Water Activities in Osprey, FL

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

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

Cruise sandbars, swim, and bring your own drinks

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

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

Explore Fort Dade ruins, a historic lighthouse, and Gulf Coast wildlife

Bring your crew for a harbor cruise with sunset views, music, and karaoke

Cruise Charlotte Harbor at sunset with food, drinks, and your favorite music

Cruise Charlotte Harbor with music, karaoke, and space to celebrate

Set your own pace on a private sandbar day with swimming, snorkeling and lunch

Explore Siesta Key's changing underwater snorkeling spots with a captain

Settle in for a captain-led sunset cruise on Sarasota’s waterways

Modern jet skis with onboard audio and maintained equipment

Anchor at a sandbar for a private day of swimming and beach time

Take the helm for flexible cruising, fishing, and sandbar stops

See December's waterfront Christmas lights from your own private tiki boat