| October 2 | 3:00-6:00 | Dream Inn | Santa Cruz | Solo |
| October 8 | 8:30-11:30 | Sly McFly’s | Cannery Row | 5STAR (band) |
| October 9 | 7:00-9:00 | Barmel | Carmel | Solo |
| October 10 | 3:30-6:30 | Sly McFly’s | Cannery Row | Solo |
| October 11 | 5:00-7:00 | Folktale Winery | Carmel Valley | Two Rivers (Duo) |
| October 12 | 2:00-4:00 | Blue Fox | Carmel Valley | Solo |
| October 14 | 6:00-8:00 | Melville Tavern | Monterey | Chuck Brewer Duo |
| October 16 | 7:00-9:00 | Barmel | Carmel | Solo |
| October 22 | 8:30-11:30 | Sly McFly’s | Cannery Row | 5STAR (band) |
| October 23 | 7:00-9:00 | Barmel | Carmel | Solo |
| October 24 | 3:30-6:30 | Sly McFly’s | Cannery Row | Solo |
| October 30 | 7:00-9:00 | Barmel | Carmel | Solo |
| November 2 | 6:00-8:00 | Barmel | Carmel | Solo |
| November 5 | 8:30-11:30 | Sly McFly’s | Cannery Row | 5STAR (band) |
| November 6 | 3:00-6:00 | Dream Inn | Santa Cruz | Solo |
| November 9 | 2:00-4:00 | Blue Fox Cellars | Carmel Valley | Solo |
| November 15 | 6:30-9:30 | O’Callaghan’s | Carmel Barnyard | Solo |
| November 16 | 3:00-5:00 | De Tierra Vineyards | Carmel | Solo |
| November 19 | 8:30-11:30 | Sly McFly’s | Cannery Row | 5STAR (band) |
| November 20 | 6:00-8:00 | Barmel | Carmel | Solo |
| November 30 | 6:00-8:00 | Barmel | Carmel | Solo |
| December 3 | 8:30-11:30 | Sly McFly’s | Cannery Row | 5STAR (band) |
| December 6 | 8:00-11:00 | Salty Otter | Santa Cruz | Solo |
| December 7 | 6:00-8:00 | Barmel | Carmel | Solo |
| December 13 | 6:30-9:30 | O’Callaghan’s | Carmel Barnyard | Solo |
| December 14 | 3:00-5:00 | De Tierra Vineyards | Carmel | Solo |
| December 17 | 8:30-11:30 | Sly McFly’s | Cannery Row | 5STAR (band) |
| December 18 | 6:00-8:00 | Barmel | Carmel | Solo |
| December 28 | 6:00-8:00 | Barmel | Carmel | Solo |
| December 30 | 6:00-8:00 | Melville Tavern | Monterey | Chuck Brewer Duo |
| December 31 | 9:00-12:00 | Sly McFly’s | Cannery Row | 5STAR (band) |