Best 192 things to do in Osprey, FL

Cruise Sarasota Bay with a 17-foot deck boat rental

Cruise Siesta Key waters on a 25' pontoon for up to 12

Rent a 25-foot pontoon for up to 12 people for a full day on the water

Rent a 23-foot pontoon for up to 10 people

Cruise Sarasota Bay on a 17' deck boat

Rent a 21' deck boat for up to 8 people on Siesta Key

Rent a 23-foot pontoon for up to 10 people

Rent a 21-foot deck boat and cruise the bay with up to 8 people

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

Cruise Sarasota Bay at sunset and look for dolphins

Cruise Anna Maria Island waterways and look for dolphins with drinks included

Cruise Sarasota Bay at sunset and look for dolphins

Cruise the bay with gourmet donuts and wildlife spotting

Cruise Sarasota Bay for dolphin sightings with donuts and coffee

Cruise the Intracoastal Waterway with dolphin and manatee spotting

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