St Petersburg Fall Festivals – Fall 2021 FL Events

Chalk Festival - Venice, FL - Jun 1 to Sep 30, 2021
An annual festival of incredible chalk drawings around Venice, FL.

Gulfport Geckofest - Gulfport, FL - Sep 4 to Sep 4, 2021
20th annual. The theme is American Band Stand. Come on down for two stages of live music, hundreds of vendors serving up food, arts and crafts, lots of kids activities, and street performances of all kinds. Parking is free!

The I Like it HOT! Festival - Largo, FL - Sep 11 to Sep 12, 2021
The largest gourmet spicy food show in Florida. Sample and purchase hundreds of spicy foods from around Florida.

Island Hopper Songwriter Fest - Fort Myers Beach, FL - Sep 17 to Sep 26, 2021
A three-part event taking part on Captiva Island, Downtown Fort Myers, and Fort Myers Beach, and featuring performers who write their own songs

Clearwater Super Boat and Seafood Festival - Clearwater, FL - Sep 24 to Sep 26, 2021
Last year over 180,000 people filled the beaches and shores of the 2.5 mile race course, including those on over 2500 boats, as they watched super boats race each other over the three-day festival.

Clearwater Jazz Holiday - Clearwater, FL - Oct 14 to Oct 17, 2021
A diverse lineup of musical styles including smooth jazz, swing and more enjoyed over four days and nights.