Best 133 things to do in Osprey, FL

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

Rent a 21' deck boat for up to 10 and cruise the Intracoastal Waterway or Gulf

Cruise the Intracoastal Waterway on a 22' pontoon, up to 12 passengers

Rent a 26' Panga for fishing or diving, up to 6 passengers

Rent a single or double kayak for 4 or 8 hours

Rent a 20' deck boat for up to 10 passengers on the Intracoastal Waterway or Gulf

Rent a 22’ deckboat for up to 10 and cruise the Intracoastal Waterway or Gulf

Rent a 22’ pontoon for up to 12 on the Intracoastal Waterway

Rent a 22’ pontoon for up to 12 on the Intracoastal Waterway

Rent a 22’ pontoon for up to 12 on the Intracoastal Waterway

Cruise for 4 hours with a licensed captain on a private, customizable trip

Private 1 hr 45 min sunset cruise for up to 6 with a licensed captain

Cruise Siesta Key by e-bike with a rental timed for sunset

Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.

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

Launch from Turtle Beach and paddle to Midnight Pass