Best 468 things to do in Osprey, FL

Sip mimosas on Sarasota Bay while looking for dolphins

Taste Sarasota’s food scene with chef-selected pairings and local stories

Watch Key West's sunset from a private sport yacht

Celebrate your bride-to-be with music, Gulf views, and a private party cruise

Sail the Gulf with music, a celebratory toast, and a private party atmosphere

Celebrate the bride with music, Gulf views, and time to toast together

Cruise into the Florida sunset with a US Coast Guard licensed captain

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

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

Private 2-hour sunset cruise to spot dolphins in Sarasota Bay

Private sandbar cruise to Jewfish Key for swimming, snorkeling, and shelling

Experience dolphins, sandbars, and a relaxing sunset cruise in the bays of Anna Maria Island.

See non-migratory dolphins and unique wildlife while exploring the bays of Manatee and Sarasota.

Cruise to Egmont Key for shelling, snorkeling, and a Florida state park stop

Cruise local sandbars and look for dolphins from Bradenton Beach Marina

Cruise to Egmont Key for shelling, snorkeling, and beach time on a private boat

Cruise Sarasota Bay on a private dolphin eco tour aboard the Anna Maria Explorer

Cruise Anna Maria Sound at sunset on a 2-hour dolphin-watching boat ride

Customize a private cruise for sandbars, islands, and waterfront stops

Cruise Anna Maria waters with shade, GPS, and room to relax

Ride into Palma Sola Bay for a guided sunset swim on horseback

Enjoy a self-guided paddle adventure with a versatile inflatable board.

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Watch the sunset on a sea horse ride on Palma Sola Causeway