Confirmation
Show tickets on your phone
8 hrs 30 mins
Best Safety Standards
This experience has been verified to follow best safety standards in compliance with local regulations and WHO
Safety Details

Enjoy the quiet beauty of the Tuscan countryside and taste some of the most exquisite wine in all of Italy. Savour a filling Tuscan Dinner, known as 'Chiantigiana,' with ingredients procured from the local farm. Experience the natural beauty of Italy firsthand with this Chianti day tour.


  • Bask in the gorgeous landscape of Tuscany with its rolling hills, vineyards and olive groves.
  • Tour three medieval villages and two wineries during your full-fledged Chianti experience.
  • Take an excursion through the Tuscan countryside and enjoy a delectable dinner in a quiet and peaceful village.
+ Read more

Why You Shouldn’t Miss This

Tuscany is one of the most affluent regions of Italy. It produces some of the most prestigious wines of Italy, including Morellino di Scansano, Chianti and Brunello di Montalcino. Due to its strong cultural identity, it has been dubbed a nation within a nation. The cuisine of Tuscany is renowned for its simplicity. Local products, such as cheese, legumes, mushrooms, fruit, vegetables and bread form the primary ingredients. Chianti is the most well-known wine produced in the numerous wineries in the region. Olive oil is another product of this region and is renowned worldwide. It is also home to some of the greatest architectural wonders of Europe, the cities of Florence and Pisa.

+ Read more

Your Experience

Your tour will begin with a visit to the Chianti Classico in the heart of Florence. You can see the winery, which in addition to producing wine also produces extra virgin olive oil. You will visit the wine cellars under the guidance of an expert winemaker and taste some of the local products and exquisite wines. The vineyards and gardens that will surround you are delightful to witness. The tour will continue and you will stop at the Greve village. Your guide will talk about the history of the region and provide interesting trivia of each place that you visit. The main square has numerous local shops selling some products that are present in the Chianti region. You will then pass along the Via Chiantigiana, one of the most scenic routes in all of Europe. The sight of the trees and farmland as the road weaves through the rolling hills is breathtaking. You will reach another winery at the end of the road. At the wine cellar you can taste four limited-production wines from the Chianti region. You will continue onto Castellina, an ancient village that is situated atop a hill. A number of vineyards and olive gardens surround it. There is a characteristic tranquility about the place that is worth noting.

Next on the itinerary is a visit to the San Donato, a splendid region with a castle dating all the way back to the 11th Century. Most of the village continues to maintain much of the medieval architecture. A magnificent Romanesque parish church can be seen along with numerous Renaissance buildings and structures in the surroundings.

At the village, you will be served a traditional Tuscan dinner along with some Chianti wine. The dinner includes a real “bistecca alla fiorentina” (T-bone steak, Florentine style). During this dinner, your palate will be treated to about 1 kg (around 36 oz.) of tender and tasty grilled meat coming from select Tuscan livestock farms (that can serve about 2 people). Very few experiences can rival that of sitting in a serene village, relishing some of the finest food in Italy with a glass of excellent wine. Once you are finished with dinner, you will be taken back to the meeting point.

+ Read more


  • Wine tasting
  • Dinner and drinks
  • Multilingual guide
  • Transport in luxury coach
+ Read more

Know Before You Go


  • The tour is available between April and October on Tuesdays, Fridays and Sundays at 1:15 PM.
  • The tour duration is 8 hours and 30 minutes.
+ Read more

Strict Cancellation Policy

This experience cannot be cancelled, amended or rescheduled.

+ Read more

My Tickets

You will receive an email confirmation along with your mobile voucher shortly. No need to print. You can show your voucher along with some valid photo ID at the meeting point.

Meeting Point

Piazzale Montelungo - Caf Tour & Travel - Gray Line Yellow Street Sign.


The ticket is valid only for the same day and time of the booking.

+ Read more
Missing any information?
Why Headout?
Trusted platform used by 100K+ people, each month
Get the lowest prices and last minute availability
Discover and connect with 10,000+ experiences
Browse verified reviews and professional photographs
Have a question? Live chat with our experts 24/7

Other experiences similar to Best of Chianti Day Tour with Typical Tuscan Dinner and Wine Tasting

Best Safety
Galleria dell'Accademia Tickets
Accademia Gallery Guided Tour With Skip The Line Tickets
Newly Arrived
Best Safety
Uffizi Gallery tickets
Skip The Line Guided Tour of Uffizi Gallery
Newly Arrived
Best Safety
Florence 101
Siena Cathedral Skip The Line Entrance Tickets
543 Ratings
We've served 5 million+ guests and we are here for you
5 million +Happy customers across 10,000+ experiences

5,000+ verified reviews with 90% excellent score

In the mediaFeatured and recommended by the best brands

24 x 7 help CenterHave a question? Live chat with local experts anywhere, anytime