Upcoming events in and around Castelbuono, Sicily.
Are you organising an event in or around Castelbuono? We'd love to help promote it! Send your event details and images to stay@theivycourtyard.it
🎼 Castelbuono Classica 2026 - XII Edition
Castelbuono Classica returns for its 12th edition, 1-4 August 2026 — four days of internationally acclaimed classical music concerts across three stunning locations in medieval Castelbuono, Sicily. Full programme coming soon.
🎤 Ypsigrock Festival 2026 — 29th Edition
Ypsigrock 2026 takes place 6-9 August in Castelbuono, Sicily — the 29th edition of Italy's premier boutique indie festival, established in 1997. Lineup includes The Antlers, Black Country New Road, Cate Le Bon, Chet Faker, Chinese American Bear, Deki Alem, Ditter, Dog Race. Always sells out months in advance — book now!
🎺 Castelbuono Jazz Festival 2026
The Castelbuono Jazz Festival returns for its 29th edition, 16-23 August 2026 — dedicated to the centenary of John Coltrane and Miles Davis. Three free concerts every evening across three stunning venues. Artists include Fabrizio Bosso, Ksenija Sidorova and Francesco Bearzatti.
🎼 La Sinfonia delle Madonie
World-class chamber music at 1,600 metres above sea level — La Sinfonia delle Madonie takes place at the Anfiteatro Rifugio Merlino, Piano Battaglia, on 19th July 2026 from 17:00-19:00. Voice, winds and strings in the heart of the Madonie mountains. €10 including refreshments.
🏃 Il Giro Podistico di Castelbuono 100th Anniversary Photographic Exhibition Sunday 19th July — Sunday 26th July 2026
A free exhibition celebrating 100 years of Europe's oldest road race — the Giro Podistico Internazionale di Castelbuono. Archive photos, signed race vests, centenary medals and footage at the Chiesa del SS. Crocifisso, 19-26 July 2026.
👗 FASHION SHOW: LEGÀMI — Trame sotto le Stelle
LEGÀMI — Trame sotto le Stelle: Castelbuono designer Giusi Cusimano presents her new collection in an open-air fashion show in Piazza Margherita on 12th July 2026 at 21:00. Fashion, music, video art and community under the Sicilian stars. Free admission.
🎧 DJ Set — Gabriele Guarcello at Venus Bar
Venus Bar hosts an open-air DJ set with Gabriele Guarcello in the atmospheric Cortile Venere Ciprea, Castelbuono — right behind the famous Fountain of Venus. Saturday 11th July 2026 from 23:00. Free entry, cocktails, dancing under the stars.
🎵 Live Music — Anemoia at Bar Taliá
Castelbuono's rising star Anemoia performs live at Bar Taliá on Saturday 11th July 2026 from 22:30 — a free evening of live music in one of the town's most vibrant and popular bars.
🎭 Castelbuono Theatre 2026 — Teatro Sant'Eugenio
Teatro Sant'Eugenio brings their summer season to the San Francesco cloisters in Castelbuono — this year There are four shows on 11, 16, 17 and 18 July 2026 at 21:00. Comedies and family theatre under the stars from €6.
🎶 Venerdì Chill / Friday Night Chill-Out
Venerdi Chill 2.0 — a free outdoor DJ set with Flipper at the San Francesco cloisters, Castelbuono, from 19:00 on Friday 10th July June. Free DJ lessons beforehand. A weekly gathering for locals, expats, remote workers, creatives and travellers in Castelbuono.
🍪 Healthy Revolution — Un Viaggio tra Gusto, Benessere e Corretta Alimentazione
Tumminello Bakery in Castelbuono hosts Healthy Revolution on 10th July 2026 at 17:30 — a free afternoon of conversation about conscious eating, Sicilian food tradition and nutrition, with a panel including Mario Cicero Frassinocoltore (Manna ash tree cultivator) and nutritionist Francesco Geraci. Tastings included.
🎶 Mercole D’Italy / Italian Wednesdays
Mercole D’Italy — a free outdoor DJ set featuring all-Italian classics - with DJ Flipper at the unique venue of San Francesco cloisters, Castelbuono, from 19:00 on Wednesday 8th July. A special gathering for locals, expats, remote workers, creatives and travellers in Castelbuono to enjoy the wonderful music of Italy.
🎶 Venerdì Chill / Friday Night Chill-Out
Venerdi Chill 2.0 — a free outdoor DJ set with Flipper at the San Francesco cloisters, Castelbuono, from 19:00 on Friday 3rd July June. Free DJ lessons beforehand. A weekly gathering for locals, expats, remote workers, creatives and travellers in Castelbuono.
🏺 Il Gennargentu in Tour 2026 — L'Isola nell'Isola
Il Gennargentu in Tour returns to Castelbuono from 1-15 July 2026 — a free exhibition of extraordinary handmade Italian linen, ceramics and jewellery using ancient Sardinian Pibiones weaving techniques. Museum-quality craftsmanship at accessible prices. Open daily, Chiesa del SS. Crocifisso.
🎶 Venerdì Chill 2.0 / Friday Night Chill-Out
Venerdi Chill 2.0 — a free outdoor DJ set with Flipper at the San Francesco cloisters, Castelbuono, from 19:00 on Friday 19th June. Free DJ lessons beforehand. A weekly gathering for locals, expats, remote workers, creatives and travellers in Castelbuono.
🤖 Autonarrazioni — Creative Writing & AI Workshop for Young People
A free four-session creative writing and AI workshop for young people aged 8-18 at the Museo Civico di Castelbuono — exploring identity, storytelling and artificial intelligence. Thursdays 25th June to 16th July 2026. Booking required: educazione@museocivico.eu
Cosmin Tiberio & Samuel - DiVino Festival Closing Night
The DiVino Festival 2026 closes in spectacular style on Sunday 21st June — Italia's Got Talent stars Cosmin Tiberio and world-renowned ventriloquist Samuel perform free in Piazza Castello, followed by the Salone del DiVino wine tasting at San Francesco.
Festa della Musica - Associazione G. Verdi / Banda Loreto Perrini
On 21st June 2026 — the summer solstice — Castelbuono celebrates the Festa della Musica with the Banda Loreto Perrini and Kids & Juniors Music Band. A festive musical procession through the medieval streets, culminating in Piazza Margherita. Free admission.
Lello Analfino & T-Orkestar - Zero Stress Tour
Lello Analfino & T-Orkestar bring their Zero Stress Tour to Piazza Castello, Castelbuono on Saturday 20th June — pure Sicilian energy, Mediterranean brass rhythms and dancing until late. Free admission. Part of the DiVino Festival weekend.
Heaven and Earth in Castelbuono
A free evening of contemporary art and community at the Museo Civico di Castelbuono on 20th June 2026 — guided visit to the Heaven+Earth multimedia installation by John Sanborn and Ionee Waterhouse, followed by documentary film screening at Piazzale della Santa Croce.
Danilo Sacco - Hold Fast Tour 2026
One of Italian rock's most iconic voices — Danilo Sacco, former lead singer of I Nomadi — performs live in Piazza Castello, Castelbuono on Friday 19th June 2026 at 22:00. Free admission. Part of the DiVino Festival weekend.
Venerdì Chill / Friday Night Chill-Out
Venerdi Chill 2.0 — a free outdoor DJ set with Flipper and PTR-Zeta at the San Francesco cloisters, Castelbuono, from 19:00 on Friday 19th June. Free DJ lessons beforehand. The perfect DiVino Festival aperitivo soundtrack.
Event information is provided in good faith but may be subject to change. We recommend checking with official sources before travelling.