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Food Truck Festival

EastLink Centre 46 Kensington Rd, Charlottetown

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…

Irish Trad Session

Evermoore Brewing Co. 192 Water St, Summerside

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

Got Blues Matinee

Trailside Music Hall 155 Kent St, Charlottetown

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…

Summerside Kitchen Party with Back in Tyme

Summerside Legion 340 Notre Dame St, Summerside

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…

PEI Legion Choir: Edges of the Mosaic

St Andrew's United Church 7679 Trans-Canada Hwy, Vernon Bridge

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…

Lawrence Maxwell

Bogside Brewing 11 Brook St, Montague

Live music at Bogside.

MadJoy

Bogside Brewing Summerside 110 Water St, Summerside

Live music at Bogside Brewing in Summerside.

Anne & Gilbert, The Musical

Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown

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…

Common Sound Concert Series

Beaconsfield Historic/Carriage House 2 Kent St, Charlottetown

Common Sound launches on May 23 at 7 pm at Beaconsfield Carriage House in Charlottetown. The curated, year-round concert series presents one concert each month, featuring artists from across Atlantic…

The Alan Jackson Experience

Harbourfront Theatre 124 Heather Moyse Dr, Summerside

The Alan Jackson Experience comes to the Harbourfront Theatre on May 23 at 7:30 pm.    

Take the Mic Live Band Karaoke Season Finale

The Old Triangle 189 Great George St, Charlottetown

Take The Mic brings the live band karaoke season finale to The Pourhouse in Charlottetown on May 23 at 7:30 pm. Backed by a live band, guests can sign up…

Dunk River Band

Charlottetown Legion 99 Pownal St, CHarlottetown

Live music at the Charlottetown Legion. Everyone welcome.

Live DJ with DJ Jeremie

Beer Garden Seafood Patio 190 Kent St, Charlottetown

Live DJ at Beer Garden. This is a 19+ event.

DJ Method

The Factory 189 Kent St, Charlottetown

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