The best events in Tuscany in May 2025, including yoga, reenactments, exhibitions, tastings, and lots of fun.

Let's discover together the best events in Tuscany in May 2025: Between yoga immersed in nature at the Chianti Sculpture Park, exciting medieval reenactments in Livorno, colored floral displays in Pienza, fun for children in Lucca and Asciano, trail races in Chianti, wine tastings and local specialties in Giglio Castello. A rich month of culture, sport, traditions and relaxation to fully experience the wonders of this beautiful region.

Yoga al Parco sculture del Chianti

Yoga at the Chianti Sculpture Park – Castelnuovo Berardenga – May 7th / June 26th

Among the best events in Tuscany in May 2025, here in the suggestive context of the Chianti Sculpture Park the spring events dedicated to the return yoga, in the company of Cinzia Fabrizi Of Yes Yoga and Shiatsu in Chianti.

The lessons they take place outdoor, immersed in nature and among the contemporary works of art of the park, offering an experience of well-being and connection with the surrounding environment.

The meetings are planned every Wednesday from May 7th to 28th and from June 4th to 25th 2025, from 6:45 pm to 8:00 pm.

Each session includes entrance to the Chianti Sculpture Park and a yoga class. duration of approximately 1 hour and 15 minutes.

It is necessary bring your mat with you for practice. It is also recommended to arrive already in comfortable clothing, since there is no changing room. It is useful bring a towel, pillow and a sweatshirt for the final relaxation phase.

In case of bad weather, the activity may be cancelled or postponed.

Reservation required.

For further information: 5 exceptional parks for a beautiful artistic season in Tuscany

Medieval festival Livorno

Tuscany Medieval Festival – Livorno – May 9-11

The Tuscany Medieval Festival It is a journey back in time which, from 9th to 11th May, takes place in the magnificent New Fortress of Livorno

A'extraordinary adventure with three unforgettable days of pyromusical shows, jousts, epic duels, historic markets, and vintage crafts. Discover the medieval traditions, with over 150 reenactors from all over the world, the enchantment of the shows and the music that will fill the air with magic, and the taste of the delicacies served in the food areas.

A celebration of history and a unique experience, to live theenchantment of the Middle Ages like never before.

Pienza & the Flowers – May 3-18

Among the best events in Tuscany in May 2025 we include the flowers in Pienza. The city of Pieve in fact is color it up for the party in a riot of colors and scents

From 3rd to 18th May, the Pieve village is transformed into a riot of colours and scents with the 38th edition of “Pienza and the Flowers”.

Piazza Pio II will host a Renaissance garden created by Pro Loco volunteers. This year, the theme of the garden is inspired by Venus, goddess of beauty and love, symbol of harmony and perfection.

“Pienza ei Fiori” is a festival that actively involves the local community, with the participation of nurserymen, artists, musicians and volunteersAn event that celebrates the culture, nature, and beauty of the area.

For further information: "Pienza and Flowers": Beauty and art in the ideal Renaissance city until June 2nd.

Lucca Bimbi

Lucca Kids – May 10-11

Two days of games, shows and workshops for children in heart of Lucca

Saturday 10th and Sunday 11th May, from 10am to 7pm, the Royal College in the historic center of Lucca hosts the ninth edition of Lucca Bimbi, an event dedicated to children and families.

The event confirms itself as one of the most anticipated events for the public from 0 to 12 years in Tuscany.

The program proposes awide range of activities divided by age groups and interests: from the inflatable area to spaces dedicated to sports, from creative workshops to music ones. Among the new features of the 2025 edition include the “Journey through Time” itinerary and the “VR Dinosaur Experience”, dedicated to virtual reality.

The following are confirmed: most popular play areas: it LEGO space, wooden toys, Firefighter City, as well as an exhibition section with food and children's products, including refreshment points dedicated to celiacs.

The program also includes live performances such as the “Disney Music Collection” and the “Grand Ball of the Princesses”, along with numerous opportunities to meet at Meet and Greet points with fairy tale characters, superheroes and mascots.

For further information: Lucca 2024: a vibrant city to discover and experience

Treno Natura Asciano

Hear the Steam Whistle: Nature Train in Asciano – May 11th

Still talking about the best events in Tuscany in May 2025 we cannot fail to mention the Asciano steam train. The ancient heart of Asciano opens its doors to travellers Nature Train, for an authentic experience among timeless landscapes and villages.

A special day to rediscover the pleasure of slow travel, between nature, art, traditional flavours and atmospheres of other times.

From the village of Asciano the itinerary winds through the sinuous hills of Crete Senesi, until reaching iconic places such as Chiusure and the majestic Abbey of Monte Oliveto Maggiore, guardian of spirituality and Renaissance wonders.

Music, shows, and the aromas of Tuscan cuisine accompany visitors on a journey that is a hymn to beauty.

Chianti Classico Marathon – San Casciano in Val di Pesa – May 11

Sunday 11 May the appointment with the returns Chianti Classico Marathon, the ideal opportunity to combine the love for the marathon with the discovery of one of the most fascinating areas of Tuscany: the Florentine Chianti Classico.

There are three races to choose from:

Ultratrail 53 km
A renewed and extended route from 47.8 to 53 km, even more exciting, with new sections that will test even the most experienced athletes.

Trail 21.8 km
Medium-length route that allows you to fully experience trail running in Chianti.

Chianti Classico Marathon

Free pace and Nordic Walking 10 km
for those who want to enjoy the landscape in a more relaxed way, without the pressure of competition.

The routes they start from Val di Pesa Market and cross the municipalities of San Casciano Val di Pesa, Barberino Tavarnelle and Greve in Chianti.

As per tradition, at the end of the two competitive distances (53 km and 21.8 km), a final lunch Reserved for all participants, an opportunity to relax and celebrate together after the race.

The event allows not only to play sports, but also of discover Chianti and its delicacies, thanks to the guided tours and to the tastings in the most important wineries and wineries in the area, open to runners and others.

A Quarter of Cellars – Giglio Island – May 16-18

Among the best events in Tuscany in May 2025 is the second edition of the event “A quarter of cellars“. Dedicated to grapes and the opening of cellars, it constitutes apreview of the Cellars which will take place at the end of September.

In the days May 16th and 17th, at dinner, and the day May 18th, at lunch, in every corner of the suggestive village of Lily Castle it will be possible to taste the food and wine excellences of Giglio IslandThe evenings will also be enlivened by itinerant music that will accompany these culinary experiences.

The undisputed star of the party will be the wine Ansonica, an amber white wine, an authentic product of the territory, characterised by a high alcohol content and a robust body, with a dry and slightly tart flavour, whose vinification takes place in purity.

Un quarto di cantine

At the cellars of Lily Castle Guests will have the opportunity to taste typical local dishes, following a sensory journey that will guide them through the village's most evocative spots. Each winery will present unique dishes, for a diverse gastronomic experience.

At the end of each evening, there will be a live music concert in the heart of the village.

Furthermore, the May 17th, at 3pm, a conference will be held dedicated to the heroic viticulture.

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NB The Images I am purely illustrative and do not necessarily correspond to the description in the text.

Photo Credit: Cover photo by Chianti Sculpture Park, photo 1 Municipality of Pienza, photo 2 Medieval Festival Livorno, Photo 3 Lucca Bimbi, Photo 4 FS Foundation, Photo 5 SportChianti, Photo 6 Giglionews.it

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