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  • Trivia at Summerside Bogside

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

    Trivia at Bogside in Summerside on Tuesdays at 6:30 pm.

  • 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…

  • Photo by UK Black Tech [Unsplash.com]

    Creative Kids Club

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

    Kids aged 6–12 can join a creative after school club in the Children’s Room at the Charlottetown Library. The club meets weekly on Wednesdays at 3:30 pm. Each week offers…

  • Trivia at HopYard

    HopYard 151 Kent St, Charlottetown, PE, Canada

    Trivia Wednesdays at 8 pm with Hank.

  • Open Mic with KINLEY

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

    Open Mic with KINLEY on Wednesdays at 9 pm.

  • Photo by David Beale [Unsplash.com]

    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.…

  • Photo by David Beale [Unsplash.com]

    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…

  • An Evening of Poetry with Sue Sinclair

    Bookmark 111 Kent St Unit 110, Charlottetown, PE, Canada

    Bookmark, Charlottetown’s independent bookstore, will host acclaimed Atlantic Canadian poet Sue Sinclair on May 28 at 7 pm. In addition to reading from her new collection New-Fangled Rose, Sue will…

  • Photo by Rob Laughter [Unsplash.com]

    Lettice and Lovage

    College of Piping and Performing Arts Centre 619 Water St E, Summerside, PE, Canada

    Seaside Theatre presents Lettice and Lovage, Peter Shaffer’s riotous comedy, at the Scott MacAulay Performing Arts Centre in Summerside. Performances run May 28–30 at 7:30 pm, with a matinee on…

  • Photo by Daniel Sherman [Unsplash.com]

    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…

  • Photo by Joshua Hanson [Unsplash.com]

    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. 

  • Zion Presbyterian’s Spring Clothing Sale

    Family Friendly
    Zion Presbyterian Church 135 Prince St, Charlottetown, PE, Canada

    Zion Presbyterian’s Spring Clothing Sale will run from 9 am–1 pm on May 29 and 30. Shoppers will find a large selection of adult and children’s clothing, along with shoes,…

  • Nick Gauthier

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

    Live music at Slaymaker & Nichols.