This performance is part of the Wolfe Island Garden Party, September 17-27, 2026. Enjoy concerts, food trucks, buskers, night markets, sidewalk sales, and more!

Opening the night is Terry Radigan, a Grammy-nominated, Brooklyn-born singer-songwriter and producer known for her intimate, story-led stage presence and sharp, narrative-driven songs.

Devin Cuddy is a singer songwriter based in Toronto. From an early age he was drawn to music of the past. While sifting through his father’s (Jim Cuddy of Blue Rodeo) CD collection, he found the music of Louis Armstrong and New Orleans blues piano players like Dr John and Professor Longhair. After attending York University for Jazz Piano, Devin starting hanging around Toronto’s Cameron House, where he was inspired by the local singer songwriter scene. He began his performing career alone at the piano, playing every Wednesday night. It was during this time that he began writing and testing out his own material on an ever growing crowd. Drawing from inspirations like Randy Newman and Steve Earle, Devin started to build up a catalogue of his own material.

Devin’s latest release, Livin’ Hard Ain’t Easy, was released April 17th 2026 and is a throwback to the early sound of the band, with a strong country feel. The record is a nod to 10 years of traveling and playing across Canada, with many references to places and people from those journeys. “Livin’ Hard Ain’t Easy is a return to our original sound. A throw back to Vol One, where we started. Ultimately it is a country record, made for and about Canadians. I wrote all the songs about life in Canada, whether it be about life on the road, life in love or life having a beer with a bud” Devin says.

WOLFE ISLAND GARDEN PARTY

Get a Garden Party Pass for $115 to see this band as well as ALL the following ticketed bands, for 40% OFF!

FIND OUT MORE

Thursday, September 17, at 8:00 PM: Devin Cuddy band, with Terry Radigan, Tickets at $35

Saturday, September 19, at 8:00 PM: Chris Brown with Kate Fenner and special guests Liam Cole and Tony Scherr, Tickets at $40

Monday, September 21, at 8:00 PM: Sandro Perri and Friends, Tickets at $25

Thursday, September 24 at 8:00 PM: Jason Wilson and The Mermaids, Tickets at $25

Saturday, September 26 at 8:00 PM: Lynn Miles with Suzanne Jarvie, Tickets at $45

Sunday, September 27 at 3:00 PM: Ron Hawkins, Tickets at $25

In addition, Pass holders receive exclusive discounts or freebies from the following Island businesses during the dates of the Festival (September 17-27):

Wolfe Island Pub & Pizzeria, Fishtale Gift Shop and Lured Bakery, Spicers Dockside Bar & Grill, Hotel Wolfe Island, Jean & Aggie’s General Store, Wolfe Island Bakery, The Sparrow’s Hus

SHARE THIS EVENT

QR Code

Want to grab a bite?

Our events start at the time listed (unless otherwise mentioned in the description). Our "doors open" time is whenever we're open — so come early or stay late and join us for lunch, dinner, or drinks.

Buy Tickets

  • 1Select Ticket
  • 2Attendees
  • 3Payment
  • 4Confirmation

2026-09-17

Form/ticket icon icon
Regular
$35.00
Form/up small icon icon Form/down small icon icon
Available Tickets: 87