Hello Charlottetown! Welcome to our new biweekly roundup of things to do around the city! As the warmer weather rolls in, Charlottetown is coming to life with exciting events, live entertainment, outdoor adventures, and plenty more to experience. Whether you're into high-energy competitions, talented performers, or outdoor adventures, there’s something happening for everyone over the next few weeks. Take advantage of the springtime energy and discover what’s happening in Charlottetown from May 12–31!
1. Leeroy Stagger Live
📅 May 14 |📍 Trailside Music Hall
Spend the evening singing and dancing along to award-winning Canadian singer Leeroy Stagger as he shifts between styles from folk to rock n' roll.
2. Food Truck Festival
📅 May 22-26 |📍 Eastlink Centre
Treat yourself to delicious food truck dishes served by some of PEI's most popular food truck vendors.
3. Harbour Hopper Tour
📅 Select Dates |📍 Board at Founders Hall
Take a ride on the Charlottetown Harbour Hopper, whether it's your first or fiftieth time, you're guaranteed to enjoy the ride!
4. Circus Rocks Super Tour 2026
📅 May 30 |📍Eastlink Centre
Prepare to be amazed as these talented circus artists bring their best acts to Charlottetown!
5. Quittin' Time: Zach Bryan Tribute
📅 May 23 |📍 Trailside Music Hall
Get your toes tappin' as this iconic Zach Bryan Tribute group takes the stage to perform some of the singers top tunes.
6. Video Game Tournament
📅 May 30 |📍 PonyBoat Social Club
Battle it out in FIFA 26 and Super Smash Bros: Ultimate at PonyBoat Social Club for your chance to win great prizes.
7. Red Rock Wrestling
📅 May 15 |📍 Eastlink Centre
Indulge in a night of intense wrestling as this highly anticipated event returns to Charlottetown!
8. Victoria Park
📅 Anyday |📍Victoria Park
Take a beautiful spring time stroll through Victoria Park down by the Charlottetown waterfront.
9. Charlottetown Farmers Market
📅 Saturdays |📍 614 North River Road
Enjoy a relaxed morning wandering through the aisles of talented local vendors at the Charlottetown Farmers Market.
10. Street Feast
📅 May 15-16 |📍Kent Street
Join in on this two-day block party filled with delicious street food, local drinks, live music, fun games, and much more!
No matter what you’re into, the next few weeks in Charlottetown are packed with exciting ways to get out and enjoy the city. Grab your friends or family, mark your calendars, and enjoy everything Charlottetown has to offer!
