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  • 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 in Vernon Bridge, and on May 26 at 7 pm at St. Paul’s Anglican in Charlottetown. This season, the PEI Legion Choir seeks to illuminate…

  • Photo by Julius Drost [Unsplash.com]

    Dogs Do Magic ft. Magician Aaron Matthews

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

    Magician Aaron Matthews will blend magic, comedy, and canines at the Sobey Family Theatre on May 23 at 2:30 pm.    

  • 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.

  • Music Bingo at The Factory

    The Factory 189 Kent St, Charlottetown, PE, Canada

    Music Bingo with Darcy Campbell on Saturdays at 7 pm.

  • 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 first time, wearing the original Anne dress created for the musical’s first season in 2005. The 26-year-old Acadian performer from Prince County has been part…

  • Where’s Master Will?

    St Mark's Presbyterian 7 Tamarac Ave, Charlottetown, PE, Canada

    Where’s Master Will? will be presented at St. Mark’s Presbyterian in Charlottetown on May 21, 22, and 23 at 7 pm. This three-act comedy-mystery is written and directed by Barb Perry.  

  • 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 Canada. It serves as an artistic bridge, bringing genres, audiences, and artists together through intentionally eclectic programming. Each concert is grounded in a shared commitment…

  • May-hem with Side Hustle: Live Improv Comedy

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

    May-hem with Side Hustle will be on stage at The Arts Guild in Charlottetown on May 23 at 7:30 pm. May-hem is what happens when a group of quick-witted improvisers take the stage with nothing but audience suggestions and a healthy disregard for having a plan. Every scene, character, and ridiculous plot twist is made…

  • 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 to sing their favorite songs solo, as a duo, or with friends. Audience members who want to sing one last time before the summer break…

  • 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.

  • Photo by Mikolaj [Unsplash.com]

    The 2026 Book Awards

    Family Friendly
    Free event
    Charlottetown Library Learning Centre 97 Queen St, Charlottetown, PE, Canada

    The 2026 Book Awards will be held at the Charlottetown Library on May 24 at 10 am. The PEI Public Library Service and emcee Shawn Hogan will present the PEI Book Awards recipients. Everyone is welcome. Free public tickets are available through Eventbrite. 

  • Summerside Muckraker

    The 2026 Summerside Muckraker, the first mountain bike XC race of the season in Prince Edward Island and hosted by Cycling PEI, is scheduled for May 24 at Rotary Park in Summerside. Check-in and timing chip pick-up for the race opens at 9:30 am. There will be a 10 am start time for U9 and…

  • Photo by Rhondak [Unsplash.com]

    Eptek Makers Session

    Free event
    Eptek Arts & Culture Centre 130 Heather Moyse Dr, Summerside, PE, Canada

    The next drop-in makers session at Eptek & Art Culture Centre is from 1–3 pm on May 24. Makers are invited to gather their latest project or one they have been meaning to finish, and join the free session. See what other makers are creating. There is no admission and all are welcome.

  • 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.