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  • 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 on Saturdays, May 2, 16, 23, and 30 from 2–5 pm. Admission is at the door.  

  • 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…

  • Plain Dirty Blues Band

    Blues Jam with Plain Dirty Blues Band

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

    The Blues Jam with the Plain Dirty Blues band runs on the last Saturday of each month from 5:30–8 pm at Baba’s Lounge. Upcoming date is May 30. Admission is by donation. Follow Plain Dirty Blues Band on FB for updates.

  • Photo by Wai Slew [Unsplash.com]

    Canada’s Circus Spectacular

    EastLink Centre 46 Kensington Rd, Charlottetown, PE, Canada

    Canada’s Circus Spectacular comes to the Eastkink Centre on May 30 at 7 pm.

  • 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 Nick Moore [Unsplash.com]

    Inside The Wreck of the Edmund Fitzgerald

    Harmony House 19814 PE-2, Hunter River, PE, Canada

    Inside The Wreck of the Edmund Fitzgerald will play on the Harmony House stage on select dates from May to July. Fifty years ago this November, the SS Edmund Fitzgerald sank beneath the icy waters of Lake Superior, taking all 29 crew members with her. This tragic shipwreck was immortalized in song by the great Canadian songwriter Gordon Lightfoot.…

  • Brother’s MacPhee: Nirvana Unplugged in New York

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

    Curtis, Adam, Cory, Laurie, Dave and Kev celebrate Nirvana’s MTV Unplugged in New York. They perform their rendition of the full-length album front to back. The album was released on November 1, 1994. Bonus Nirvana tracks, alongside a mash-up of ’90s grunge and alternative songs, round out the nostalgic evening.  

  • Photo by DJVibe Studio X [Unsplash.com]

    Live DJ with DJ Douce

    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.

  • Winsloe United Ceilidh

    Winsloe United Church 121 Winsloe Rd, Winsloe South, PE, Canada

    Fundraising ceilidhs take place at Winsloe United on Sundays at 2 pm. On May 31, host Dino Dunsford returns to present the Langille Family Band (Brian Langille, Roberta Smith, Josh, Sam, and Simon Langille). The church is wheelchair accessible, and a light lunch will be served during intermission. Admission is at the door, which opens…

  • Photo by Humphrey Muleba [Unsplash.com]

    PEI Asian Heritage Month Celebration Closing Ceremony

    Family Friendly
    Credit Union Place 511 Notre Dame St, Summerside, PE, Canada

    Every May is Asian Heritage Month in Canada, a time when communities across the country come together to honor Asian cultures and contributions. This year, the fourth annual PEI Asian Heritage Month celebration will be held in both Charlottetown and Summerside, showcasing the unique charm and beauty of Asian culture. The Closing Ceremony will take…

  • The PEi Bluegrass Fundraising Concert

    The Barn Floor 742 PE-13, Crapaud, PE, Canada

    The PEI Bluegrass & Old Time Music Society is presenting two fundraising concerts this month in support of its 39th annual PEI Bluegrass & Old Time Music Festival, scheduled for July 3–5 at the Dundas Fairgrounds. The PEI Bluegrass Fundraising Concert on May 31 at 2 pm will be held at The Barn Floor in…

  • 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.

  • Photo by Marius Masalar [Unsplash.com]

    Abegweit Chamber Singers: Here’s To Song

    St Paul's Church 101 Prince St, Charlottetown, PE, Canada

    PEI’s newly formed choir, the Abegweit Chamber Singers, will stage its first choral concert, Here’s to Song, later this month. Performances will be held at Summerside Presbyterian on May 29 at 7:30 pm, and at St. Paul’s in Charlottetown on May 31 at 3 pm. The ensemble brings together singers from several Island communities for…

  • AFL Sundays at Village Green

    Free event
    Modern Brewers' Village Green 30 Church St, Cornwall, PE, Canada

    Drop in to Village Green Brewery on Sundays at 4 pm for Aussie Rules Football (AFL). Catch the Sydney Swans and learn about the Atlantic AFL League. 

  • Charlottetown Jazz Ensemble

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

    Recipient of the 2026 Music PEI Achievement in Jazz Award, the band performs a mix of contemporary and classic big band charts, including standards by legends like Basie and Ellington, alongside contemporary swing, funk, Latin, and rock numbers. Doors open at 6 pm. Visit trailside.ca for tickets and follow @charlottetownjazz on FB for updates.

  • Photo by Alexis Brown [Unsplash.com]

    Summerside Library Teen Advisory Group

    Summerside Rotary Library 57 Central St, Summerside, PE, Canada

    Teens are welcome to join the teen advisory group on Mondays at 3:30 pm at the Summerside Library. Meetings start with an opportunity for teens to share their voices and opinions, followed by assisting staff with various tasks. Participation allows teens to earn volunteer hours toward the Community Service Bursary.

  • Photo by Mike Petrucci [Unsplash.com]

    Art Love Live Painting Competition

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

    Art Love, the live painting competition at the Hom’Art Festival, returns to The Arts Guild in Charlottetown on June 1, beginning at 6 pm. Set in a vibrant and friendly atmosphere, the competition features talented local artists going head-to-head in three rounds. Witness imagination and skill come to life, and find out who will take…

  • The 33rd Kensington Step Dance Festival

    Kensington United/Murray Center 17 School St #15, Kensington, PE, Canada

    The 33rd Kensington Step Dance Festival will be held on June 2 and 3 at the Murray Centre, 17 School Street, Kensington. All Island dancers are invited to participate. Classes are offered for every age group in Reels, Jigs, Marches, Hornpipes, Waltzes, and Strathspey/Reel. Performances are always set to old-time fiddle music. The syllabus, class…