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  • 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…

  • Songwriter Series: Christina Martin with Dale Murray

    Summerside Shipyard 370 Water St, Summerside, PE, Canada

    The Summerside Shipyard, set along the scenic waterfront, hosts a Songwriter Series in its 84-person event space, offering intimate evenings with talented songwriters in a warm, relaxed setting. Stories are shared, songs are stripped back, and every seat feels like the front row, creating a cozy, listening-room atmosphere for original music and storytelling. The upcoming…

  • Friday Night Ceilidh: Michael Pendergast and The Pendys

    Irish Hall 582 North River Rd, Charlottetown, PE, Canada

    The Benevolent Irish Society (BIS) will welcome established and emerging PEI talent to this year’s season of Friday night ceilidhs. The weekly series features 18 family-friendly shows running from May 22 to September 25 at 7:30 pm at the Irish Cultural Centre in Charlottetown. The performances showcase PEI musicians, storytellers, dancers, and special guests. On…

  • Abegweit Chamber Singers: Here’s To Song

    Summerside Presbyterian Church 130 Victoria Rd, Summerside, 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…

  • 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…

  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

    Karaoke on Fridays from 8 pm–1 am downstairs with Gloria.  

  • 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.…

  • Garrett Mason

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

    Garrett Mason was raised in Truro, Nova Scotia, by his mother, Pam, and his father, veteran Canadian bluesman Dutch Mason. His path to becoming a blues musician began at an early age; surrounded by blues music, his favourite tapes at three were Canned Heat and Buddy Rich. Although his father stopped playing guitar before Garrett…

  • A gozar! Fiesta Latina!

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

    A Latin thank-you party by Salsa Con Victoria, where salsa students and enthusiasts, Latinos, and locals all come together to celebrate the community in PEI at Hunters Ale House on May 29, starting at 8 pm. (19+) Dance the night away at The NightCap (above Hunter's Ale House) to the beautiful rhythms of Salsa, Bachata…

  • @fter Eight: The Arts Guild Gang Unsupervised

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

    Programming in the Black Box Theatre at The Guild in Charlottetown this month includes @fter eight on May 29 at 8:07 pm. Hosted by Andrea Avery, watch three PEI funny people battle through hilarious challenges. Stand-up vibes meet game show madness in this weird, wonderful night of comedy. Audiences can expect rules, drama, buzzer energy,…

  • DJ Derek

    19+
    The Factory 189 Kent St, Charlottetown, PE, Canada

    DJs on Fridays and Saturdays (11 pm) on the main floor.

  • The Church Mouse Thrift Shop

    Church Mouse Thrift Shop 391 Nelson St, Crapaud, PE, Canada

    The Church Mouse Thrift Shop is open for the season at St. John’s Anglican Church, running from 9 am–2 pm every Saturday through November. The sale includes lots of gently-used, quality items such as clothing, footwear, housewares, collectibles, toys, books, and more.

  • 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, purses, and jewelry. There will also be a cafe, bake sale, and book sale, as well as a barbecue each day from 11 am–1 pm.…

  • Canoe Cove Perennial Sale

    Family Friendly
    Inman Park Canoe Cove 208 Park Rd, Canoe Cove, PE, Canada

    The Canoe Cove Community Association will hold its 19th annual Perennial Sale on May 30 from 9 am–12 noon at Inman Park in Canoe Cove. The sale will feature hundreds of perennials, annuals, herbs, dahlias, shrubs, trees, and rich compost for the garden—all at very reasonable prices. Proceeds will support a new roof for the…

  • Garage Sale & Community Hang

    Uigg Community Centre 4894 Murray Harbour Rd, Vernon Bridge, PE, Canada

    Islanders and visitors are welcome to enjoy a visit to Uigg Community Centre on May 30 from 9 am–1 pm. The Happy Hearts East Senior Club is hosting a garage sale and community gathering with light refreshments for sale. Picnicking, strolling the grounds and visiting with neighbors is encouraged. Bring folding chairs or blankets to…

  • Brunch for Wishes

    PEI Preserve Company 2841 New Glasgow Rd, New Gaslgow, PE, Canada

    The Prince Edward Island Preserve Company will host Brunch for Wishes, a fundraising event in support of Make-A-Wish Canada, on May 30 at 10:30 am. Guests will enjoy a four-course brunch, paired with live entertainment, a silent auction, and thoughtful moments woven throughout the morning to reflect on the impact of a wish. Set against…

  • Story Times for Kids

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

    The Summerside Library is offering several children’s story times for the month of May. On Saturdays, kids of all ages can enjoy a different story with a fun activity at 10:30 am. On May 7, guests from the Canadian Mental Health Association will share a story about emotions at 1 pm. On May 13, there…

  • Gardening in Small Spaces

    Family Friendly

    Join the City for a Gardening in Small Spaces workshop at the Victoria Park Cultural Pavillion on May 30 from 1–4 pm. Whether you have a balcony, a small patio, or just a sunny windowsill, you can grow your own fresh food where you live. The Gardening in Small Spaces workshop is designed to help…