Rossiter Pintail Sailboats for Sale & Market Overview

The Rossiter Pintail stands as a testament to the enduring appeal of the "pocket cruiser," a robust and seaworthy 27-foot triple-keeler or long-keeler designed by Hugh Rossiter and built by the Rossiter Yachts yard in Christchurch, Dorset. Introduced in the 1960s and produced through the 1980s, the Pintail was conceived for the demanding waters of the English Channel and the North Sea. Unlike the mass-produced, lightweight hulls of the same era, the Pintail was constructed with a heavy-displacement philosophy, emphasizing safety and comfort over raw speed. Its distinctive silhouette—often featuring a transom-hung rudder and a high, protective coachroof—has earned it a reputation as a "little ship" capable of coastal hops and serious offshore passages alike. The builder’s heritage is deeply rooted in traditional craftsmanship, a fact reflected in the Pintail’s high-quality joinery and stout GRP layup.