Februaryannual, second or third week of February2 daysTicket neededFlorence
More than 200 Chianti Classico producers pour the new annata, Riserva and Gran Selezione vintages from over 680 labels at Stazione Leopolda in Florence. The opening day is trade-only, the second opens to consumers.
Host: Consorzio Vino Chianti Classico
Featured producers: marchesi-antinori, castello-di-ama, felsina, fontodi, isole-e-olena, castello-di-volpaia
Tip: Tickets release late January; the consortium prioritises trade and press on day one and consumers on day two.
Februaryannual, mid February2 daysTicket neededVernaccia di San Gimignano
The Consorzio della Vernaccia presents the new vintage of Tuscany sole DOCG white inside the Museo Civico in San Gimignano, with 40-plus producers pouring annata and Riserva.
Host: Consorzio della Vernaccia di San Gimignano
Featured producers: panizzi
Tip: The historical centre of San Gimignano fills quickly on tasting day; reserve a stay in Pancole or the Castagno area five minutes out.
Februaryannual, third weekend of February2 days plus 2 press daysTicket neededVino Nobile di Montepulciano
A record 57 producers pour Vino Nobile annata, Riserva and the newly introduced Pieve sub-zone tier inside the Fortezza di Montepulciano. Two press days precede the public tasting and assign vintage stars.
Host: Consorzio del Vino Nobile di Montepulciano
Featured producers: avignonesi, boscarelli, salcheto, poliziano
Tip: Combine the Anteprima with a walk through the Cantina Contucci and Cantina De Ricci, both carved into the medieval cellars beneath the town hall.
Novemberannual, third or fourth week of November5 daysTicket neededBrunello di Montalcino
Tasting of the freshly released Brunello (five-year-aged) and Brunello Riserva (six-year-aged) inside the cloisters of Sant'Agostino and the Montalcino fortress, with a vintage-rating ceremony assigning a star count from one to five. Since 2018 the consortium holds Benvenuto Brunello in November (previously late February).
Host: Consorzio del Vino Brunello di Montalcino
Featured producers: biondi-santi, casanova-di-neri, banfi, il-poggione, argiano, mastrojanni
Tip: Plan three days minimum: the consortium walk-around, an estate cellar visit, and a vertical lunch at one of the historic Montalcino enoteche.
Mayannual, last weekend of May2 daysRegion-wide
Around a thousand Italian estates and roughly two hundred Tuscan members of Movimento Turismo del Vino open their cellars to visitors with vineyard hikes, paired meals and harvest-machinery demos. The 2026 edition runs 30 and 31 May.
Host: Movimento Turismo del Vino Toscana
Featured producers: castello-di-volpaia, salcheto, selvapiana
Tip: Most cellars accept walk-ins but star Brunello and Bolgheri estates require advance booking through the Movimento Turismo del Vino regional site.
Augustannual, late July to mid August (centred on 10 August)approximately 4 weeks of events around the 10 August nightTicket neededRegion-wide
Vineyard tastings paired with stargazing under the Perseid meteor shower on the Night of San Lorenzo. Member estates host open-air dinners, telescopes and music; the 2025 program spanned 25 July to 24 August across more than fifty Tuscan venues.
Host: Movimento Turismo del Vino Toscana
Featured producers: castello-di-volpaia, tenuta-di-capezzana
Tip: Vinci, Montalcino and Castelfalfi run the most production-heavy programs; check the Movimento Turismo del Vino events calendar in early July.
Septemberannual, first week of September2 to 3 daysTicket neededBolgheri
The Consorzio Bolgheri walk-around tasting at the Castello della Gherardesca and the Frantoio of Casa Carducci in Castagneto Carducci, followed by the kilometre-long Cena dei Mille on the cypress-lined Viale dei Cipressi.
Host: Consorzio per la tutela dei vini Bolgheri e Bolgheri Sassicaia DOC
Featured producers: tenuta-san-guido, tenuta-dell-ornellaia, masseto, tenuta-guado-al-tasso, le-macchiole, grattamacco, michele-satta
Tip: The Cena dei Mille on the Viale dei Cipressi seats one thousand and books out months in advance; the walk-around tasting is easier to secure.
Septemberannual, third weekend of September3 daysTicket neededPanzano in Chianti
Twenty-three producers of the Unione Viticoltori di Panzano pour Chianti Classico Panzano UGA bottlings, Conca d'Oro single-village reds and IGT Toscana from stalls around Piazza Bucciarelli. Over 80 wines are typically open across the weekend.
Host: Unione Viticoltori di Panzano in Chianti
Featured producers: fontodi
Tip: The Conca d'Oro sub-zone within Panzano produces some of Chianti Classico's longest-lived bottlings; ask producers to compare a Riserva to a Gran Selezione side by side.
Septemberannual, second weekend of September, Thursday to Sunday (11 to 14 September in 2025; 10 to 13 September in 2026)4 days, Thursday to SundayTicket needed20Greve in Chianti
Greve in Chianti hosts producers from across the Chianti Classico area for four days in Piazza Matteotti. The 54th edition in 2026 listed 64 producers, with tastings at the consortium pavilion or at individual producers' stands, a programme of art and cultural events and meetings with winegrowers in their vineyards and cellars. Tastings need an official glass at 20 euros that includes seven tasting tickets.
Host: Comune di Greve in Chianti
Mayannual, nine days from the last Saturday of May to the first Sunday of June (30 May to 7 June in 2026)9 daysTicket needed5Montespertoli
Montespertoli turns its town centre into a route of producer stands for nine days, with the main venues in Piazza del Popolo and Piazza Machiavelli. The 68th edition in 2026 had 21 wineries with stands plus two guest producers, tastings with the official festival glass at 5 euros, food stands run by 13 local associations, a Torneo delle Contrade and a historical parade on the final day. The festival grew from the town's traditional livestock fair, to which organisers proposed adding wine in 1957, with the first wine fair following in 1958. It was known for many years as Mostra del Chianti until a new organising committee restored the name Festa del Vino.
Host: Comitato organizzatore della Festa del Vino with the Comune di Montespertoli and local associations
Mayannual, a weekend in late May, Saturday and Sunday (23 and 24 May in 2026)2 days, Saturday and SundayTicket needed25Radda in Chianti
Radda in Chianti presents its own wines once a year: more than thirty Radda producers pour their labels at counters along Viale Matteotti, tasted with a personalised glass with a carrying strap at 25 euros and no advance booking. The 2026 edition, on 23 and 24 May, marked the event's 28th year. A booklet lists the producers and wines poured, restaurants and wine bars in the village offer special menus, and the organisers also run a seminar and a Radda Vintage tasting that need advance booking.
Host: Pro Loco di Radda in Chianti
Septemberannual, a Thursday to Sunday core around the last weekend of September (29 September to 2 October in 2022; 26 to 29 September in 2024; 25 to 28 September in 2025, the 50th edition, when the Carro Matto reached Florence on Saturday 27 September)4 days, Thursday to SundayRufina
Rufina, the Chianti Rufina wine town east of Florence, holds a long weekend of wine and food events, exhibitions, workshops and concerts, centred on Villa Poggio Reale, which houses the Museo della Vite e del Vino. In the 2024 programme the Consorzio Chianti Rufina ran tastings in the villa's main hall on Saturday and Sunday and a Friday dinner, and wine bars opened in Piazza Umberto I and at the villa. The Carro Matto, an ox-drawn cart carrying a pyramid of wine flasks, travels to Florence in a costumed procession through the historic centre.
Host: Comune di Rufina with the Consorzio Chianti Rufina