Sailing Performance & Handling
The Chrysler 20 is characterized by its swing-keel configuration, which houses a cast-iron or lead-ballasted foil that retracts into a trunk within the hull. This design allows for a very shallow draft of approximately 12 inches when the keel is up, making it ideal for "gunkholing" and beaching, while extending to nearly 4 feet 6 inches for upwind performance. Because Halsey Herreshoff prioritized stability, the boat carries a generous beam relative to its length, which provides a high degree of initial stability. Owners often note that the boat feels "bigger" than 20 feet, resisting the "tender" or tippy feel common in smaller daysailers.
In terms of handling, the Chrysler 20 utilizes a masthead sloop rig, which provides a balanced sail plan. While it is not a racing machine, the boat tracks well and maintains its momentum through a chop better than many of its lightweight contemporaries. The displacement-to-length ratio suggests a hull designed for predictable, safe cruising rather than planing speeds. According to historical Chrysler Marine marketing materials, the boat was engineered to be "forgiving" for novices, with a cockpit large enough to keep the crew comfortable even when the boat is heeled.
Interior Comfort & Variations
For a 20-foot vessel, the interior of the Chrysler 20 is remarkably well-utilized, providing what the manufacturer marketed as "overnighting capability for a family of four." The layout typically features a V-berth forward and two quarter berths that extend aft under the cockpit seats. While the cabin lacks standing headroom—a standard trade-off for a trailerable 20-footer—it offers enough vertical space for comfortable sitting and meal preparation.
The Chrysler 20 was often compared to its larger sibling, the Chrysler 22, which shared a similar design language but offered more "amenities" such as a dedicated galley area and a more defined head (toilet) space. The 20-foot model is essentially a condensed version of the 22, maintaining the same fiberglass liner construction that made the interiors easy to clean and bright. Sibling models built on similar principles include the Chrysler 26, which offered a fixed-keel option and significantly more interior volume, and the Chrysler 18 (the Buccaneer), which leaned more toward performance daysailing than overnight cruising.
Known Issues & Buyer’s Checklist
Prospective buyers of a Chrysler 20 should conduct a thorough inspection of several age-related technical areas common to 1970s fiberglass builds.
- Keel Pivot Bolt and Trunk: The swing keel is the most critical mechanical component. Over decades, the pivot bolt can wear the fiberglass hole into an oval shape, leading to "keel clunk" or, in extreme cases, structural failure. Inspect the keel trunk for leaks and the cable/winch system for corrosion.
- Deck Core Integrity: Like many production boats of the era, Chrysler used balsa or plywood cores to stiffen the deck. Inspect for soft spots, particularly around the chainplates, mast step, and stanchion bases, where water penetration can cause delamination and rot.
- Rudder Delamination: The original rudders were often foam-filled fiberglass. If water enters the shell, the internal structure can swell and crack the outer skin. Check for "weeping" of rusty water from the bottom of the rudder.
- Chainplate Reinforcement: On older models, it is advisable to check the bulkheads where the chainplates are through-bolted. Leakage over time can rot the wood, compromising the tension of the standing rigging.
Community & Resources
While Chrysler Marine exited the boat-building business in 1980, a resilient community of owners continues to support the brand. The Chrysler Sailing Association serves as a primary hub for technical data and historical documentation. Many owners also frequent the "Chrysler Sailboat Owners" groups found on major social networking platforms, which have become the modern repository for DIY repair guides and parts-sourcing information. Technical specifications and original sales brochures can often be cross-referenced through the Halsey Herreshoff design archives, which document his contributions to the Chrysler line.
The Verdict
The Chrysler 20 is a quintessential American pocket cruiser that offers a high "fun-to-maintenance" ratio. Its Herreshoff pedigree ensures it is a capable sailor, while its trailerable nature opens up a wide range of sailing venues beyond a single home port.
Pros:
- Ease of Transport: Light enough to be towed by a standard SUV or mid-sized truck.
- Stable Design: The Herreshoff-designed hull is notably stiff and seaworthy for its size.
- Shallow Draft: The swing-keel allows for exploration of thin waters and easy beaching.
- Strong Community: Ample peer support for restoration and parts.
Cons:
- Limited Headroom: The cabin is restricted to sitting headroom only.
- Age-Related Maintenance: Buyers must be prepared to address 40+ year-old fiberglass and hardware issues.
- Performance Limits: It is a steady cruiser, not a competitive racer in modern fleets.
