St Petersburg Fall Festivals – Fall 2023 FL Events

Gulfport Geckofest - Gulfport, FL - Sep 2 to Sep 2, 2023
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 9 to Sep 10, 2023
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 22 to Oct 1, 2023
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 22 to Sep 24, 2023
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 19 to Oct 22, 2023
A diverse lineup of musical styles including smooth jazz, swing and more enjoyed over four days and nights.

Chalk Festival - Sarasota, FL - Nov 1 to Nov 1, 2024
2023: Will be back in November 2024 (dates approximate). Normally: An annual festival of incredible chalk drawings