The late, great Gamble Rogers (1937-’91) was the de facto troubadour of Florida folk music, spinning many of his songs and stories from the mythical Oklawaha County. Part raconteur, part countercultural cracker, Rogers’ (pictured) influence as a guiding light and encouraging voice to his peers and up-and-coming musicians touched the lives of folks like Jimmy Buffett, David Bromberg and countless more regional artists. Rogers’ lifelong concern for others continued up to his tragic death, when he drowned while attempting to save a swimmer in distress. The 20th annual Gamble Rogers Music Festival honors both the man and his love of music, with performances by Jim Stafford, The Steel Wheels, Chris Henry & the Hardcore Grass, Harpeth Rising and 50 more musical acts (many locals!), along with an “I Remember Gamble” song and storytelling contest, kids’ activities, arts and crafts and food trucks.