News
The Jayhawks bring their 40th-year tour to the 278-seat Key West Theater
Touring behind 'Sanctuary Park,' the band plays one of the smallest rooms on its run on Thursday, Feb. 25, 2027.
By On at 8 Staff · Nov 3, 2026
Latest in The Florida Keys
Festivals
Mile 0 Fest turns 10: Cross Canadian Ragweed, Ryan Bingham and Old Crow lead Key West's Red Dirt week
By On at 8 Staff · Nov 2, 2026
Shows
The Ocean Blue play Key West Theater on Saturday, Nov 7
By On at 8 Staff · Oct 29, 2026
Shows
Jim Messina returns to Key West Theater for the first time since 2023
By On at 8 Staff · Oct 26, 2026
Festivals
Rum, Sunsets and a Ticketed Stage: Key West Rum Fest Takes Over the Theater, Aug 12–16
By the On at 8 Staff · Aug 10, 2026
Scene
The Year-Round Gig: How Key West Keeps a Music Economy Alive in the Slow Season
By the On at 8 Staff · Aug 7, 2026
Reviews
'Night Flight' and the Little Key West Label That Keeps Betting on the Keys
By the On at 8 Staff · Jul 28, 2026
Features
Caffeine Carl and the Buzz: The Stratocaster That Never Leaves the Tuna
By the On at 8 Staff · Jul 22, 2026