Water Activities in Osprey, FL

Explore Lido Key’s mangrove tunnels with included gear, map, and a brief lesson

Ride new Yamaha jet skis across Florida's largest riding area at your own pace

Kayak Sarasota’s mangrove islands with an experienced guide on a 2-hour afternoon tour

Private island boating with swim, snorkel, and paddleboard time

An easy paddle outing for families and friends

Make Egmont Key your private beach day

Paddle Lido Key’s mangrove tunnels with a guide in 2 hours

Paddle Robinson Preserve's mangrove estuary in a clear tandem kayak

Cruise, swim, and beach-hop around Anna Maria Island aboard a spacious deck boat

Fly parasailing on a private trip for up to 12, with observer spots if space allows

Customize your 2-hour private TriToon cruise with a captain included

Cruise, swim, and island hop on a fully loaded pontoon

Paddle between Anna Maria Island and Longboat Key with a guided wildlife-focused route

Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

Rent a 23-foot pontoon for up to 10 people

Paddle the Lido Key Mangrove Tunnels with a 4-hour single or tandem kayak rental

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

Private Gulf sunset charter with room for your favorite refreshments

Paddle mangrove tunnels and explore Midnight Pass Beach

Explore historic ruins and snorkel submerged batteries on a private Egmont Key charter

Cruise, swim, and explore with triple-pontoon stability and Mercury 150HP power

Target bay and nearshore species on a private afternoon charter

Customize a 4.5-hour private sandbar charter with a captain

Launch from Turtle Beach and paddle to Midnight Pass