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  • 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. 

  • 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…

  • Summerside Kitchen Party with Back in Tyme

    Summerside Legion 340 Notre Dame St, Summerside, PE, Canada

    A matinee kitchen party featuring classic country and old rock ‘n’ roll with Back in Tyme (Blair Coughlin, Peter Burke, George MacPhee, Bob Gagnon) is held at the Summerside Legion…

  • 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.

  • 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.