Freedom 39 Sailboats for Sale & Market Overview

Builder drawing

Hull type

Monohull · fin

Rig

Cat Ketch

LOA

39' · 11.89 m

Displ.

18,500 lbs · 8,391 kg

First year

1983

The Freedom 39 represents a pivotal moment in the evolution of Gary Hoyt’s "unstayed" design philosophy, blending his radical rigging concepts with a sophisticated hull form by the renowned naval architect Ron Holland. Produced by TillotsonPearson Inc. (TPI) in Rhode Island, the 39 was a significant departure from the more traditional, heavydisplacement Freedom 40 that preceded it. By commissioning Ron Holland—a designer synonymous with highperformance IOR racers—Freedom Yachts sought to prove that a rig without standing rigging could be paired with a modern, slippery hull to create a fast, capable offshore cruiser. This model was primarily delivered in two distinct rig configurations: the Cat Ketch and the Schooner, along with a specialized Pilothouse variant. Unlike the earlier models that utilized aluminum masts, the Freedom 39 leaned heavily into TPI’s expertise with carbon fiber, providing the strengthtoweight ratio necessary to support large sail areas without the need for shrouds or stays.