Cockenoe Harbor is a coastal harbor on Long Island Sound in Norwalk, Connecticut, forming part of the Norwalk Islands archipelago. The harbor is a saltwater feature with significant tidal influence and exposure to open sound conditions. The primary paddling experience involves navigating among the islands, which serve as a natural barrier to heavy seas but can still present challenging conditions. Several islands in the archipelago, including Shea and Grassy Islands, are managed by the Norwalk Parks and Recreation Department and offer public access with grills and campsites available by reservation. Chimon and Sheffield Islands are part of the Stewart B. McKinney National Wildlife Refuge, where interior access is restricted but anchorage is permitted. The historic Sheffield Island Lighthouse, built in 1868, is a notable sight accessible via tour boats, though its dock is reserved for those vessels.

Access for paddlers is indicated from the Norwalk area, with specific outfitters like Kayak Adventure offering guided trips such as full moon paddles in the harbor. The harbor is adjacent to Calf Pasture Island and Peck Ledge. Navigation requires caution due to shoal water, rocks, and reefs, particularly at the harbor entrance near Peck Ledge Light. The area is used by powerboats, and the main channel into Norwalk Harbor is well-marked and federally maintained, indicating significant boat traffic that paddlers must anticipate. The recommended route from the east involves keeping specific navigational aids like "R24" to starboard and avoiding dangerous shoals, highlighting that paddlers should possess strong coastal navigation skills and consult current charts. The water body is used for recreational activities including kayaking, swimming, and fishing. The collective islands provide a resource for paddlers, birders, and families looking for a place to explore.