things to do in Osprey, FL

Cruise, swim, and unwind on a private Yellowfin center console

Cruise, swim, and unwind aboard a private Yellowfin charter

Watch the sunset on a sea horse ride on Palma Sola Causeway

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

Design a private day of fishing, snorkeling, and sandbar stops

Enjoy a self-guided paddle adventure with a versatile inflatable board.

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

Scan Sarasota's coastal waters for dolphin sightings by jet ski

Explore Egmont Key from the water by jet ski

Explore Egmont and Passage Key by guided jet ski

Ride side by side on two jet skis in Sarasota Bay

Ride Sarasota Bay together on three jet skis

Bring your crew together on four jet skis in Sarasota Bay

Take the controls on a high-performance jet ski built for one rider

Paddle Sarasota Bay, then taste your way through downtown

Browse local boutiques, enjoy light bites, and uncover Sarasota stories

Sample local flavors while uncovering Sarasota's art, history and circus lore

Taste Sarasota’s food scene with chef-selected pairings and local stories

Sip, shop, and uncover John Ringling's St. Armands legacy

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

Private 4-hour sandbar and island hop with morning or afternoon departures

Design your day around snorkeling, sandbars, paddling, and time on the water

Watch Gulf sunsets and waterfront Christmas lights from a private, captain-led boat

Walk downtown Venice through the stories of its pioneering women