| Friday, May 30th, 2014 | venue |
| Bad Uncle, Crowd The Joanna and The Manual Scavengers | Grateful Fed |
| Aviator Shades | Fernandos Pub |
| Curtis Nowosad Quartet w/ Urbanbirds | Streaming Café |
| Gordon James | Turtle Bay Pub |
| Joshua Smith | Minstrel Cafe |
| Live Jazz | Vintner’s Poolside Grill |
| Piano Lounge with Tricia Dalgleish | Rotary Centre for the Arts |
| Poppa Dawg | Kelowna Lake City Casino |
| Project Partycat | Habitat |
| Radio Lifeline | O’Flannigans Pub |
| Raygun Cowboys | Doc Willoughby’s Pub |
| the Zamboni Brothers | The Blue Gator |

| Saturday, May 31st, 2014 | venue |
| Aaron Halliday | Kelowna Lake City Casino |
| Andrew and Zachari Smith | Minstrel Cafe |
| Jazz & Blues Dinner party | Grateful Fed |
| Live Music | Neighbors Pub |
| Live music | Vintner’s Poolside Grill |
| Radio Lifeline | O’Flannigans Pub |
| Shannon Lyon | Streaming Café |
| Sherman Doucette | Mission Tap House |
| Slamdogs | Riley’s Pub |
| the Zamboni Brothers | The Blue Gator |
| Young Uns | Cabana Bar and Grille |