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 3 - Amici di Dogana

📍 La Dogana Ristorante, Valiano

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

April 5–6 - Arezzo Antiques Fair

📍 Arezzo

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

April 12 - Dolci, Dolcezze e Motori

📍 Siena

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

April 13 - Ludicomix

📍 Empoli

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

April 15, 16, 18, 21 - Easter Processions

📍 Castiglion Fiorentino, Chiesa di San Francesco

🎭 Every year, particularly on Holy Tuesday, Holy Wednesday and Good Friday, members of the three religious Confraternities dedicated to works of charity since the Middle Ages dress in traditional hoods and recite prayers, carrying crosses and statues along the alleys of the historic center.

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 25–28 - 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

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

April 27 - Canto del Maggio

📍 Santa Fiora

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

April 27 - Lazy Sunday

📍 La Dogana Ristorante, Valiano

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

April 28 - Festa della Pina

📍 Montelaterone

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

📌 Event Details - May

May 1 - Amici di Dogana

📍 La Dogana Ristorante, Valiano

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

May 3–4 - Arezzo Antiques Fair

📍 Arezzo

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

May 3–4 - 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 25 - Jun 2 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.