Grassy Key Paddle Battle

Two people paddleboarding on calm, turquoise water under a clear sky.

Make a splash in the Florida Keys with an unforgettable week of water sports, wellness, and island adventure at Grassy Flats Resort & Beach Club.

The experience begins with a casual Meet & Greet at Barrel & Bale Tiki Bar, setting the tone for a week filled with camaraderie, learning, and plenty of time on the water. Each day features opportunities to sharpen your skills with paddleboarding, foiling, and outrigger canoe clinics led by accomplished athletes and instructors including Packet Casey, Jake Portwood, and Johnny Puakea.

When you’re not training, settle into island time with yoga sessions, live music, local dining, and relaxing afternoons at The Lagoon on Grassy Key. Scenic races and friendly competition add a little adrenaline, while community dinners offer the chance to unwind and connect with fellow participants.

The week culminates with a memorable sunset sandbar paddle, combining spectacular Florida Keys scenery with the sense of community that defines the entire experience.

Whether you’re a seasoned paddler looking to refine your technique or a newcomer ready to discover a new passion, this weeklong gathering offers an inviting blend of adventure, instruction, wellness, and tropical relaxation.

Grab your paddle and head to Grassy Key for a week where skill, spirit, and sea come together in true Florida Keys style!

Event funding provided by the Monroe County Tourism Development Council.