Craft Markets, Air Show, Chamber Breakfast, and more...

This week in Charlottetown: June 24th to 30th, 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. Downtown Charlottetown Market Season Kick-Off

Sunday, June 29th. From 10:00 AM to 3:00 PM. Confederation Landing Park.

Celebrate the first market of the season with a day of local produce, artisan goods, live music, food vendors, and family fun. Enjoy the vibrant atmosphere in downtown Charlottetown by the water. Get the full details here.

2. Gordie Sampson Live

Sunday, June 29th. Starts at 8:00 PM. Trailside Music Hall.

Experience an unforgettable night with Grammy-winning country songwriter and Cape Breton native Gordie Sampson. Known for hits like “Jesus, Take the Wheel,” his powerful performance blends country roots with world-class songwriting and heartfelt storytelling. Get tickets for $50 plus tax here.

3. The Creator’s Plan Opening Show

Monday, June 30th to August 1st. Show starts at 12:00 PM. The Mack Theatre.

Opening performance of a powerful new production shares the true story of local Mi’kmaq artist Richard Pellissier-Lush. This all-ages performance explores identity, belonging, and cultural pride through music, movement, and storytelling. Admission by donation. Get details here.

4. Local Vendor Market x PEI Brewing Co.

Sunday, June 29th. From 11:00 AM to 3:00 PM. PEI Brewing Company.

Shop over 50 local vendors at this lively market hosted inside a brewery, where you can browse unique goods, enjoy live music and sip a cold beer. First 40 guests receive free swag bags filled with local goodies. Family-friendly, free admission, and fun for all ages. Learn more here.

5. Chamber Breakfast w/ Mayor Philip Brown

Tuesday, June 24th. From 8:30 AM to 10:00 AM. Salvador Dali Cafe.

Join the Chamber and fellow members of the business community for breakfast and hear Mayor Philip Brown share the City’s strategic priorities and upcoming investments shaping Charlottetown’s growth. Get tickets for the plated breakfast here.

🎉 Bonus Activities

This section lists several other great events happening this week

After Hours Band plays Trailside on Thursday, June 26th at 8:00 PM. One date already sold out. Expect 80s and 90s rock hits, high energy, and a packed dance floor. Get tickets for $40 plus tax here.

Annie, the iconic Tony Award-winning Broadway musical, comes to Charlottetown for an exclusive run at Florence Simmons Performance Hall. Catch shows on June 27th, 28th, or 29th. Tickets start at $35 plus tax here.

The Wrath of Grapes reunites after 22 years for an intimate acoustic show at Trailside on Wednesday, June 25th at 8:00 PM. Hear the hits, stories, and harmonies of this storied Canadian rock band. Get tickets for $30 plus tax here.

Air Show Atlantic returns to Summerside Airport on June 28th and 29th with thrilling aerobatic performances, military and vintage aircraft displays, interactive exhibits, and family-friendly activities. Get tickets here starting at $20 plus tax.

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See you next Tuesday,