Upcoming Chianti wine festivals

The Chianti Classico wine zone of Tuscany is the home to several really good wine festivals where you can taste a wide range of Chianti Classico wines and talk directly to the producers. On 23 and 24 May 2026, in the attractive village of Radda in Chianti there is a wine tasting event, Radda nel Bichiere, taking place that is well worth a visit if you are in the area. A bit later in the year, on the first weekend of June (6th and 7th) 2026, there is another wine festival taking place in Lamole in Chianti, I Profumi di Lamole. And the Chianti wine festival takes place in Montespertoli from 30 May to 7 June 2026. To take in some or all of these wine tasting occasions, you could find a place to stay on the Panzano in Chianti website.and for the Montespertoli Chianti wine festival on the Montespertoli website.

At Radda nel Bichiere

For September 2026, there are two upcoming Chianti wine festivals to note in your agenda.

Chronologically, the first is the Chianti Classico wine fair taking place in Greve in Chianti, 45-60 minutes south of Florence and reachable by bus from Florence. The official name is the Il Rassegna del Chianti Classico (54th Expo of Chianti Classico wines). In 2026, this wine festival takes place from the 10th to the 13th September 2026 in Piazza Matteotti, the main piazza of Greve in Chianti. Note that you might have to park some distance from the venue due to heavy traffic - this fair is very popular. If you also plan to drink some wine, that's just one more reason to take the bus.

The Terre di Melazzano booth at the Rassegna del Chianti Classico

 

The way it works is that you buy a wine glass from the Cassa and Informazioni booth and this allows you to try a certain number of the wines displayed. You can both buy and order wine and olive oil at the booths. In addition to the wine tasting, a variety of events is offered during the four days, but I wouldn't over-estimate their intrinsic interest. Click here for the 2026 programme. The Greve Chianti wine fair has a good number of Tuscan wineries represented, each offering all of the wines that they produce - mainly Chianti Classico, of course. My only objection to this fair is that when the weather is hot, few of the exhibitors take any steps to keep their wines cool. Some of them are left in direct sunlight and are distinctly warm when you taste them.

The second wine tasting event is Vino al Vino, taking place one week later in Panzano in Chianti, 10 minutes drive in the direction of Sienna from Greve and also accessible by bus from Florence. Vino al Vino takes place from 17 to the 20 of September 2026. To some extent, I prefer Vino al Vino over the Chianti Classico Expo if only because it is smaller, with about 21 wineries presenting their wines and olive oil, and has a more intimate atmosphere. I also find the food on sale better than in Greve. There's live Jazz on Saturday & Sunday from 6 until 8 pm.

Vino al Vino Panzano Chianti wine festival

For accommodation nearby the venues:

Greve in Chianti accommodation.

Panzano in Chianti accommodation.

Villa hotels.

Chianti wine festivals on Facebook.

Don't forget to visit my Tuscany Travel Guide! Up-to-date news on what to see and where to stay in Chianti and all of Tuscany. Tuscany Travel Guide

Author: Anna Maria Baldini

All content copyright © ammonet Italian Web Site Promotion 2013 - 2026. All rights reserved.

Chianti wine festival at Montespertoli 2026

The Chianti wine festival at Montespertoli is coming up (30 May - 7 June 2026) and as usual it will be an entertaining occasion with a procession of locals dressed up in 19th century costumes and, of course, lots of wine to taste. This wine festival is unusual in the number of street musicians and costumed bands who, along with Tuscan flag throwers and street actors, turn out to provide entertainment. In this respect the Montespertoli Chianti wine festival is superior to the Rassegna del Chianti Classico wine festival held later in the year in Greve in Chianti. The Greve festival has plenty of excellent wine available to try and buy but the entertainment is quite feeble in comparison with that of the Montespertoli event, especially in the evenings.

Chianti wines ready for tasting at Montespertoli

The important difference between the Greve and Montespertoli Chianti wine festivals is that they present wines from different wine zones of the Chianti appellation. The Montespertoli festival covers Chianti, Chianti Montespertoli and Chianti Colli Fiorentini while the Greve festival is devoted to Chianti Classico.

Wagon loaded with Chianti fiasci pulled by Chianina oxen at the Montespertoli Chianti wine festival

Montespertoli is within easy reach of Florence by public transport and there are some excellent agriturismi vacation accommodations in the area

More about Montespertoli.

More about the Greve in Chianti wine festival.

Calendar of events in Tuscany.

Important festivals of Tuscany.

Don't forget to visit my Tuscany Travel Guide! Up-to-date news on what to see and where to stay in Chianti and all of Tuscany. Tuscany Travel Guide

Holiday accommodations in Chianti 

Author: Anna Maria Baldini

All content copyright © ammonet Infotech website promotion 2015 - 2022. All rights reserved.

Wine festivals in Tuscany

Two enjoyable wine festivals in Tuscany are coming up.

Vino al Vino in Panzano in Chianti

The annual Chianti Classico wine tasting expo takes place in Greve in Chianti from the 8th to the 11th of September, 2016 in Piazza Matteotti, the main piazza of Greve. The way it works is that you buy a glass from the organisers' booth (Segretaria) and this entitles you to taste wines at the winery booths set out around the piazza. You can also buy wine, of course. There are also other events taking place nearby in Greve, musical, culinary and artistic. The programme can be downloaded from this web page: 46nd Expo of Chianti Classico wines. Be aware that parking is extremely hard to find during the fair. You might find it makes more sense to come to Greve by SITA bus, not just to avoid parking issues but also if you intend to taste a lot of wine.

In Panzano in Chianti, one week after the Greve wine fair (15th to the 18th September, 2016), we have Vino al Vino. This is a smaller wine tasting event than the Greve fair with food stands selling local specialities, plus some informal music. The main action takes place in Piazza Bucciarelli which straddles the main road (via Chiantigiana). Here you will have the opportunity to sample and buy wines from some of the smaller producers in the area as well as the larger properties.

More information on upcoming Chianti wine festivals.

More about Greve in Chianti.

More about Panzano in Chianti.

Author: Anna Maria Baldini

All content copyright © ammonet Website Promotion 2012 - 2016. All rights reserved.

Tuscan events and festivals

Visitors planning their trips to Tuscany will probably be keen to attend any Tuscan festivals and events coinciding with their vacation dates and location. Some of these festivals are spectacularly good and even the smallest of village festas are fun and provide an insight into life in Tuscany.

Flag throwing at a Tuscan festival

Here's a link to an example of a local mediaeval festival known as “A cena da Messer Boccaccio”, a mediaeval dinner taking place in Certaldo. And I have reported on the great mediaeval costume festival at Monteriggioni here.

The major festivals are described at: Annual Festivals and Events in Tuscany.

As comprehensive a list as is possible of events in Tuscany (there are literarily thousands of festivals every year in Tuscany) is give at: Events in Tuscany.

Another way to enter into Tuscan life a bit is to buy your supplies at the nearest weekly open air market - or at least go there and have a look around. Markets are very informative about life in the community you're visiting! A list of the days of the week when these open air markets are held is give at: Market Days in Tuscany.

For those of you interested in Renaissance art, perhaps read my review of the 2013 Palazzo Strozzi exhibition, "The Springtime of the Renaissance".

Author: Anna Maria Baldini

Don't forget to visit Elena Spolaor's Travel Guide! Up-to-date news on what to see and where to stay in Chianti and all of Tuscany & Umbria. Chianti Travel Guide

Holiday accommodations in Chianti

Tuscany tourist information - tourist information

All content copyright © ammonet Infotech website promotion 2011 - 2016. All rights reserved.