Tuscany in September 2025: The Best Events, Festivals & Experiences You Can’t Miss

If you’re dreaming of visiting Tuscany in September 2025, you’ve chosen the perfect time of year.

The air is warm but gentle, the golden light covers the rolling hills, and the entire region bursts into life with wine harvests, traditional festivals, open-air concerts, and local celebrations.

In this article, you’ll discover the top events in Tuscany in September 2025 — from grape harvest experiences in Chianti to lantern parades in Florence and medieval jousts in Arezzo.

Whether you’re a wine lover, a culture enthusiast, or simply a curious traveler, September is your month.

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Why Visit Tuscany in September?

  •  Perfect climate – sunny days around 24 °C / 75 °F, fresh evenings, no heatwave.
  •  Wine harvest season – it’s vendemmia time: vineyards open their doors.
  • Unique traditions – medieval festivals, village fairs, local rituals.
  • Less crowded – fewer tourists than August, more authentic atmosphere.

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Top Wine & Harvest Events in Tuscany during  September 2025

Wine & Grape Festival – Terricciola (Pisa) | 5 – 7 September 2025

In the charming wine village of Terricciola, this festival celebrates the harvest with wine tastings, music, markets and traditional Tuscan food. A great opportunity to sip Sangiovese directly from local producers.

vendemmia

Harvest Festival – Castiglion del Bosco, Val d’Orcia | 15 – 28 September 2025

One of the most exclusive and magical wine experiences in Italy. Guests are invited to:

  • join the grape harvest in the vineyard,
  • enjoy a Tuscan picnic under the cypress trees,
  • participate in wine tastings and guided cellar tours,
  • and dine under the stars.

📌 Don’t miss: the main harvest day on 16 September, when visitors harvest side by side with winemakers.

vendemmia_graps

 Grape Festival – Impruneta (Florence) | 28 September 2025

Every year on the last Sunday of September, the town of Impruneta explodes with music, color and creativity. The four town districts compete by building giant allegorical floats entirely decorated with grapes. The parade is spectacular — a true celebration of Chianti wine culture.

 

festa dell uva impruneta ©Visit Tuscany| Di Leonardo / WikiCommons

Chianti Classico Expo – Greve in Chianti | 11-14 September 2025

In the heart of the Chianti region, Greve hosts its famous wine expo in Piazza Matteotti. You’ll find:

  • over 50 local wineries,
  • tastings of Chianti Classico DOCG,
  • traditional food,
  • concerts and cultural events.

glass ©Expo Chianti Classico

 

Cultural & Historical Festivals in Tuscany – September 2025

Rificolona Festival – Florence | 7 September 2025

One of Florence’s most magical evenings. At sunset, children parade through the streets carrying colorful handmade paper lanterns (rificolone), singing songs and celebrating the eve of the Nativity of the Virgin Mary. A centuries-old tradition that lights up the city.

rificolona©Firenze made in tuscany

Historical Parade – Corteggio Storico – Prato | 8 September 2025

A majestic medieval procession through the streets of Prato, in honor of the Sacred Belt of the Virgin Mary (Sacra Cintola). Expect:

  • flag throwers
  • knights
  • noble ladies
  • and solemn rituals in the cathedral square

corteggio
©Visit Tuscany| Francesco Bolognini

 San Michele Festival – Carmignano (Prato) | 29 September 2025

A beloved local festival where the four districts of Carmignano challenge each other with:

  • spectacular street performances
  • theatrical shows
  • and the hilarious “Palio dei Ciuchi” — a donkey race through the main square.

palio dei ciuchi ©Prato Turismo

Joust of the Saracen – Giostra del Saracino – Arezzo | 1 September 2025

Travel back to the Middle Ages in the stunning Piazza Grande of Arezzo. Knights on horseback, in full armor, gallop toward a wooden Saracen target to score points for their district. An unforgettable and emotional show.

giostra del saracino_arezzo ©Visit Arezzo

Food, Music & Local Experiences

          Live history, medieval food, sword fights and artisans in costume.

  • The Diotto of Scarperia: is one of the most traditional and characteristic historical reenactments in Tuscany. It takes place every year on September 8th in the town of Scarperia, in the Mugello area. Diotto” literally means the day of the eight (from Italian “dì otto”), referring to September 8th, the Nativity of the Virgin Mary. It connects Scarperia’s knife-making tradition with its Florentine medieval history. The atmosphere is authentic: narrow streets lit by torches, drums echoing through the stone piazza, and locals passionately supporting their district.

IA_vendemmia

Practical Travel Tips

  • Book in advance – especially wine tours, harvest days and accommodation in countryside areas.
  • Rent a car – most events take place in small villages not served by frequent public transport.
  • What to wear – light clothes for the day, a jacket or sweater for the cooler evenings.

Final Thoughts

September in Tuscany is a month of celebration, authenticity and beauty. It’s when locals open their villages, vineyards and traditions to the world. Whether you’re sipping Chianti at sunset, holding a paper lantern in Florence, or watching knights in Arezzo, you’ll experience the real heart of Tuscany.

📌Keywords to remember for your travel search:

  • things to do in Tuscany in September
  • Tuscany events September 2025
  • Tuscany wine harvest
  • Grape festival Tuscany
  • Vendemmia experiences Tuscanyvigna

Want to live it all with a local touch?

If you’d like a tailor-made itinerary or want to join exclusive harvest experiences, village festivals and private tastings, feel free to get in touch.Tuscany is waiting for you — and September is the best time to fall in love with it!

 vendemmia

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