Visiting Florence in September? Don’t Miss These Wine Festivals & Harvest Events

September is the crucial moment in Tuscany, especially around Florence —the grapes are ripe, olive trees heavy, and vineyards buzz with activity, and the golden light makes it perfect for slow travel experiences.

It’s when producers across the region—from the rolling hills to the seaside slopes—rush to gather their fruit, secure their vintage, and shape the wines and oils that will define the year ahead.

From medieval towns to countryside piazzas, these festivals offer tastings, traditions, and local culture — perfect for visitors looking to immerse themselves in the true Tuscan experience.

For families who’ve tended these lands for generations, it’s both celebration and hard work, a ritual of gathering and gratitude.

 

Below, you’ll find 6 not-to-miss wine festivals in September 2025, with something special for every wine lover:

 

Florence weather in September, best time to visit Tuscany.

 

September is one of the best times to visit Tuscany — and locals love it, too. The crowds start to thin after August, but the weather remains warm and sunny, with average daytime temperatures around 26°C (79°F) in Florence. You’ll enjoy long golden evenings, ideal for outdoor dinners or sunset strolls.

Tips for travelers:

– Bring light layers: mornings and evenings can be cool.

– Book accommodation and experiences early — it’s still high season!

– Don’t forget comfortable shoes: this is prime time for walking tours and wine country excursions.

Best September Festivals in Tuscany

 

Festa del Vino – Montecarlo di Lucca

📅 August 28 – September 8, 2025

Spanning nearly two weeks, Montecarlo’s 57th annual wine festival blends historic charm, “Degustazioni sotto le Stelle,” local traditions, music, and art—all centred in the town’s Piazza d’Armi.

Festa dell’Uva e del Vino – Terricciola

📅 September 6–7, 2025


In the heart of Pisa’s wine country, Terricciola holds its 59th edition in early September. Join guided tastings, parades, concerts, artisan markets, and enchanting “Notti del Vino” evenings.

Expo del Chianti Classico – Greve in Chianti

📅 September 11–14, 2025


Celebrate the signature “Gallo Nero” appellation in Greve’s Piazza Matteotti, where over 80 Chianti Classico producers showcase their wines. Expect tastings, meet-the-winemaker moments, cultural events, and olive oil booths—truly a deep dive into Chianti Classico life.

Vino al Vino – Panzano in Chianti

📅 September 19–21, 2025
Held each year on the third weekend, this intimate festival brings 23 Panzano estates together in Piazza Bucciarelli. It’s a must for Super Tuscan lovers and intimate chats with vintners.

Festa dell’Uva – Impruneta

📅 Last Sunday of September 2025 (September 28)


Dating to 1928, Impruneta’s grape festival is a vibrant parade of floats through Piazza Buondelmonti, featuring rioni competitions, tastings, crafts, and lively cultural flair.

Festa del Vino – Scansano (Maremma)

📅 September weekends, 2025


Scansano, gem of the Maremma, hosts its celebrated wine fair over multiple September weekends. Expect open cellars, live music, local MCC (Morellino di Scansano), and warm medieval vibes. 

Want to experience Tuscany like a local?

As a licensed tour guide based in Florence — and a passionate foodie and wine lover — I create unforgettable journeys through the heart of Tuscany. Whether you’re dreaming of vineyard strolls, museum highlights, or authentic bites at family-run spots, I’m here to guide you with:

Local insights, stories, and recommendations — with a foodish expert (me!)
Private tours tailored to your style
✅ A warm, relaxed, and engaging experience — like exploring with a local friend

👉 Let’s plan your perfect September adventure — harvest, history, and hearty meals included. Send me a message HERE and I’ll help you choose the best experience for your trip.