Although we were not there during this festival, during the first 2 weeks of May in Key West is the Key West Songwriter's Festival (you'll notice in the 1st photo, the sign indicates it's the "Songwriter's" festival - only 1 songwriter?  I think not, grammar error - should be Songwriters', eh?) - this year's festival is the 18th annual.    I'm thinking that would be a great time to return to Key West.