No matter what time of year you visit Anna Maria Island, there's always something happening! From lively seafood festivals and local art walks to holiday parades, live music, farmers markets, and family-friendly community events, the island's calendar is filled with opportunities to experience its laid-back coastal charm. Whether you're planning your vacation around a signature annual event or simply looking for something fun to do during your stay, explore our event guide below to make the most of your time on Anna Maria Island.