Best 133 things to do in Osprey, FL

Play Slammo at the beach with a 1–7 day rental

Rent a street-legal 8-passenger golf cart with delivery included

Rent a beach cruiser with delivery, helmet, and lock included

Customize a 4-hour private cruise with snorkeling, paddleboarding, dolphin watching, and more.

Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

Tour Sarasota’s Pinecraft community to learn Amish and Mennonite culture

Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.