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  • Chris & Andy

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

    Live music at Brothers 2.

  • Jazz in the Cathedral: Charlottetown Jazz Ensemble

    St Peter's Cathedral 7 All Souls Ln, Charlottetown, PE, Canada

    St. Peter’s Cathedral in Charlottetown presents three musical events in May.  Jazz in the Cathedral on May 8 at 7 pm will feature the Charlottetown Jazz Ensemble. Admission is by donation at the door, with proceeds going toward their scholarship fund. The Ascension Day High Latin Mass takes place on May 14 at 7 pm.…

  • Ballet Jörgen’s A Midsummer Night’s Dream

    Harbourfront Theatre 124 Heather Moyse Dr, Summerside, PE, Canada

    As part of its 30th anniversary celebration, Harbourfront Theatre in Summerside presents Ballet Jörgen: A Midsummer Night’s Dream (2026) on May 8 at 7:30 pm. The whimsical production reimagines Shakespeare’s A Midsummer Night’s Dream, with choreographer Bengt Jörgen trading in the Greek woods and setting the work in Canada’s North. The performance features a forest…

  • Dave Gunning [photo by Naomi Henderson]

    Songwriter Series: Dave Gunning

    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…

  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

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

  • DJ Purdy

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

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

  • Summerside Farmers Market

    Family Friendly
    Free event
    Summerside Farmers Market 250 Water St, Summerside, PE, Canada

    Find local produce, baked goods, meat, fish, prepared food, cheese, artisans and more at the Summerside Farmers Market. Open weekly on Saturdays from 9 am–1 pm.

  • Photo by Freddie Marriage [Unsplash.com]

    Holy Redeemer CWL Book Sale

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

    The Holy Redeemer Catholic Women’s League (CWL) will hold a used book sale fundraiser at the Jack Blanchard Hall on May 9 from 9 am–12 noon. The sale will include used books, a new-to-you table, jewelry, puzzles, and a draw for gift baskets. Everyone is welcome. Admission is free.

  • Photo by Andrew Ebrahim [Unplash.com]

    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…

  • Kirk of St James Signature Lobster Chowder Take-Out

    Kirk of St James 35 Fitzroy St, Charlottetown, PE, Canada

    The Kirk of St James is taking orders for its lobster chowder take-out, with pick-up ready on May 9 from 10:30 am–12 noon. The chowder will feature lobster, scallops, shrimp, salmon, haddock and mussels. Each serving is accompanied by a biscuit and a slice of deluxe raisin carrot cake with cream cheese icing. Diners can…

  • Photo by Al Nik [Unsplash.com]

    La Leche League PEI: Free Breastfeeding Essentials Info Session

    Free event
    Gentle Beginnings Prenatal Centre 17 Alley St, Charlottetown, PE, Canada

    La Leche League PEI is offering two free events in May for people who are pregnant or breastfeeding, taking place at Gentle Beginnings Prenatal Centre, 17B Alley St, Charlottetown, at 12 noon. A short prenatal introduction-to-breastfeeding session, Breastfeeding Essentials, will be held on May 9. A drop-in Lunch and Learn program will be held on…

  • Mother’s Day Tea

    Crapaud Community Hall Crapaud, PE, Canada

    A Mother’s Day Tea fundraiser takes place at Crapaud Hall on May 9 at 12 noon. The tea includes petite sandwiches, sweets, and tea and coffee. Advance ticket purchase is recommended, and can be made at the Crapaud General Store or by e-transfer to admin@rmofcrapaud.com. All proceeds will go to the hall.

  • Photo by Elena Mozhvilo [Unsplash.com]

    PEI Witch Market: Dungeon and Witches Edition

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

    The PEI Witch Market returns to The Arts Guild in Charlottetown on May 9 from 12–5 pm, with a Dungeons N’ Dragons theme. The market will feature psychics, artisanal bread, crochet goodies, custom dice, and witchy crafters. Costumes are encouraged. Admission is a small fee.

  • Mother’s Day Stitch & Sip

    Tyne Valley Teas Cafe 6980 PE-12, Tyne Valley, PE, Canada

    Unraveling Joy is collaborating with Tyne Valley Teas Cafe to host a Mother’s Day Stitch & Sip on May 9 at 1 pm. The afternoon will include a full stitch lesson and materials, scones, sweet treats, and tea service. Register: unravelingjoy.com/shop/embroidery-workshops or call 902-831-3069.

  • Irish Trad Session

    Evermoore Brewing Co. 192 Water St, Summerside, PE

    Evermoore Brewing hosts a weekly Irish Traditional Session with Geoff Charlton on Saturdays afternoons from 1:30–4 pm. 

  • Photo by Robinson Recalde [Unsplash.com]

    Got Blues Matinee

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

    Got Blues, led by Chris Roumbanis with friends Mike Robicheau and Alan Dowling, hosts a weekly Saturday matinee from 2–4 pm, now at Trailside Music Hall. Each week, a special guest joins the first set, followed by an electric blues jam in the second. There is no cover charge; they pass the hat.  The upcoming…

  • Trivia at Churchill Arms

    Churchill Arms 75 Queen St, Charlottetown, PE

    Trivia on Saturdays at 2 pm with Wade Babineau. Reserve by calling 902-367-3450.