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  • Lawrence Maxwell

    Bogside Brewing 11 Brook St, Montague, PE, Canada

    Live music at Bogside.

  • MadJoy

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

    Live music at Bogside Brewing in Summerside.

  • 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…

  • Common Sound Concert Series

    Beaconsfield Historic/Carriage House 2 Kent St, Charlottetown, PE, Canada

    Common Sound launches on May 23 at 7 pm at Beaconsfield Carriage House in Charlottetown. The curated, year-round concert series presents one concert each month, featuring artists from across Atlantic…

  • The Alan Jackson Experience

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

    The Alan Jackson Experience comes to the Harbourfront Theatre on May 23 at 7:30 pm.    

  • Take the Mic Live Band Karaoke Season Finale

    19+
    The Old Triangle 189 Great George St, Charlottetown, PE, Canada

    Take The Mic brings the live band karaoke season finale to The Pourhouse in Charlottetown on May 23 at 7:30 pm. Backed by a live band, guests can sign up…

  • Dunk River Band

    Charlottetown Legion 99 Pownal St, CHarlottetown, PE, Canada

    Live music at the Charlottetown Legion. Everyone welcome.

  • Live DJ with DJ Jeremie

    19+
    Beer Garden Seafood Patio 190 Kent St, Charlottetown, PE, Canada

    Live DJ at Beer Garden. This is a 19+ event.

  • DJ Method

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

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

  • 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.

  • Nick Gauthier

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

    Live music at Slaymaker & Nichols.

  • Sunday Hootenanny

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

    Join The Blizzard Goat Band at Copper Bottom Brewing for the weekly Sunday Hootenanny from 3–5 pm. Free admission.

  • Karaoke at Baba’s

    19+
    Baba's Lounge 181 Great George St, Charlottetown, PE, Canada

    Karaoke at Baba's on Mondays at 10 pm.

  • Karaoke at Hunter’s

    19+
    Hunter's Ale House 185 Kent St, Charlottetown, PE, Canada

    Karaoke at Hunter's on Mondays at 10 pm with Travis. 

  • 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…

  • PEI Legion Choir: Edges of the Mosaic

    St Paul's Church 101 Prince St, Charlottetown, PE, Canada

    For the Royal Canadian Legion Centennial Celebration 2026, the PEI Legion Choir will present the concert Edges of the Mosaic on May 23 at 2 pm at St. Andrew’s United…

  • The Barra MacNeils 40th Anniversary Tour

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

    The Barra MacNeils bring their 40th Anniversary Tour to the Maritimes this spring, stopping at Harbourfront Theatre in Summerside on May 26. More than a concert, this milestone show is…

  • 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…

  • Country Legends Tribute Show

    Kings Playhouse 65 Grafton St, Georgetown, PE, Canada

    The Country Legends Tribute Show returns to Kings Playhouse in Georgetown on May 27 at 7:30 pm. Gordon Cormier and Dave Pike, both from Newfoundland, have been delighting Playhouse audiences…