| Marty Stuart and His Fabulous Superlatives | 11-19-2026 Thursday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Dusty Slay | 11-20-2026 Friday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Dusty Slay | 11-21-2026 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| The Buena Vista Orchestra | 11-22-2026 Sunday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Shaun Cassidy | 12-10-2026 Thursday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Mac McAnally | 12-18-2026 Friday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Mac McAnally | 12-19-2026 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Keller Williams | 1-2-2027 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Tom Papa | 1-21-2027 Thursday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Tom Papa | 1-22-2027 Friday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Bumpin' Uglies | 1-24-2027 Sunday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| The Jayhawks | 1-25-2027 Monday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Pete Yorn | 2-6-2027 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Garrison Keillor | 2-14-2027 Sunday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Robert Cray Band | 2-20-2027 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Paul Mecurio | 2-27-2027 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Rumours ATL - A Fleetwood Mac Tribute | 3-20-2027 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Rumours ATL - A Fleetwood Mac Tribute | 3-21-2027 Sunday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Joanne Shaw Taylor | 3-26-2027 Friday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| Toast - The Best of Bread | 3-27-2027 Saturday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| 10,000 Maniacs | 4-11-2027 Sunday 8:00 PM | Key West Theater in Key West, FL | View Tickets |
| The Wailers | 4-14-2027 Wednesday 8:00 PM | Key West Theater in Key West, FL | View Tickets |