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  • Karaoke at Hunter’s

    19+
    Hunter's Ale House 185 Kent St, Charlottetown, PE, Canada

    Karaoke at Hunter's on Mondays at 10 pm with Travis. 

  • 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…

  • Charlottetown Scrabble Club

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

    The Charlottetown Scrabble Club meets on Tuesdays from 5–8 pm at the Charlottetown Library. All skill levels are welcome. Scoresheets, strategy tips, and cheat sheets are provided. Enjoy prizes and snacks. Admission is free.

  • Adam MacGregor

    Adam MacGregor

    Evermoore Brewing Co. 192 Water St, Summerside, PE

    Live music at Evermoore.

  • Trivia at FiN Folk Food

    Fin Folk Food 106 Beach Rd, York, PE, Canada

    Trivia at FiN Folk Food on Tuesdays at 6 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 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…

  • 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 a heartfelt reflection on their life in music, shared with fans old and new. The Barra MacNeils will take audiences on an intimate journey, telling…

  • 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…

  • 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 a selection of crafts and activities.

  • Country Legends Tribute Show

    Kings Playhouse 65 Grafton St, Georgetown, PE, Canada

    The Country Legends Tribute Show returns to Kings Playhouse in Georgetown on May 27 at 7:30 pm. Gordon Cormier and Dave Pike, both from Newfoundland, have been delighting Playhouse audiences for years with their renditions of country classics. Expect favourites from Charley Pride, George Jones, Conway Twitty, Merle Haggard, and Johnny Cash, along with Newfoundland…

  • Photo by Matthias Wagner [Unsplash.com]

    Island Musicians Unite in Memory

    Jack Blanchard Centre 7 Pond St, Charlottetown, PE, Canada

    A special night of music is taking place on May 27 from 7:30–9:30 pm at the Jack Blanchard Centre in Charlottetown, in memory of Island musicians who have passed away. This will be the second annual event to honour and remember all the musicians the community loses each year to age, illness, or other tragic…

  • Cornwall and Area Watershed Group Annual General Meeting

    Milton Community Hall 7 New Glasgow Road Rte 224, North Milton, PE, Canada

    The Cornwall and Area Watershed Group will be hosting their annual general meeting at the Milton Community Hall on May 28 at 6:30 pm. Learn about modern soil conservation practices in PEI with guest speaker Gwen Vessey of the PEI Agri-Watershed Partnership Program, and stay afterward to learn about the work CAWG has done over…

  • 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. Located at 30 Church St in the old post office/dental clinic in Cornwall.

  • Dan Doiron

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

    Live music at Brothers 2.

  • 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 be in conversation with Island poet Jane Ledwell. This is a free event and all are welcome. The poems in Sue Sinclair’s newest collection are…

  • 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 May 30 at 2 pm. In this long-running West End play, audiences meet two characters who are, at first, polar opposites: Lettice Douffet, a flamboyant…

  • 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 is by donation.   

  • 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 and remarkable journey of the artist known as Cat Stevens, later Yusuf, through a thoughtful blend of live performance and storytelling. The lineup features Mario…

  • Karaoke at The Factory

    The Factory 189 Kent St, Charlottetown, PE, Canada

    Karaoke on Thursdays at 10 pm with Jack Day.