The I Like it HOT! Festival - Largo, FL - Sep 12 to Sep 13, 2020
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 18 to Sep 27, 2020
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 25 to Sep 27, 2020
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 15 to Oct 18, 2020
A diverse lineup of musical styles including smooth jazz, swing and more enjoyed over four days and nights.
John’s Pass Seafood Festival - Madeira Beach, FL - Oct 22 to Oct 25, 2020
One of the largest seafood festivals in the US, featuring samples from a Chef Showdown and live music, arts & crafts, and Flavors of the Gulf (a ticketed event).
Chalk Festival - Venice, FL - Nov 13 to Nov 15, 2020
An annual festival of incredible chalk drawings around Venice, FL.