Cruise north past Dunedin and drop anchor near the quiet tip of Honeymoon Island, a peaceful stretch of sand where you can wade, swim, or look for shells away from the crowds. This protected area is known for its calm waters and frequent dolphin & manatee sightings. (All charters are customizable and times are approximate.)

Accessible only by boat, Caladesi Island is one of Florida’s most beautiful barrier islands. Step ashore to walk its soft white beaches or float just off the shoreline. Captain Chris will share stories of local history and the marine life that makes this area so unique. (All charters are customizable and times are approximate.)

Cruise south along the Clearwater Beach coastline for panoramic views of the white-sand shoreline and the skyline from the water. If the seas are right, we’ll head briefly into the Gulf to pass Clearwater Beach by way of open water — a view most visitors never get to see. One Tree Island (Stop) Anchor off this small locals-only island for a laid-back swim or floating break. Toss out the floats, relax with your favorite drink, and enjoy the easygoing “Boat Like a Local” vibe that makes this stop a Captain Clearwater favorite. (All charters are customizable and times are approximate.)