The Cheoy Lee Midshipman 40 represents a significant milestone in the evolution of center-cockpit cruising yachts, blending the aesthetic traditions of the Lo family’s shipyard with the naval architecture of A.E. "Bill" Luders Jr. Launched in the early 1970s, this model was designed to satisfy the growing American demand for a "liveaboard" vessel that prioritized interior volume and private accommodations without sacrificing the seaworthy characteristics for which Cheoy Lee was already famous. As a heavy-displacement ketch, the Midshipman 40 occupies a specific niche between the classic lines of the Cheoy Lee Clipper series and the more contemporary performance-oriented cruisers that followed in the late 1980s.
Cheoy Lee Midshipman 40 Information, Review, Specs

- Make
- Cheoy Lee
- Model
- Midshipman 40
- Builder
- Cheoy Lee Shipyard
- Designer
- A.E. Luders
- Number Built
- Production Year(s)
- 1972 - ??
Sailing Performance & Handling
The Midshipman 40 is a quintessential heavy-displacement cruiser, characterized by a long fin keel and a skeg-hung rudder. With a displacement-to-length ratio that leans toward the "heavy" end of the spectrum, the boat is not designed for light-air racing but rather for maintaining momentum in a seaway. The ketch rig—the most common configuration for this model—provides a versatile sail plan that allows owners to "reef by dropping a sail," typically dousing the mainsail and sailing under jib and mizzen in heavy weather. This "jib and jigger" configuration keeps the center of effort low and the boat balanced, a trait frequently praised by owners in technical documentation curated by the Cheoy Lee Association.
Under sail, the Midshipman 40 is noted for its "sea-kindly" motion. The Bill Luders hull design ensures that the boat tracks well, requiring minimal helm correction when properly trimmed. However, like many heavy cruisers of its era with a high wetted surface area, it can be sluggish in winds under 10 knots. The modest sail area-to-displacement ratio suggests that the vessel performs best when the breeze freshens, where its stability and predictable heel provide a sense of security for offshore passages.
Interior Comfort & Variations
The Midshipman 40 was explicitly marketed as a "great cabin" yacht, utilizing the center-cockpit layout to provide a completely private master stateroom aft. This cabin typically features a double berth and an en-suite head, separated from the main salon by a walk-through corridor that often serves as the galley or a dedicated navigation station. The main salon is characterized by the extensive use of Burma teak, a hallmark of Cheoy Lee’s construction during this period.
The layout was available with minor variations, primarily involving the configuration of the forward V-berth and the arrangement of the settee in the main salon. While the Midshipman 40 was the flagship of this specific design line, it shares significant DNA with its smaller sibling, the Midshipman 36. Both models emphasized a "tri-cabin" privacy level that was revolutionary for boats under 45 feet at the time. The craftsmanship is evident in the hand-joined cabinetry, though the dark teak interiors can feel somewhat enclosed compared to modern, light-filled designs. Headroom is generous throughout, typically exceeding 6'3" in the main salon, making it a viable long-term home for taller sailors.
Known Issues & Buyer’s Checklist
Prospective buyers must approach a Midshipman 40 with a specific focus on the unique construction methods used by Cheoy Lee in the 1970s. The most critical area for inspection is the "teak sandwich" deck. Cheoy Lee often laid teak planks over a fiberglass sub-deck, secured with thousands of screws. Over decades, these screw holes can allow water to penetrate the core, leading to widespread delamination and rot. A thorough moisture meter test and "percussion sounding" with a phenolic hammer are essential during a survey.
Another common technical concern involves the original stainless steel fuel and water tanks. These were often glassed into the hull or tucked deep under the cabin sole, making replacement a labor-intensive "engine-out" or "floor-up" project. Evidence of weeping or "tea-staining" at the tank seams is a red flag. Additionally, the chainplates—where the rigging attaches to the hull—should be inspected for crevice corrosion, particularly where they pass through the deck. Finally, while Cheoy Lee was a pioneer in fiberglass, early hulls may exhibit osmotic blistering; while usually cosmetic, a heavy concentration of blisters may require a bottom peel and epoxy treatment.
Community & Resources
The primary hub for technical support is the Cheoy Lee Association, which maintains an extensive archive of original blueprints, brochures, and maintenance wikis specific to the Midshipman series. Because these boats were built to a high standard of joinery but utilized complex plumbing and electrical systems for their time, the association's member-contributed technical papers are invaluable for modern refit projects.
The Verdict
The Cheoy Lee Midshipman 40 is a robust, traditional cruiser that offers an exceptional amount of living space for its length. It is an ideal choice for couples seeking a classic aesthetic and the safety of a heavy hull for coastal or blue-water cruising.
Pros:
- Exceptional privacy provided by the center-cockpit, tri-cabin layout.
- Timeless Bill Luders design with predictable, sea-kindly handling.
- Rich, high-quality Burma teak joinery that is rarely matched in modern production boats.
- Versatile ketch rig for easy sail handling in heavy weather.
Cons:
- High maintenance requirements for exterior teak decks and brightwork.
- Sluggish performance in light air and a relatively large turning radius under power.
- Potential for significant "hidden" costs related to deck core saturation and aging metal tanks.
Measurements
Construction & Hull
- Construction Material
- Fiberglass
- Hull Type
- Monohull Sailboat
- Keel Type
- Fin
- Rudder
- 1x Skeg-Hung
- Ballast
- 6000 lbs
- Displacement
- 22000 lbs
- Water Capacity
- 180 gal
- Fuel Capacity
- 150 gal
Dimensions
- Length Overall (LOA)
- 39.83 ft
- Waterline Length (LWL)
- 32.5 ft
- Beam
- 13 ft
- Draft
- 4.5 ft
- Max Headroom
- -
- Air Draft
- -
Rig & Sails
- Rig Type
- Ketch
- P (Main Luff)
- 38 ft
- E (Main Foot)
- 14 ft
- I (Foretriangle Height)
- 44.25 ft
- J (Foretriangle Base)
- 14.8 ft
- Forestay Length (est)
- 46.66 ft
- Sail Area
- 728 sqft
Calculations
- Sail Area / Displacement (SA/D) Ratio
- 14.83
- Ballast / Displacement Ratio
- 27.27
- Displacement / Length Ratio (D/L) Ratio
- 286.1
- Comfort Ratio
- 32.18
- Capsize Screening Formula
- 1.86
- Hull Speed
- 7.64 kn