Water Activities in Osprey, FL

Paddle Jim Neville Marine Preserve to water-only Midnight Pass Beach

Experience marine life up close on a comfortable pontoon cruise for all ages.

Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

Paddle Longboat Pass for 4 hours with a map and basic lesson

Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.

Cruise Sarasota on a 21 ft Chaparral with Bluetooth stereo and swim ladder

Cruise Sarasota Bay, swim at a sandbar, and relax with water toys and your own drinks

Paddle a 100% clear kayak to mangroves and a secluded beach near Sarasota

Island-hop for 4 hours with snorkeling and water toys, tailored for families

Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon

Explore Lido Key’s protected waters and mangrove tunnels at your own pace

Paddle Lido Key’s mangrove tunnels with a local naturalist guide

Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

Kayak Little Sarasota Bay to South Lido’s shaded mangrove tunnels

Soar over Siesta Key’s coastline with an optional Gulf dip

Paddle Sarasota’s mangrove tunnels on a 2-hour guided kayak tour

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

Fly solo, double, or triple on a parasail flight

Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar

Cruise scenic waterways with a captain and look for local dolphins

Parasail with an 800 ft line and 14 minutes of flight time

Ride Yamaha jet skis with fuel included on Anna Maria Island

Cruise sandbars and island stops on your own schedule