things to do in Osprey, FL

Private evening cruise on Florida waters with room for your snacks and drinks

Cruise by boat to Rumbay Restaurant on Private Palm Island

Search nearby beaches for shark teeth and seashells from a shaded tritoon boat

Cruise to a sandbar with a jet ski, paddleboard, and snorkel gear

Cruise, anchor, and relax aboard a 2024 tritoon

Comfortable tritoon rental with shaded seating and onboard navigation gear

Take the controls for an independent jet ski ride in a designated area

Take the controls and cruise a designated riding area at your own pace

Spot bottlenose dolphins on a captain-led eco-cruise through the bay

Explore a sandy sandbar and look for dolphins on a private boat outing

Spot dolphins and explore a sandbar on an educational North Sarasota Bay eco-tour

Cruise North Sarasota Bay at sunset with narrated island and wildlife views

Cruise North Sarasota Bay with resident dolphins and a licensed master captain

Spend 6 hours on the water with a private Siesta Key boat charter

Build your ideal day on the water

Cruise Siesta Key waters and watch for dolphins and manatees

Build your own full-day private boat charter from Siesta Key

Watch the sunset from a comfortable boat on a 2-hour Siesta Key tour

Ride Sarasota Bay and Siesta Key waters with safety gear included

Target reef species offshore with AM or PM options

Target snapper, grouper and more on an offshore fishing trip

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