April & May Events in Tuscany
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.
May 2-3 - Valdichiana Wine Festival
📍 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.Â
📍 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.
May 24 - Cantine Aperte
📍 Various Locations🍷
One of Italy’s largest open-winery events, where wineries open their doors for tastings and vineyard tours.




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