Caboto Club Grape Fest 2026: A Windsor Harvest Tradition

Two nights of Italian food, wine, live music and grape-stomping at the Giovanni Caboto Club

📍 Get Directions 🎟️ Get Tickets Full Schedule

Windsor’s Giovanni Caboto Club throws open its doors for two nights of live bands, wood-fired pizza, Italian wine and the club’s beloved grape-stomping and spaghetti-eating contests.

🎤 Live bands both nights 🍇 Grape-stomping contest 🍝 Spaghetti-eating contest 🍷 Wine & Beer Garden

🎟️ Grape Fest is a licensed 19+ event, and tickets run $5 cheaper in advance ($10) than at the door ($15). Grab your advance tickets on Zeffy and skip the line. A portion of proceeds supports the Giovanni Caboto Club Scholarship Fund.

Why Go Entertainment Competitions Food & Drink Essentials Getting There Tips FAQ

✨ Why This One’s Worth a Night Out

The Giovanni Caboto Club is Southwestern Ontario’s largest and oldest Italian club, and Grape Fest is the party where all of that heritage comes to life. It’s a festa in the truest sense — food, wine, music and a little friendly competition — built around the harvest traditions Windsor’s Italian community has passed down across generations.

After decades on hiatus, Grape Fest came roaring back to the club in recent years, and 2026 keeps it going as an established September fixture. This year it’s a focused, grown-up affair: two licensed 19+ nights, doors at 5 PM, running late with a full slate of live bands on each stage.

And then there are the contests. The grape-stomping and spaghetti-eating competitions are the beating heart of the whole thing — equal parts messy, hilarious and fiercely contested — and they’re exactly the kind of tradition that makes Grape Fest feel like nowhere else in the city.

🎤 Live Entertainment

Doors open at 5:00 PM and the music runs until 1:00 AM both nights. Here’s who’s taking the stage.

🍇 The Signature Competitions

No Grape Fest would be complete without them — the club’s two legendary contests run at points throughout the weekend.

🍝 Food & Drink

Come hungry. The kitchen leans into Caboto favourites, and you can pair a plate with Italian wine or a cold one from the Beer Garden.

🍝 Fresh pasta 🔥 BBQ specialties 🍕 Wood-fired pizza 🥐 Italian crostoli 🍮 Sicilian cannoli 🍷 Italian wines 🍺 Beer Garden

🔞 Grape Fest is a licensed 19+ event — bring valid photo ID for entry and the bar.

📍 The Essentials

🚗 Getting There & Parking

Grape Fest takes place at the Giovanni Caboto Club at 2175 Parent Avenue, in Windsor’s east end just off Tecumseh Road East. The club is a large event venue with its own on-site parking.

Good to know: On-site parking fills up fast on festival nights — arrive early, carpool, or plan for a rideshare, especially since this is a licensed event running late.

💡 A Few Things Worth Knowing Before You Go

🎟️ Buy in advance. Tickets are $10 ahead of time versus $15 at the door, and it means one less line to stand in when you arrive.

🪪 Bring photo ID. Both nights are strictly 19+ — leave the kids at home this year, as Grape Fest 2026 is a licensed adult event.

🍇 Catch a contest. The grape-stomping and spaghetti-eating competitions run throughout the weekend — ask at the door for timing so you don’t miss the action.

🍝 Come hungry. Between the wood-fired pizza, fresh pasta, crostoli and cannoli, this is a festival that rewards an empty stomach.

🚕 Plan your ride home. It’s a licensed event running to 1 AM — sort out a designated driver or rideshare before the night gets going.

Raise a Glass for a Good Cause 🍷

Grape Fest is more than a party. A portion of every year’s proceeds goes to the Giovanni Caboto Club Scholarship Fund, helping local students pursue their educational goals — so a night of food, wine and music also gives back to the community it celebrates.

❓ Common Questions