Best 469 things to do in Osprey, FL

Set sail on an interactive pirate cruise with a treasure hunt

Set sail on an interactive private treasure hunt for your crew

Target bay and nearshore species on a private afternoon charter

See the sunset over Tampa Bay, then cruise past Bradenton's city lights

Customize a luxury day on the water for swimming, fishing, sightseeing, or celebrations

Cruise Anna Maria Island waters with a paddle board and kids kayak included

Cruise Anna Maria Island waters with a paddleboard and kids kayak included

End your day with Gulf views from a family-friendly boat

Cruise Anna Maria Island waters and look for wild bottlenose dolphins

Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours

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

Soar over Anna Maria Island with single, tandem, or triple flight options

Private coastal cruise with dolphin and wildlife viewing

Make Egmont Key your private beach day

Private Gulf sunset charter with room for your favorite refreshments

Customize a private double-decker cruise with music, sandbar swims, and Egmont Key exploration

Cruise Anna Maria Island waterways as the sun sets

Cruise Anna Maria Island and relax at a sandbar

Ride a swimming horse through Palma Sola Bay’s waters

Ride from the beach into the water with one-on-one horse guidance

Ride from beach to bay as the sun sets