Doctors Pass is a narrow, rock-jettied inlet in North Naples, Florida, that connects Moorings Bay to the Gulf of Mexico. It is spanned by a bridge on Gulf Shore Boulevard North. The pass is shallower, narrower, and more prone to shoaling than the larger Gordon Pass to the south, making it a secondary inlet primarily used by smaller recreational boats from the surrounding residential canal systems. A key public access point for paddlers is Via Miramar Beach, located at 2699 Gulf Shore Blvd. N., where a short walk south leads to the jetty at Doctors Pass. Some residential areas, like The Moorings, offer private kayak launches. The paddling experience is defined by its coastal, engineered character, with rock jetties framing the entrance and a network of sheltered residential canals inland. The area sees boat traffic, and paddlers must navigate a designated 20-foot-wide access channel in Moorings Bay that cannot be obstructed. Strong tidal currents are a noted hazard in the region's passes, and the shallow, shoal-prone nature of Doctors Pass requires attention to tide stages, particularly at low tide. Paddling out through the pass provides direct access to the Gulf of Mexico, enabling longer trips, such as a three-mile southbound paddle along the coast to Clam Pass. The surrounding waterway is part of the Florida Circumnavigational Saltwater Paddling Trail. Wildlife includes dolphins, and the jetty rocks attract fish. The area is maintained by the Moorings Bay Special Taxing District, which focuses on water quality and navigability, including maintenance dredging.