Contessa Entellina holds three days of wine, food and music: an opening on Friday evening in Piazza Matrice with a tasting and a show, and the main Saturday evening tasting at the Abbazia Santa Maria del Bosco. The 2026 edition, the eighth, brought 28 wineries from the Terre Sicane. The tasting carnet of five tastings from more than one hundred labels cost 28 euros and included the official glass and bag.
Address: Piazza Matrice and Abbazia Santa Maria del Bosco, Contessa Entellina (PA), Italy, Sicily
Biancavilla, on the south-western slope of Etna, hosts four days of tastings, masterclasses, talks and cooking shows at Villa delle Favare. The organisers reported about 4,000 visitors and around 50 wineries and olive oil producers at the fifth edition in October 2026. The fourth edition ran from 10 to 12 October 2025.
Assovini Sicilia's flagship annual event, held in Palermo, brings together over 100 Sicilian producers to present new vintages to international press and trade buyers.
Tip: The walk-around tasting on the second day is the best opportunity to compare Etna, Nero d'Avola, Cerasuolo di Vittoria and Grillo side by side. Book accommodation early as hotel space in central Palermo during the event is limited.
The Contrade dell'Etna gathering is the premier event for tasting single-contrada Nerello Mascalese wines from the named lava-flow micro-zones of the Etna DOC. Held on or near the volcano (typically in Randazzo on the north face), the event is invitation-heavy and trade-oriented but increasingly opening consumer allocation. It is the only place to taste Solicchiata, Calderara Sottana, Guardiola, Caselle and Santo Spirito contrade side by side.
Tip: Follow the Etna DOC consortium and individual producer social media channels for ticket availability, which typically goes live four to six weeks before the event.
Movimento Turismo del Vino's national Open Cellars day is observed across Sicily with dozens of producer estates opening for walk-in tastings, cellar tours and vineyard picnics.
Tip: Plan routes by sub-zone as Etna, Vittoria and Marsala are each a long drive from each other. Choose one zone and do it thoroughly rather than attempting a cross-island circuit.
ViniMilo is a small annual fair held in the village of Milo at the eastern foot of Etna. Milo is the only commune entitled to use the prestigious Etna Bianco Superiore DOC designation, and the fair celebrates this distinction with outdoor tastings of Carricante-based whites alongside Etna Rosso producers from across the volcano. Local food stalls specialising in Etna produce accompany the wine.
Tip: Milo sits on the cooler eastern face of Etna. The village is tiny; base accommodation in Zafferana Etnea below and drive up. The fair is free to enter but individual producer pours may require a token system.
Calici di Stelle is a national Italian wine event held on the night of San Lorenzo, when the Perseids meteor shower peaks. Across Sicily, participating towns open piazzas, city walls and hilltop esplanades for outdoor by-the-glass tastings under the stars. In Sicily the event is active in Marsala, Ragusa, Noto and Taormina, with local producers pouring alongside meteor-watching.
Tip: The Marsala Calici di Stelle focuses on fortified and oxidative styles suited to warm evenings. Noto leans into Nero d'Avola and Moscato di Noto. Taormina's clifftop location makes for the most atmospheric setting on the island.
Terre Sicane Wine Fest runs 23 to 25 July. These are the wine tours and tastings in Sicily to book for the days around it; most cancel free up to 24 hours ahead.
Experience an authentic Sicilian evening at Villa Chiarelli Manostalla. Enjoy a traditional dinner with local wines, hear stories of the estate, and experience Sicilia...
Discover Palermo at night on a walking tour with street food, Sicilian wine, and live storytelling inspired by local legends, folklore, mystery, and unusual Sicilian tales.
A journey through the flavors and aromas of Sicily awaits you at the Salaparuta wineries, where history and passion for wine come together in a memorable experience
Wine tastings and winery visits in Sicily (51) · Wine tours and day trips in Sicily (44)