Water Activities in Osprey, FL

Private cruising, sandbars, and swim stops on your schedule

Private Aviara cruising with sandbar-ready comfort

Private evening cruising with lounge seating, bar amenities, and Sarasota Bay views

Cruise, swim, and relax aboard a crewed 112-foot Westport yacht

Cruise Sarasota Bay aboard a private yacht built for relaxed coastal escapes

Plan a private coastal day with a flybridge, swim platform, and indoor-outdoor space

Design a private Gulf Coast cruise aboard a spacious Prestige 630

Design your own Gulf Coast evening aboard a 63-foot Prestige yacht

Target red snapper on a private offshore fishing day

Target grouper, snapper, amberjack, and more offshore

Fish offshore waters for red snapper when conditions allow

Chase Seasonal Snapper and Grouper Far Offshore

Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax

Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon

Cruise Sarasota Bay and the Intracoastal on a roomy pontoon

Cruise Sarasota Bay and the Intracoastal with room for up to 14

Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

Cruise Sarasota’s bays and waterways with fishing-ready gear

Cruise or fish Sarasota Bay on a 22-foot center console

Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat

Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring

Cruise Sarasota Bay on a roomy SportDeck boat

Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

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