things to do in Osprey, FL

Customize your private cruise with sandbar, beach, dining, and wildlife stops

Cruise and anchor around Sarasota Bay by 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

Set sail on a private Sarasota party charter tailored to your celebration

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

Customize a Sarasota cruise with an experienced captain

Feed fish and spot marine life beneath LED-lit clear-bottom kayaks

Spend 3 hours cruising Sarasota Bay with a sandbar stop

See Anna Maria Island from above on a 12-minute parasail flight

Parasail up to 300 feet above St. Pete Beach with a USCG-inspected boat

A day on the water with snorkel gear and underwater scooters

Cruise Anna Maria Island and relax at a sandbar

Cruise Sarasota’s waterways between waterfront restaurants and tiki bars

Relax on Sarasota Bay as sunset colors fill the water

Cruise Sarasota’s waterways with swimming, sandbar games, and seashell collecting

Cruise sandbars, swim, and bring your own drinks

Golden-hour pontoon cruise with sunset views and wildlife spotting

Cruise Sarasota Bay’s homes, mangroves, and landmarks while watching for local wildlife

Design a private evening on Anna Maria Island’s waters

Cruise Anna Maria Island sandbars for swimming, water toys, and time with your group

Bring food and drinks for a karaoke-ready cruise on Charlotte Harbor

Look for dolphins and coastal wildlife aboard a private boat adventure

Private island bar cruise with a captain, custom stops and your music