PEI Winefest, Matilda The Musical, and more...

This week in Charlottetown: April 22nd to 28th, 2025

Welcome to Sup Charlottetown! This newsletter will share the best events happening in Charlottetown every week. A new version will be published every Tuesday morning.

That said, here are the top 5+ events you do not want to miss this week.

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⭐ Your Top 5 This Week

This section lists the top 5 must-see events in Charlottetown this week.

1. PEI Festival of Wines

Friday, April 25th and Saturday, April 26th. From 7:00 PM to 10:00 PM. The Delta.

Sample over 300 wines from top global regions, with Canada as this year’s featured country. Enjoy local food pairings from leading Island chefs and restaurants. Wines will be available for purchase onsite. With two tasting sessions and VIP options, there’s something for everyone. Tickets start at $75 plus here.

2. Matilda: The Musical

Thursday, April 17th. Show starts at 7:30 PM. Confederation Centre.

Experience the magic of Matilda the Musical, presented by Colonel Gray High School. This high-energy, feel-good production is packed with catchy songs, clever kids, and one extraordinary girl. Full of heart, humour, and imagination, it’s a must-see for all ages. Tickets start at $26 plus tax here.

3. Against All Odds: Peter Gabriel & Phil Collins

April 24th, 25th, and 26th. Show starts at 8:00 PM. Trailside Music Hall.

Craig Fair Productions presents the return of its hit 2024 show celebrating the music of Peter Gabriel and Phil Collins. With a 16-person cast, powerful vocals, and immersive sound, this theatrical concert delivers three dates to catch the action. Tickets are $55 plus tax here.

4. Harlem Globetrotters World Tour

Saturday, April 26th. Game starts at 3:00 PM. Eastlink Centre.

See the Harlem Globetrotters live in action as they bring jaw-dropping dunks, trick shots, and nonstop laughs to the court. With new challenges, epic rivalries, and fan interaction throughout the game, this all-new tour delivers the fun, thrills, and magic fans love in a whole new way. Tickets start at $25 plus tax here.

5. Proudly Canadian Celebration

Saturday, April 26th. From 12:00 PM to 10:00 PM. Founders Food Hall.

Celebrate Canada with live music, pop-up vendors, local food, family activities, and more. Enjoy Canadian-inspired menus, culinary demos, and performances from Brooke MacArthur, The Fabulously Rich, and more. Free and open to everyone. See the full schedule and details here.

🎉 Bonus Activities

This section lists several other great events this week.

Vote in the Federal Election on April 28th. Choose your local MP and help decide Canada’s next Prime Minister. Learn where and how to vote here.

Explore UPEI’s Sustainable Design Engineering Expo on Tuesday, April 22nd, from 1:00 to 3:30 PM. See real-world projects developed by students, in partnership with industry. All are welcome.

Join the 5th Annual Confederation Trail Cleanup on Saturday, April 26th, from 1:00 to 4:00 PM. Help tidy the trail, enjoy free snacks, and enter to win prizes. Bags and gloves provided. Get more info here.

Burger Love is back until April 30th! With 88 unique burgers across PEI, there’s something for everyone. Plus, $1 from each burger supports Anderson House. Explore all 88 burgers here.

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See you next Tuesday,