Best 468 things to do in Osprey, FL

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

Target reef species offshore with AM or PM options

Target snapper, grouper and more on an offshore fishing trip

Watch the Gulf of Mexico sunset from an intimate boat cruise

A private boat charter for your group at sunset

Private waterway cruise with time to swim, float and explore a sandbar

A private eco cruise to spot dolphins, manatees, and shorebirds

Ride Yamaha jet skis with fuel included on Anna Maria Island

Customize a 3-hour beach picnic with setup and cleanup included

Reserve a beach suite setup for six, ready from 10am–4pm

A ready-to-use beach setup with chairs, shade, games, and refreshments

Settle into a shaded beach setup with seating, games, and chilled drinks

Settle into a beach setup with shaded cabanas, lounge chairs, games, and chilled water

Settle into a fully prepared beach lounge with shade, games, and refreshments

A ready-to-enjoy beach lounge with cabanas, games, and chilled drinks

Settle into a ready-to-use beach suite for two

Design a private evening on Anna Maria Island’s waters

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

Look for dolphins and coastal wildlife aboard a private boat adventure

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

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

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

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

Ride wooded trails on horseback, then drive an ATV across the ranch