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In addition to works of art to view and purchase, the Raymond James Gasparilla Festival of the Arts features performances by local vocalists and bands. The schedule of performances on Saturday and Sunday will be posted the beginning of 2009.

Performers from 2008 included Key West George, Hypnophoinc, Tom Jemmott, Julie Black-Angel for Blues Band, Sheila Kirsten Hughes, Stacey Knights, Supernatural, Blake School of the Arts Jazz Ensemble, Coastline and Pete Merrigan.