things to do in Osprey, FL

Skip the traffic and parking hassles with a ride on the water

Leave traffic and parking hassles behind

Target sharks off Boca Grande with Captain Steve

Target tarpon in Boca Grande’s Gulf Coast waters

Cast for Gulf Coast favorites in Boca Grande’s backcountry waters

Cast for snapper, grouper, and more off Boca Grande

Search Anna Maria Island waters for wild dolphins

Design your own Gulf Coast island escape

Design your ideal day on the water

Cruise to island bars and waterfront eateries by boat

An evening cruise for Gulf views and changing skies

Pedal kayak Sarasota Bay to seagrass beds and mangrove tunnels

Pedal kayak 2 miles through mangrove tunnels at Emerson Point

Pedal through seagrass beds and mangrove tunnels on a 2-mile Neal Preserve tour

Paddle to sandbars and a secluded beach for Gulf sunset views

Paddle Sarasota Bay’s mangrove tunnels and look for seasonal birdlife

Paddle mangrove tunnels and explore sandbars in Terra Ceia Bay

Choose a single or tandem kayak with free delivery to your location

Morning paddle through mangroves in a clear tandem kayak

See Florida sunset colors from a clear tandem kayak

Paddle a clear, LED-lit kayak through Anna Maria Island Sound after dark

Private fishing trips with gear, bait, licenses and catch filleting included

Explore Florida waters on a private charter with space for your snacks and drinks

Slide, snorkel, and swim on a private double-decker charter