Key West Country Events
Displaying 3 events
North America > United States > Florida > Key West > Events > Concerts & Shows > Country
Key West Country Events
Key West brings its island spirit to the stage with live music, open-air concerts, and laid-back performances happening daily. From local bands to touring acts, enjoy entertainment with a tropical twist. See what’s playing during your stay.
4/7/2026
Crystal Gayle
Crystal Gayle, an iconic figure in the world of country music, is set to grace the stage at the Key West Theater, offering fans an intimate and unforgettable musical experience. Known for her silky-smooth voice and timeless hits, Crystal Gayle has ca... Read more
Thursday, April 2, 2026 8:00 PM - Squirrel Nut Zippers
Tuesday, April 7, 2026 8:00 PM - Crystal Gayle
Friday, November 20, 2026 8:00 PM - Dusty Slay
All upcoming events are listed on this page. You can view all regular performing shows by visiting the Key West Shows page.