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  • Tantalizing Tales: A Night of Erotica

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

    Tantalizing Tales: A Night of Erotica will be held at the Arts Guild in Charlottetown on May 14 from 7–9 pm. The Guildy Pleasures event will include sensual poetry, spoken word, burlesque, live painting, and playful audience participation. Produced by local artist Julie Bull, the cabaret-style evening will feature Island performers Tanaka Kativhu, Andrea Avery,…

  • Mother’s Day with Unraveling Joy & The Nest

    Celebrate Mother’s Day with a joyful, hands-on experience created through a special collaboration between Unraveling Joy and The Nest PEI—bringing together creativity, connection, and community in one beautiful morning. Taking place on May 15 from 10 am–12 noon, this event invites parents and their little ones (ages 0–6) to slow down and spend meaningful time…

  • Street Feast

    Family Friendly
    Free event
    Kent Street Charlottetown, PE, Canada

    Kent Street will take centre stage this May Long Weekend as Street Feast returns for its sixth year, bringing two days of food, music, and lively street culture to downtown Charlottetown. The annual block party transforms Kent Street (between Great George and Prince Streets) into a vibrant, pedestrian-friendly stretch of culinary pop-ups, live performances, and…

  • Multi-Family Yard & Craft Sale

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

    A large multi-family yard and craft sale of over 20 vendors will be held at Milton Hall on May 16 from 8 am–2 pm. The market will feature baked goods, artificial flowers for stone, clothing, Christmas decor, woodworks, elastics, spices, sea glass, preserves, kitchenware, jewelry, and more. Admission is a small fee for those aged…

  • 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.

  • 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…

  • Street Feast

    Family Friendly
    Free event
    Kent Street Charlottetown, PE, Canada

    Kent Street will take centre stage this May Long Weekend as Street Feast returns for its sixth year, bringing two days of food, music, and lively street culture to downtown Charlottetown. The annual block party transforms Kent Street (between Great George and Prince Streets) into a vibrant, pedestrian-friendly stretch of culinary pop-ups, live performances, and…

  • Life Drawing for Adults

    Robert L. Cotton Centre 57 Bunbury Rd, Stratford, PE, Canada

    Drop-in life drawing sessions with a nude model are held on Sundays from 2–4 pm at the Gertrude Cotton Art Centre. The next sessions are May 17 and 31. All skill levels are welcome. Doors open at 1:30 pm, and participants are encouraged to arrive early for set-up. Participants must be 18+ or have written…

  • 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…

  • Fibre Arts Club

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

    Drop in anytime at the Charlottetown Learning Library on Tuesdays between 1–3 pm with supplies or a current project and join other knitters, crocheters, rug hookers and fibre and textile makers for some crafting and social time.

  • 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…

  • 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.

  • Charlottetown 2SLGBTQ+ Adult Drop-In: Poetry Workshop

    PEERS Alliance invites adults to the 2SLGBTQ+ Adult Drop-In on May 20 from 6–8 pm for a poetry workshop facilitated by guests from the Queer Poetry Club. The workshop invites folks to engage with poetry on the topic of ‘Spring’ through the lens of queer joy in a low-pressure setting. Participants have the opportunity to…

  • Chaos Corralled Art Exhibition Opening Reception

    Free event
    The Farm Centre 420 University Avenue, Charlottetown, PE, Canada

    The PEI Farm Centre in Charlottetown will host an exhibition of paintings and photographs, Chaos Corralled: Art Harvested from the Heart of Havoc, by Belle River artist Wendy Jones from May 20 to June 30. All are welcome to attend the free opening reception on May 20 at 7 pm. The exhibition can be viewed…

  • Food Truck Festival

    Family Friendly
    EastLink Centre 46 Kensington Rd, Charlottetown, PE, Canada

    A new festival of food, family, and fun is coming to Charlottetown in May. The Rotary Club of Charlottetown Royalty has announced that the first annual Charlottetown Food Truck Festival will be happening at the Eastlink Centre, May 22 and 23. More than a dozen Food Trucks from PEI and the Maritimes will be featured,…

  • Neon Dreamscape Fae Ball

    19+
    The Arts Guild 111 Queen St, Charlottetown, PE, Canada

    Drawstring Productions is hosting a Neon Dreamscape Fae Ball at The Arts Guild in Charlottetown on May 22 at 8 pm.  This immersive, fantasy-themed, costumed event features the close-up magic of Christian Southgate, aura readings by Fairy Oracle Krista Rae, tarot card readings from But First, Let’s Woo podcast co-hosts Willow and Tabitha, a cash…

  • Food Truck Festival

    Family Friendly
    EastLink Centre 46 Kensington Rd, Charlottetown, PE, Canada

    A new festival of food, family, and fun is coming to Charlottetown in May. The Rotary Club of Charlottetown Royalty has announced that the first annual Charlottetown Food Truck Festival will be happening at the Eastlink Centre, May 22 and 23. More than a dozen Food Trucks from PEI and the Maritimes will be featured,…

  • 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.

  • 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…

  • Choose Your Own Knitting Adventure with Jane Whitten

    Confederation Centre Art Gallery 145 Richmond St, Charlottetown, PE C1A 1J1, Charlottetown, PE, Canada

    Choose your own knitting adventure with Jane Whitten at the Confederation Centre Art Gallery in Charlottetown on May 23 at 12:30 pm. Pre-registration is required. Inspired by the playful format of the classic Choose Your Own Adventure books, participants will create unique knitted sculptures using wool, double-pointed needles, stitch holders, wire, and stuffing. Throughout the…