Looking for things to do in Florence and Tuscany this September 2025? We’ve put together a list of our own personal favourites that you can add to your itinerary. September is a month that’s chock-full of events, ancient festivals, and towns celebrating the grape harvest. Enjoy!

Top Events & Things to Do in Florence in September 2026

September opens with the traditional Rificolona Festival, that happens every year on the evening of 7th September bringing to the city centre hundreds of paper lanterns and memories of the past, when country people would arrive in droves to Florence to celebrate the Virgin Mary’s birthday. The main parade starts at 8:15 pm in Piazza Santa Felicita and ends in Piazza della Santissima Annunziata. For kids of all ages!

From 11th to 13th September 2026 Giardino Corsini hosts a new edition of www.artigianatoepalazzo.it
with 100 artisans showcasing their creations, from jewellery, to leather bags and traditional straw hats. Every year there are new surprises for this event that embraces crafts and creativity in the stunning setting of the Corsini Garden (it’s in Via della Scala 115, near Porta a Prato).

Florence Jazz Festival delights music fans from 5th to 13th September 2026.

* Enjoy September in Florence: Best Things to Do

things to do in florence in 2023

Things to Do in Tuscany this September

SIENA – We’ve been looking forward to visiting the Sala della Pace in the Palazzo Pubblico in Siena. After careful restoration, the amazing fresco by Ambrogio Lorenzetti “Allegory of Good and Bad Government” is once again open to visitors. Don’t miss it!

SAN GIMIGNANO – In the nearby hilltop towns of San Gimignano, famous for its Medieval towers, you can check out a contemporary art exhibit at Galleria Continua, and enjoy the award-winning gelato at Dondoli, in Piazza della Cisterna.

CHIANTI REGION – If you’re planning to visit the Chianti region this September, you’re in for a treat! This is the month of the vendemmia” or grape harvest, where you’ll see carts overflowing with dark grapes, on their way to be fermented. Many Wine Festivals enliven the Chianti in September, with towns like Greve in Chianti, Panzano, Montefioralle showcase their celebrated nectars.

The town of Impruneta celebrates the ‘Grape Festival’ (Festa dell’Uva’) on 26th and 27th September 2026.

Joining a Chianti Wine Tasting Tour is a great way to explore and get a feel of the scenic Chianti region!

Book your Full-Day Wine and Food tour from Florence. Roam the Tuscan hills in a comfy 4-wheel vehicle, and visit historic wine estates. Sample the finest Chianti and Brunello wines, and save room for a 3-course meal in the Tuscan countryside before returning to Florence.

things to do in tuscany in september

LUCCA – Every year on the evening of the 13th September the streets of Lucca are adorned with thousands of candles on the occasion of the Luminara di Santa Croce, one of Italy’s most significant religious festivals. This historic procession celebrates the legendary Volto Santo crucifix, bringing a mystical atmosphere to the town. Suggestive and truly unique.

CORTONA – From the last week of August until 13th 2026 September the scenic hilltop town of Cortona hosts the popular Fiera Cortona Antiquaria, National Antiques Fair, that attracts collectors and bargain hunters to its historic streets.

PISTOIA – the Medieval Festival PISTOIA MEDIOEVO 1322, on 19th-20th September 2026 gives you chance to delve into Pistoia’s past, with games, jesters, falcons, flag throwers’ shows. You can also partake in a Medieval banquet (advance booking necessary) and see the splendid Piazza Duomo in Pistoia dressed in Medieval costume.

* See the Top Traditional Festivals in Tuscany

* 3 Special Trip Ideas in Tuscany in September

* Looking for the Most Picturesque Villages in Tuscany

Author: Sabrina Nesi, co-founder of Lovefromtuscany.com, passionate about sharing the beauty of Tuscany and Italy with the world.

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