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  • Brian Patafie: He’s Funny as Puck

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

    Former NHL athletic trainer Brian Patafie is his He's Funny as Puck show to the Florence Simmons Performance Hall in Charlottetown on May 14 at 8 pm. Patafie finished a 44-year career as an athletic trainer in professional hockey, including almost 20 years with the Calgary Flames. He also spent two years in the ’80s…

  • Leeroy Stagger

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

    Leeroy Stagger is a beloved, award-winning Canadian singer-songwriter, producer and master storyteller. Stylistically his music moves between folk, roots and rock’n’roll. He is inspired as much by John Prine and Nick Drake as he is Tom Petty and Joe Strummer. For the past 20 years, he has been touring North America and Europe, making records…

  • Karaoke at The Factory

    The Factory 189 Kent St, Charlottetown, PE, Canada

    Karaoke on Thursdays at 10 pm with Jack Day. 

  • Mother’s Day with Unraveling Joy & The Nest

    Celebrate Mother’s Day with a joyful, hands-on experience created through a special collaboration between Unraveling Joy and The Nest PEI—bringing together creativity, connection, and community in one beautiful morning. Taking place on May 15 from 10 am–12 noon, this event invites parents and their little ones (ages 0–6) to slow down and spend meaningful time…

  • Nick Gauthier

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

    Live music at Slaymaker & Nichols.

  • Street Feast

    Family Friendly
    Free event
    Kent Street Charlottetown, PE, Canada

    Kent Street will take centre stage this May Long Weekend as Street Feast returns for its sixth year, bringing two days of food, music, and lively street culture to downtown Charlottetown. The annual block party transforms Kent Street (between Great George and Prince Streets) into a vibrant, pedestrian-friendly stretch of culinary pop-ups, live performances, and…

  • Mat Hannah

    Bogside Brewing 11 Brook St, Montague, PE, Canada

    Live music at Bogside.

  • Dan Doiron

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

    Live music at Bogside Brewing in Summerside.

  • D’Arcy & Moe

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

    Live music at Brothers 2.

  • These Dreams: The Music of Heart

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

    Craig Fair Productions takes this Heart tribute to the next level, featuring a seven-piece band and six powerhouse vocalists. Drawing inspiration from Heart’s legendary live arrangements, this production breathes new life into the band’s greatest hits with fresh interpretations and soaring harmonies. Tickets: harbourfronttheatre.com

  • The Wizard of Oz

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

    Charlottetown Rural High School presents The Wizard of Oz in the Sobey Family Theatre at Confederation Centre of the Arts in Charlottetown next month. Performances run from May 14–16 at 7:30 pm. Written by L. Frank Baum, this family musical is based on the classic motion picture. The production was adapted by John Kane for…

  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

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

  • Matt Minglewood Band

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

    The Matt Minglewood Band will perform at Trailside on May 15–16 at 8 pm.  

  • DJ Douce

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

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