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  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

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

  • Amanda Jackson & Route 225

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

    Amanda Jackson and Route 225 return to Trailside on May 22 at 8 pm.  

  • Neon Dreamscape Fae Ball

    19+
    The Arts Guild 111 Queen St, Charlottetown, PE, Canada

    Drawstring Productions is hosting a Neon Dreamscape Fae Ball at The Arts Guild in Charlottetown on May 22 at 8 pm.  This immersive, fantasy-themed, costumed event features the close-up magic…

  • DJ Send Szn

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

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

  • Photo by Daniil Zameshaev [Unsplash.com]

    Food Truck Festival

    Family Friendly
    EastLink Centre 46 Kensington Rd, Charlottetown, PE, Canada

    A new festival of food, family, and fun is coming to Charlottetown in May. The Rotary Club of Charlottetown Royalty has announced that the first annual Charlottetown Food Truck Festival…

  • 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. 

  • PEI Legion Choir: Edges of the Mosaic

    St Andrew's United Church 7679 Trans-Canada Hwy, Vernon Bridge, 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…

  • Lawrence Maxwell

    Bogside Brewing 11 Brook St, Montague, PE, Canada

    Live music at Bogside.

  • Photo by Alfonso Scarpa [Unsplash.com]

    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…

  • Photo by Adi Goldstein [Unsplash.com]

    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.

  • Photo by DJVibe Studio X [Unsplash.com]

    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.

  • Karaoke at Baba’s

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

    Karaoke at Baba's on Mondays at 10 pm.