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  • Charlottetown Jazz Ensemble

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Recipient of the 2026 Music PEI Achievement in Jazz Award, the band performs a mix of contemporary and classic big band charts, including standards by legends like Basie and Ellington,…

  • The Charlottetown Jazz Ensemble

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Recent winner of the 2026 Music PEI Award for Jazz, the Charlottetown Jazz Ensemble is a big band with full horn sections—five trumpets, four trombones, and five saxes—plus piano, guitar,…

  • Anne & Gilbert, The Musical

    Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown, PE, Canada

    Anne & Gilbert, The Musical returns for its 22nd season this spring with a milestone debut: Island performer Holly Perry will take on the role of Anne Shirley for the…

  • Ben Caplan

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Ben Caplan at the Trailside on June 2 at 8 pm. With his deep, commanding baritone and electrifying stage presence, Caplan merges the raw energy of diverse folk traditions with…

  • Anne & Gilbert, The Musical

    Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown, PE, Canada

    Anne & Gilbert, The Musical returns for its 22nd season this spring with a milestone debut: Island performer Holly Perry will take on the role of Anne Shirley for the…

  • Mama’s Broke

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Mama’s Broke performs at the Trailside on June 3 at 8 pm.  

  • Trad Night at Village Green

    Free event
    Limited seating
    Modern Brewers' Village Green 30 Church St, Cornwall, PE, Canada

    PEI’s smallest brewery, specializing in traditional and modern beer styles, hosts a Trad Night every Thursday evening. Enjoy free, live music from 7–9 pm in their taproom. Space is limited.…

  • The Big Show: Three Oaks Music

    College of Piping and Performing Arts Centre 619 Water St E, Summerside, PE, Canada

    The Big Show: Three Oaks Music will be at the College of Piping on June 4–5 at 7 pm.

  • The Big Show: Three Oaks Music

    College of Piping and Performing Arts Centre 619 Water St E, Summerside, PE, Canada

    The Big Show: Three Oaks Music will be at the College of Piping on June 4–5 at 7 pm.

  • Richard Wood Live!: Fiddle Fandemonium 4

    Centre 150 150 Industrial Crescent, Summerside, PE, Canada

    Richard Wood Live! presents Fiddle Fandemonium 4 on June 5 at Centre 150 in Summerside. Doors open at 6:30 pm, with showtime at 7:30 pm. This high-energy show brings together…

  • Inside The Wreck of the Edmund Fitzgerald

    Harmony House 19814 PE-2, Hunter River, PE, Canada

    Inside The Wreck of the Edmund Fitzgerald will play on the Harmony House stage on select dates from May to July. Fifty years ago this November, the SS Edmund Fitzgerald sank beneath the icy…

  • Lady Soul

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Lady Soul performs at the Trailside on June 5 at 8 pm.  

  • Irish Trad Session

    Evermoore Brewing Co. 192 Water St, Summerside, PE

    Evermoore Brewing hosts a weekly Irish Traditional Session with Geoff Charlton on Saturday afternoons from 1:30–4 pm. 

  • The Starlings Choir & Guests

    Harbourfront Theatre 124 Heather Moyse Dr, Summerside, PE, Canada

    Following five consecutive seasons of sold-out performances, Angie Arsenault’s Vocal Studio presents The Starlings Choir & Guests for a two-night engagement on June 6 and 7 at Summerside’s Harbourfront Theatre.…

  • Inside The Wreck of the Edmund Fitzgerald

    Harmony House 19814 PE-2, Hunter River, PE, Canada

    Inside The Wreck of the Edmund Fitzgerald will play on the Harmony House stage on select dates from May to July. Fifty years ago this November, the SS Edmund Fitzgerald sank beneath the icy…

  • C’Mon In! An Island Kitchen Party

    The Mack 128 Great George St, Charlottetown, PE C1A 4K6, Charlottetown, PE, Canada

    This summer, C’Mon In! An Island Kitchen Party brings the spirit of an Atlantic Canadian kitchen party to the stage at The Mack in Charlottetown, running from June 6–August 29.…

  • blink-902

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    blink-902 kicks off the summer at the Trailside Music Hall on June 6 at 8 pm. Celebrating the 25th anniversary of Take Off Your Pants And Jacket, blink-902 will kick…

  • Sunday Session

    The Old Triangle 189 Great George St, Charlottetown, PE, Canada

    A Sunday Afternoon Tune Session featuring traditional music and craic takes place weekly on Sundays from 2–4 pm at The Old Triangle.

  • The Starlings Choir & Guests

    Harbourfront Theatre 124 Heather Moyse Dr, Summerside, PE, Canada

    Following five consecutive seasons of sold-out performances, Angie Arsenault’s Vocal Studio presents The Starlings Choir & Guests for a two-night engagement on June 6 and 7 at Summerside’s Harbourfront Theatre.…

  • Anne & Gilbert, The Musical

    Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown, PE, Canada

    Anne & Gilbert, The Musical returns for its 22nd season this spring with a milestone debut: Island performer Holly Perry will take on the role of Anne Shirley for the…