Best results for Water Activities in Osprey, FL

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

Book a private clear-kayak tour with a guide for groups up to 14

Experience Siesta Key like never before—from 400 feet above the ocean!

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

Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.

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

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

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

Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

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

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

Customize your day exploring sandbars, islands, and marine life on a private catamaran.

Explore pristine sandbars, collect shells, and relax on a fun 3-hour boat excursion

Charter a private boat for your group from Anna Maria Island

Charter a private FunBoat on Anna Maria Island with paddleboards and beach games

Charter the FunBoat with crew, paddleboards, and beach games

Private boat charter for up to 20 with paddleboards, beach games, and crew

Charter a FunBoat with paddleboards and beach games for your group

Explore Venice's fossil-rich waters and hunt prehistoric shark teeth by snorkel, Huka, or scuba

Brush up your scuba skills with pool training and gear review

Guided beach dive to search for Megalodon fossils

Hear prehistoric tales as you cruise at sunset in Venice, the Shark Tooth Capital

Dive the reef with a Divemaster—no scuba certification needed

Rent a 20' deck boat with Bluetooth stereo for up to 10 passengers