Billy Bowlegs Festival

May 13, 2022 – May 16, 2022 all-day
Fort Walton Beach, FL
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All information in this post is from the FWB City Manager webpage, we are not responsible for the accuracy of the information.

Billy Bowlegs Pirate Invasion & Downtown Party

The City of Fort Walton Beach is proud to partner with the Downtown Merchants and the Krewe of Bowlegs to host the 66th Annual Billy Bowlegs Pirate Festival beginning with a Downtown Pub Crawl on Thursday, May 12, 2022 and ending with the Torchlight Parade on Monday, May 16, 2022.

The 2022 Billy Bowlegs Pirate Festival includes a Concert at the Landing featuring the Hollywood Vagabonds from 6 p.m. to 8 p.m. on Friday, May 13th. As Mayor Rynearson is listening to the great music, Captain Billy 66 will attempt an initial invasion of the Fort Walton Beach Landing Park (131 Brooks Street SE).

On Saturday, May 14th, at the Fort Walton Beach Landing Park there will be pirate-themed activities for kids from 11 a.m. to 3 p.m. including DJ on stage, bounce house pirate ship and face painting.  Food and beverage concessions will be available for purchase as well as Bowlegs t-shirts for sale at the Bowlegs Pirate Ship Float!  Be sure to be there at 2 p.m. to prepare for the arrival of Captain Billy 66 and his krewe of scallywags as they march inland distributing beads, booty and coins (photo ops available in front of Bowlegs Pirate Ship) and continue their mischief Downtown and attempt to take over the City from Mayor Rynearson.

Everyone is invited to a block party with live entertainment on Ferry Road SE between Burrito del Sol and the Salty Duck – DJ from 3-9 p.m. at the Blackhawk Pirate Ship on Ferry Road – where Captain Billy himself will join the party. The night will be capped off with a fireworks display Downtown at 8:30 p.m.!

You don’t want to miss this FREE event! See you there.

Have questions about the upcoming Billy Bowlegs events?


Thursday, May 12, 2022
Pub Crawl
Laura Avery

Friday, May 13, 2022
Concert at the Landing & Initial Skirmish
Tiffiny Corcoran

Jeff Peters

Saturday, May 14, 2022
Pirate Landing & Downtown Party
Tiffiny Corcoran

Jeff Peters

Monday, May 16, 2022
Torchlight Parade
Rachelle Graves