Boat Tours in Osprey, FL

Cruise Sarasota’s waterways between waterfront restaurants and tiki bars

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

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

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

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

Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people

Private coastal cruising with flexible routes and sunset options

Cruise sandbars, swim, and bring your own drinks

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

Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops

Cruise coastal waters with time for a sandbar swim, waterfront stops, or an eco-focused outing

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

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

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

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

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

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

Set sail on an interactive pirate cruise with a treasure hunt

Cruise Anna Maria Island by captained tritoon with room for up to 6

Private Gulf cruise with sunset views and chances to spot marine life

Cruise to a local sandbar and swim or snorkel

Private Yellowfin cruise with sandbar swimming and sunset views

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