May 3
13th Annual Paddle at the Park
Hosted in Fort Walton Beach, the 13th Annual Paddle at the Park is a popular event that invites stand-up paddleboarding enthusiasts to compete while celebrating Henderson Beach State Park’s natural beauty.
May 3 – 4
ArtsQuest Fine Arts Festival
The 37th Annual ArtsQuest Fine Arts Festival will take place on May 3-4, 2025, featuring over 100 juried artists, $10,000 in prizes, interactive art exhibits, live music, and activities for all ages.
May 12 – 17
Florida Jeep Jam
Get ready for the 10th Annual Florida Jeep Jam in Panama City Beach from May 12-17, 2025, where over 2,000 Jeeps will gather for thrilling obstacle courses, scenic off-road excursions, iconic beach crawls, and a parade of accessorized Jeeps along the stunning white sands.
May 20
Bubbly Baytowne
The 37th Annual ArtsQuest Fine Arts Festival will take place on May 3-4, 2025, featuring over 100 juried artists, $10,000 in prizes, interactive art exhibits, live music, and activities for all ages.
May 16 – 17
Digital Graffiti Festival
The Digital Graffiti Festival in Alys Beach is a unique event where global digital artists transform the town's pristine white walls into luminous canvases, celebrating innovation in visual storytelling for an immersive art and technology experience.
May 16 – 18
Billy Bowlegs Pirate Festival
Arg, brace yourselves for a swashbucklin' weekend as a fearsome crew of pirates is takin' over Fort Walton Beach with grand battle reenactments, celebratory fireworks, and a Torchlight Parade down Eglin Parkway.
May 24 – 25
Memorial Day Celebration
Kick off your Summer with a family-friendly Memorial Day Celebration at The Village of Baytowne Wharf, featuring live music all weekend, fun activities for kids on Sunday, and an exciting fireworks show!