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  • Karaoke at The Factory

    The Factory 189 Kent St, Charlottetown, PE, Canada

    Karaoke on Thursdays at 10 pm with Jack Day. 

  • Nick Gauthier

    Slaymaker & Nichols 82 Fitzroy St, Charlottetown, PE, Canada

    Live music at Slaymaker & Nichols.

  • Chris & Molly

    Bogside Brewing Summerside 110 Water St, Summerside, PE, Canada

    Live music at Bogside Brewing in Summerside.

  • Photo by Rob Laughter [Unsplash.com]

    Disney’s Finding Nemo JR.

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

    Elm Street Elementary School Presents Disney’s Finding Nemo JR. at the Scott MacAulay Performing Arts Centre in Summerside on May 7–9. The 60-minute musical adaptation is based off of the…

  • Chris & Andy

    Brothers 2 Restaurant 618 Water St E, Summerside, PE, Canada

    Live music at Brothers 2.

  • Jazz in the Cathedral: Charlottetown Jazz Ensemble

    St Peter's Cathedral 7 All Souls Ln, Charlottetown, PE, Canada

    St. Peter’s Cathedral in Charlottetown presents three musical events in May.  Jazz in the Cathedral on May 8 at 7 pm will feature the Charlottetown Jazz Ensemble. Admission is by…

  • Ballet Jörgen’s A Midsummer Night’s Dream

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

    As part of its 30th anniversary celebration, Harbourfront Theatre in Summerside presents Ballet Jörgen: A Midsummer Night’s Dream (2026) on May 8 at 7:30 pm. The whimsical production reimagines Shakespeare’s…

  • Dave Gunning [photo by Naomi Henderson]

    Songwriter Series: Dave Gunning

    Summerside Shipyard 370 Water St, Summerside, PE, Canada

    The Summerside Shipyard, set along the scenic waterfront, hosts a Songwriter Series in its 84-person event space, offering intimate evenings with talented songwriters in a warm, relaxed setting. Stories are…

  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

    Karaoke on Fridays from 8 pm–1 am downstairs with Gloria.  

  • DJ Purdy

    19+
    The Factory 189 Kent St, Charlottetown, PE, Canada

    DJs on Fridays and Saturdays (11 pm) on the main floor.

  • Irish Trad Session

    Evermoore Brewing Co. 192 Water St, Summerside, PE

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

  • Photo by Robinson Recalde [Unsplash.com]

    Got Blues Matinee

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

    Got Blues, led by Chris Roumbanis with friends Mike Robicheau and Alan Dowling, hosts a weekly Saturday matinee from 2–4 pm, now at Trailside Music Hall. Each week, a special…

  • Photo by Georgia De Lotz [Unsplash.com]

    Dance Umbrella Year End Recital: Heroes & Legends

    Sobey Family Theatre 130 Queen St, Charlottetown, PE, Canada

    Confederation Centre’s dance umbrella program presents its annual year-end recitals on May 9 at 2 pm and 7 pm in the Sobey Family Theatre. Inspired by iconic figures from myth,…

  • Photo by Daniel Sherman [Unsplash.com]

    Taylor Johnson

    Bogside Brewing 11 Brook St, Montague, PE, Canada

    Live music at Bogside.

  • Roland Beaulieu

    Bogside Brewing Summerside 110 Water St, Summerside, PE, Canada

    Live music at Bogside Brewing in Summerside.

  • Photo by Georgia De Lotz [Unsplash.com]

    Dance Umbrella Year End Recital: Muses, Myths, and Mosaics

    Sobey Family Theatre 130 Queen St, Charlottetown, PE, Canada

    Confederation Centre’s dance umbrella program presents its annual year-end recitals on May 9 at 2 pm and 7 pm in the Sobey Family Theatre. Inspired by iconic figures from myth,…

  • 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…

  • Olde Man Luedecke [Photo by Mat Dunlap]

    Old Man Luedecke

    Copper Bottom Brewing 567 Rue Main, Montague, PE, Canada

    Old Man Luedecke will perform at Copper Bottom Brewing in Montague on May 9 at 7:30 pm. Old Man Luedecke is the recording name of two-time JUNO Award–winning and Polaris…