On 26th July 2026, Castelbuono hosts the 100th edition of the Giro Podistico Internazionale — one of Europe's oldest road races, first run in 1912 and recognised by World Athletics as a historic landmark of the sport. A landmark centenary celebration not to be missed.

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.

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.

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.

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.

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 — 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.

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.

On 24th June 2026, Castelbuono's streets fill with the scent of broad beans cooking in ancient copper cauldrons, bonfires, wandering musicians and free wine — the Festa di San Giovanni is one of Sicily's most authentic and atmospheric annual celebrations, with pagan roots dating back millennia.

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.

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 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.

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.

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.

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.

A special memorial tennis tournament in honour of Vincenzo Cicero takes place today at the Tennis Club Castelbuono - sport, community spirit and the specialities of Monkey restaurant coming together in his memory. 15th June 2026.

On Tuesday 2nd June 2026, the I Trovatori theatre company will perform "Richard III. Power in Pieces" for the Regina Theatri theatre festival. This show is loosely based on William Shakespeare's play. Recapture the spirit of medieval jesters from the 12th and 13th centuries using contemporary theatrical language, balancing irony, civil denunciation, music, and storytelling.

The Infiorata weekend reaches its spectacular finale on 2nd June 2026 — marching bands, historical costume parade, the Gran Premio del Mediterraneo flag-throwing championship and a fireworks display above the Ventimiglia Castle.

On 1st June 2026, Castelbuono bursts into life with folkloric dancing, circus street theatre, traditional Sicilian painted carts and horses, street food and an evening concert in Piazza Castello.