| Friday, June 20th, 2014 | venue |
| DJ Blend | Level |
| DOA with Hippiecritz and Dracula Black | Flashbacks |
| Five Alarm Funk | Sapphire |
| Gordon James | The Yellow House |
| Hank Stallion | O’Flannigans Pub |
| Joshua Smith | Minstrel Cafe |
| Live Jazz | Vintner’s Poolside Grill |
| Live music | Marmalade Cat Cafe |
| Paul Filek | Doc Willoughby’s Pub |
| Rann Berry | The Blue Gator |
| soprano Dawn Upshaw | Rotary Centre for the Arts |
| WD40 | Kelowna Lake City Casino |
| Saturday, June 21st, 2014 | venue |
| Fadunkafunk | Doc Willoughby’s Pub |
| Hank Stallion | O’Flannigans Pub |
| Herald Nix | Woodhaven Eco Culture Centre |
| Hilary Grist with Dominique Fricot | Streaming Café |
| James Balehowsky | Vibrant Vine Winery |
| Live Music | Neighbors Pub |
| Live music | Vintner’s Poolside Grill |
| Rann Berry | The Blue Gator |
| Slamdogs | Riley’s Pub |
| The Regals | Minstrel Cafe |
| MKOK feat. D. The Soul Samurai | Fernandos Pub |
Sunday, June 22nd
Milkcrate Records invites you to our first-ever ‘outdoor instore’ show, featuring some of the finest artists from this year’s Sled Island Music Festival: Fountain, Pinner, Ice Berg Ferg, Jons + more + special guest Sam Wilson. as always, our shows are All Ages and… Free
