Caboto Club Grape Fest

Caboto Club’s Grape Fest 2026 brings the community together for a weekend celebrating Italian heritage, great food, wine, live music and the traditions that have been shared across generations.

Friday September 18 & Saturday September 19
Doors Open: 5pm – 1am
Tickets (19+) are $10 in advance or $15 at the door

LIVE ENTERTAINMENT

Friday Night:
The evening begins with the Nico & Joe Duo, bringing the energy and setting the perfect tone for a night of music and celebration.

Then, Chiq Quattro takes centre stage, featuring some of Windsor-Essex’s notable musical talents. With a diverse repertoire spanning the 1960s to today, this high-energy group delivers everything from classic rock and pop favourites to modern hits, backed by powerful vocals and exceptional musicianship

Saturday Night:
Portofino Band kicks off the evening with their signature mix of Italian standards, disco, pop, rock, Motown and country — guaranteed to get the party moving.

Then it’s time for PopArt, Canada’s high-energy 80s synth-pop tribute! Get ready for the sounds, attitude and energy of the greatest decade in music, with a dynamic mix of new wave, synth-pop, rock and dance-floor favourites from iconic artists including Depeche Mode, Duran Duran, The Cure, INXS, Tears for Fears, Huey Lewis & The News, Phil Collins and more.

And of course, no Grape Fest would be complete without our signature 🍇Grape Stomping and 🍝 Spaghetti Eating Competitions, happening throughout the weekend!

FOOD & DRINK

Come hungry! Enjoy Caboto favourites including fresh pasta, BBQ specialties, wood-fired pizza, Italian crostoli, Sicilian cannoli and more. Pair your meal with a selection of Italian wines or grab a cold beverage in the Beer Garden.

Grape Fest is a licensed 19+ event.

A portion of Grape Fest proceeds supports the Giovanni Caboto Club Scholarship Fund, helping local students pursue their educational goals.

Come celebrate, eat, drink, dance and make a little Italian magic with us. We look forward to welcoming you to the festa! 🎉