Willie Nelson at the Strawberry Festival

You would’ve probably been kicked out for rolling one and then smoking it (and beer is out of the question for sure), but the Strawberry Festival’s blue laws couldn’t keep us away from catching the Red-Headed Stranger play that odd, shaded shed out in Plant City. We’ll do it every year, for as long as you’ll have us, Willie. flstrawberryfestival.com 

See all winners from Best of the Bay 2019.

Read his 2016 intro letter and disclosures from 2022 and 2021. Ray Roa started freelancing for Creative Loafing Tampa in January 2011 and was hired as music editor in August 2016. He became Editor-In-Chief...