things to do in Osprey, FL

Cast along grass flats and mangrove shorelines for inshore species

Paddle with a dedicated guide as the Florida Gulf Coast sun sets

Explore Siesta Key with room for your belongings

A ready-styled picnic setting with personalized touches

Customize a private cruise with snorkeling and wildlife searching

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

Paddle the mangrove tunnels of Ted Sperling Park with a local guide

Relax on a 2-hour private cruise through Sarasota and Roberts Bays

Cruise Anna Maria Island waterways as the sun sets

Paddle Gulf Coast waters at your own pace and explore nearby islands

Rent a 24' Sea Ray SunDeck to explore Sarasota waterways and sandbars

Watch the Gulf of Mexico sunset from an intimate boat cruise

Explore Tampa Bay reefs and backcountry on a private fishing outing

Paddle Lido Key’s mangrove tunnels with a private guide from Ted Sperling Nature Park

Explore Siesta Key on a street-legal scooter built for two

Share a styled picnic with wine, roses, dessert, and a photo session

Search for dolphins, snorkel in shallow waters, and cruise Florida’s coast privately

Cruise Siesta Key’s shoreline from a beachfront pickup point

Paddle Lido Key mangrove tunnels with a private guide

Watch the Sarasota sunset from a private tiki boat

Rent a street-legal 6-passenger golf cart with delivery included

Paddle Gulf Coast waters and discover barrier islands with a guide

Cruise Southwest Florida waterways with room to relax, swim, and sunbathe

A private boat charter for your group at sunset