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  • 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…

  • 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…

  • Open Mic with KINLEY

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

    Open Mic with KINLEY on Wednesdays at 9 pm.

  • The Choir of Sewanee College

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

    St. Peter’s Cathedral in Charlottetown presents musical events in May.  On May 28, the Choir of Sewanee College, Tennessee, will perform. This 40-member university choir is touring the Maritime region…

  • 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 Choir of Sewanee College

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

    St. Peter’s Cathedral in Charlottetown presents musical events in May.  On May 28, the Choir of Sewanee College, Tennessee, will perform. This 40-member university choir is touring the Maritime region…

  • Island Jazz: Teresa Doyle

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

    Jazz on Thursdays at Baba’s Lounge features top local musicians performing original music, standards, jazz and pop favourites. Each show features a different group and two sets starting at 8 pm. Admission…

  • Wild World: A Tribute to Cat Stevens/Yusuf

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

    This tribute makes its debut with an evening dedicated to some of the most iconic songs of the 1970s. Performed by five accomplished musicians, the show celebrates the timeless music…

  • 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.