05/15/2026
Pensacola Beach is stacking the calendar for the weekend of May 16–17 with sunrise stretch sessions, races, beach cleanups, family-friendly festivals, and all-day tournaments from the Boardwalk to Casino Beach. Whether you’re looking to break a sweat, support coastal causes, browse local makers, or sip and stroll at the Art & Wine Festival, here’s a quick, at-a-glance lineup of what’s happening on the island.
Saturday, May 16
• 7:30 a.m. SUP Yoga at Key Sailing, ends at 8:30 a.m. (pensacolabeachyoga.net to reserve)
• 7:30 a.m. Waves to Wine 5K, finishes at Sandshaker. (www.waves2wine5k.com/race-information)
• 8:45 a.m. Ocean Hour Beach Clean Up, Casino Beach. Ends at 10 a.m. (www.facebook.com/oceanhourfl/events)
• 9:00 a.m. Rally for Gulf Wildlife, Gulfside Pavilion. Ends at 11 a.m. (www.endangered.org/marine-life-rallies/)
• 9:00 a.m. Escambia County Coastal Plant Giveaway, Beach Church. Ends at noon (www.myislandtimes.com/newsadmin/escambia-county-to-host-free-coastal-plant-giveaways)
• 9:00 a.m. Emerald Coast Rally Skimboard Contest, West of Pier, all day (www.facebook.com/people/Shoreline-Syndicate/61586038118718/)
• 9:00 a.m. Pensacola Beach Roller Hockey Tourney, Cowley Park. All day.
• 9:00 a.m. Hot Rods at Paradise Inn parking lot. All day. (www.facebook.com/ParadiseBarandGrillPensacolaBeach/events)
• 10:00 a.m. Beach Volleyball Tourney for Rally at Salty Rose. (www.facebook.com/Floridamanvolleyball)
• Noon Pensacola Beach Yacht Club Sea Buoy Race (www.pensacolabeachyachtclub.org/events)
Sunday, May 17
• 10:00 a.m. Makers at The Shaker. Ends at 3 p.m. (www.sandshaker.com)
• 11:00 a.m. Art Walk on the Boardwalk. Ends at 6 p.m.
• Noon Art and Wine Festival, Boardwalk and Gulfside Pavilion. Ends at 5 p.m. (www.pensacolabeachchamber.com/events/artandwinefestival)