Wine Festivals in Chianti Classico

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Wine Festivals in Chianti Classico

Want to know when and where the next wine festivals are happening in Chianti Classico? You've come to the right place! My calendar has a constantly updated overview of upcoming events – with details on location, date, highlights, and often, ticket prices too.

These wine festivals are a wonderful chance to meet the winemakers in person, taste wines right on the spot, and get some cool insights into the world of Chianti Classico.

The festival season usually kicks off in early May and stretches into late summer – a time full of new encounters, delicious treats, and unforgettable moments.

I'm often there myself and love chatting with other wine enthusiasts. If you want to stay in the loop, feel free to sign up in the form below – that way, you'll get all the updates sent straight to your inbox.

Please note: We put these details together with great care, but of course, we can't guarantee they're completely exhaustive.


Montefioralle Divino 2025
Sep.
26
until Sep 28

Montefioralle Divino 2025

  • Associazione Viticoltori Montefioralle (Map)
  • Google Calendar ICS

What makes Montefioralle Divino so special? The winemakers from the Montefioralle association are there in person to present their wines. With a tasting glass in hand, you can really dive into the amazing world of Chianti Classico, exploring all its different sides – from fresh Chianti Classico to the rich Riserva and the super prestigious Gran Selezione. You'll find small family wineries right next to some of the region's most famous names.

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Vino al Vino 2025
Sep.
19
until Sep 21

Vino al Vino 2025

Hey wine lovers, listen up! From September 19th to 21st, 2025, Panzano is hosting its famous "Vino al Vino" festival. Head to the charming piazza where 23 Panzano wineries will be showcasing their finest wines – everything from big names to lovely family-run spots. Grab your tasting glass and spend three days trying as much as you like! The coolest part? The winemakers themselves will be there, ready to chat and share their passion with you. No wonder this festival is considered one of the top 5 in the world!

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Expo del Chianti Classico 2025
Sep.
11
until Sep. 14

Expo del Chianti Classico 2025

Get ready to dive into the world of Chianti Classico at the annual Expo Chianti Classico wine festival, held in the beautiful Piazza Matteotti. Grab a tasting glass and you can try Chianti Classico wines directly from over 80 winemakers. Let the unique atmosphere charm you, enjoy chatting with the wine producers, and soak up that authentic Tuscan vibe. It's an unforgettable experience for all your senses, right in the heart of one of the world's most famous wine regions.

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Bevo Castellina 2025
June
7
until June 8

Bevo Castellina 2025

Come experience the 'Bevo Castellina' wine festival (it used to be called Pentecoste a Castellina) on June 8, 2025, right in the historic Via delle Volte. You'll get to discover 38 local winemakers from Castellina in Chianti and taste their amazing wines like Chianti Classico, Chianti Classico Riserva, and Chianti Classico Gran Selezione. Entry is €25 (and includes your wine glass!). It's a fantastic wine experience in the heart of Chianti, no matter the weather!

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I Profumi di Lamole 2025
May
31
until June 2

I Profumi di Lamole 2025

The 'I Profumi di Lamole' wine festival happens every year on the first weekend of June, right in front of the church in Lamole, near Greve in Chianti. You can taste wines from 9 participating wineries. Mark your calendars for the first weekend of June and don't miss out on this special wine festival in Lamole! It's going to be an unforgettable experience full of delicious tastes and exciting discoveries.

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Radda nel Bicchiere
May
24
until May 25th

Radda nel Bicchiere

Dive into the wine world of Radda in Chianti at "Radda nel Bicchiere" on May 24th & 25th, 2025! For just 25€, you'll get a tasting glass and can try Chianti Classico wines from over 30 local winemakers. The picturesque Viale G. Matteotti transforms into a wine paradise with an amazing panoramic view. No need to book ahead – just show up and discover the true essence of Chianti!

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Tasting Greve 2025
May
10
until May 11th

Tasting Greve 2025

Get ready for an unforgettable wine weekend in the heart of Tuscany! On May 10th & 11th, 2025, the winemakers of Greve in Chianti are opening their cellar doors for all Chianti Classico lovers. By grabbing a tasting kit with a wine glass and map, you can sample wines at every winery you visit and enjoy a 10% discount on all your purchases. Your ticket is good for both days – perfect for a relaxed weekend exploring the picturesque Chianti Classico wine region.

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Vino al Vino in Cantina
May
3
until May 4th

Vino al Vino in Cantina

Come discover 'Vino al Vino in Cantina' in Panzano in Chianti – it's a wine festival that takes you right to the wineries themselves! Instead of big crowds in the piazza, you get to experience the wines right where they're made. Chat with the winemakers, explore their cellars, and soak up the beautiful blooming Tuscany in spring. What began as a quick fix during Corona is now a secret gem for truly authentic wine experiences away from the usual tourist spots.

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Chianti Classico Collection 2025
Feb.
18

Chianti Classico Collection 2025

The Chianti Classico Collection is THE event of the year for all things Chianti Classico. Every February, the wine world gathers under the Black Rooster flag at the stunning Stazione Leopolda in Florence – a disused train station with unique charm. Over 200 winemakers present their wines there to journalists, restaurateurs, and trade professionals.

The best part? For a few years now, private wine lovers can also grab a ticket and be part of this super event on one of the two days. It's a real highlight – a huge variety of wines, getting up close with the producers, and a location that's just wow. For

fans of Gallo Nero, it's an absolute must-attend!

You can find all the info and how to buy your ticket online right here:

Buy Ticket
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Montefioralle Divino 2024
Sep.
20
until Sep 22

Montefioralle Divino 2024

  • Associazione Viticoltori Montefioralle (Map)
  • Google Calendar ICS

Montefioralle Divino is the wine festival organized and promoted by the Montefioralle Winemakers' Association in the municipality of Greve in Chianti. The festival includes tastings of Chianti Classico, Chianti Classico Riserva, and Chianti Classico Gran Selezione from the various Montefioralle winemakers at their tasting stands. You can also buy the wines directly on-site.

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Vino al Vino 2024
Sep.
13
until Sep 15

Vino al Vino 2024

The Vino al Vino wine festival in Panzano in Chianti is definitely one of the most beautiful in the whole Chianti Classico area. The winemakers from Unione Viticoltori di Panzano, which is the Panzano winemakers' association, have been showcasing their wines there since 1995. Vino al Vino is more than just a wine festival. It's an experience that brings wine lovers together and celebrates the beauty and wine culture of Panzano in Chianti.

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Expo del Chianti Classico 2024
Sep.
5
until Sep 8

Expo del Chianti Classico 2024

Over 80 producers will be showcasing more than 500 wines this weekend in the Piazza of Greve in Chianti. Throughout the weekend, you can book guided tastings (email ahead of time to reserve!), check out art exhibitions, listen to live music, and enjoy some local street food.

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I Profumi di Lamole 2024
June
1
until June 2

I Profumi di Lamole 2024

The 'I Profumi di Lamole' wine festival happens every year on the first weekend of June, right in front of the church in Lamole, near Greve in Chianti. You can taste wines from 9 participating wineries. Mark your calendars for the first weekend of June and don't miss out on this special wine festival in Lamole! It's going to be an unforgettable experience full of delicious tastes and exciting discoveries.

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Radda nel Bicchiere
May
25
until May 26

Radda nel Bicchiere

Radda nel Bicchiere is an event organized by the Proloco of Radda in Chianti, where the whole village welcomes visitors and wine lovers for a unique tasting of wines made right here in this beautiful Chianti village. All you need is a glass, some curiosity to taste, and a little bit of time. Once a year, over thirty winemakers from Radda offer their best wines for you to try.

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Pentecoste 2024
May
17
until May 19

Pentecoste 2024

The annual wine festival in Castellina in Chianti, known as "Pentecoste a Castellina in Chianti," is a traditional event in this picturesque town in Tuscany, Italy. Castellina in Chianti is located in the heart of the famous Chianti Classico wine region, and the festival celebrates the rich winemaking culture of the area.

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Tasting Greve 2024
May
11
until May 12

Tasting Greve 2024

On the weekend of May 11th and 12th, 2024, the wine cellars of the Greve in Chianti Winemakers' Association members will open their doors for a fun experience of good wine and good company.

Price EUR 25.00

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