| Friday, May 2nd, 2014 | venue |
| Colt 45 | O’Flannigans Pub |
| Deep Sea Gypsies | Doc Willoughby’s Pub |
| Floyd Vedan | Kelowna Lake City Casino |
| Jimmy LeGuilloux Band | The Blue Gator |
| Kingha Heming Trio | Minstrel Cafe |
| Live Jazz | Vintner’s Poolside Grill |
| Wild Son | Turtle Bay Pub |
| Windmills | Marmalade Cat Cafe |
| Winefest with Danielle Evjen | Rotary Centre for the Arts |

| Saturday, May 3rd, 2014 | venue |
| Colt 45 | O’Flannigans Pub |
| Floyd Vedan | Kelowna Lake City Casino |
| James Buddy Rogers / Brandy Moore | Volcanic Hills Winery |
| Jimmy LeGuilloux Band | The Blue Gator |
| Live Music | Neighbors Pub |
| Live music | Vintner’s Poolside Grill |
| My Kind of Karma | Mission Tap House |
| Poppa Dawg | Minstrel Cafe |
| Quarters on the Kick | Grateful Fed |
| Reagge Night | Dakodas |
| Scotty Hills | Streaming Café |
| Slamdogs | Riley’s Pub |
| Winefest with Danielle Evjen | Rotary Centre for the Arts |