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April & May Events in Tuscany

Apr 9
2 min read

This is a list of local events happening in Tuscany (~1 hour drive of Cipresso e Pietra) and is always being updated as we learn more and towns start posting their events. Check back for updates.


*Always double check the direct website for exact locations, dates and time. Our sources are "Visit Tuscany", "Discover Tuscany", and word of mouth.





📌 Event Details - April


April 2 - Amici di Dogana

📍 La Dogana Ristorante, Valiano

🍽 A 5-course tasting menu paired with local wines. Ask us about reservations.

👉 Happens first Thursday of every month


April 4-5 - Arezzo Antiques Fair

📍 Arezzo

🛍 Italy's oldest and largest outdoor antiques market, featuring over 500 exhibitors.


April 12 - Dolci, Dolcezze e Motori

📍 Siena

đźš— A festival combining traditional Sienese sweets with a display of vintage and modern cars.


April 12-13 - Ludicomix

📍 Empoli

🎭 A vibrant event dedicated to comics, games, and cosplay, featuring workshops and exhibitions.


April 19 - ArteArti

📍 Montepulciano

🎨 An arts and crafts exhibition showcasing local artisans' work, including ceramics and textiles.


April 25 - Festa della Liberazione

📍 Throughout Tuscany

🇮🇹 Italy’s national holiday with concerts, parades, and cultural events.


April 24-27 - Orcia Wine Festival

📍 San Quirico d'Orcia

🍷 A festival celebrating Orcia DOC wines with tastings, vineyard tours, and workshops.


April 25–30 - Mostra Mercato dell'Artigianato

📍 Anghiari

đź›  A prestigious artisan market showcasing handcrafted furniture, textiles, ceramics, and more.


April 26- Lazy Sunday

📍 La Dogana Ristorante, Valiano

🍷 Relax with wine and antipasti while enjoying scenic views. Ask us about reservations.


April 27 - Canto del Maggio

📍 Santa Fiora

🎶 A folk tradition where musicians serenade residents with springtime songs.


April 28-30 - Festa della Pina

📍 Montelaterone

🎉 An ancient local festival featuring traditional music, dances, and local food specialties.





📌 Event Details - May



May 2-3- Arezzo Antiques Fair

📍 Arezzo

🛍 Italy's oldest and largest outdoor antiques market, featuring over 500 exhibitors.


📍 Castiglion Fiorentino, Chiostro di San Francesco - Chiesa di San Francesco

🛍 The Valdichiana Wine Festival is a must-attend event for all food and wine enthusiasts, a sensory journey that combines tradition and innovation


May 7- Amici di Dogana

📍 La Dogana Ristorante, Valiano

🍽 A 5-course tasting menu paired with local wines.

May 9-12: Oro Arezzo Jewelry Exhibition

📍 Arezzo Exhibition Center

An international event showcasing the latest trends in goldsmithing and jewelry design, attracting industry professionals and enthusiasts. 


📍 Departs from Siena to Asciano

🛍 Enjoy a vintage steam train journey through the picturesque landscapes of southern Tuscany, culminating in a visit to Asciano's local markets.


May 31 - June 7 Maggiolata

📍 Lucignano (AR)

 Lucignano's famous and biggest festival happens the last two weeks of May. It is a flower festival that also showcases the best artisan food and crafts, parades of flower floats, and much more. Check back for the parade schedule. Learn more here.


📍 Various Locations🍷

One of Italy’s largest open-winery events, where wineries open their doors for tastings and vineyard tours.




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