The Dickerson 35, particularly the iteration designed by the prolific naval architect Charles Whittholz, stands as a quintessential example of the "Chesapeake Bay cruiser." Emerging from the Dickerson Boatbuilders yard in Trappe, Maryland, during the 1960s, this model represented a transition from the early, utilitarian "Simplissima" series to a more refined cruising yacht. Built primarily of strip-planked mahogany over white oak frames, the Whittholz Dickerson 35 was designed to provide a stable, shallow-draft platform capable of navigating the winding creeks of the Mid-Atlantic while maintaining enough offshore capability for coastal hops. Unlike its later fiberglass successors, the Whittholz 35 is a wooden vessel of character, often recognized by its traditional ketch rig and low-profile cabin trunk.
Whittholz Dickerson 35 Information, Review, Specs

- Make
- Whittholz
- Model
- Dickerson 35
- Builder
- Dickerson Yachts
- Designer
- Charles Whittolz
- Number Built
- Production Year(s)
- 1958 - ??
Sailing Performance & Handling
The sailing characteristics of the Dickerson 35 are defined by its heavy displacement and the versatility of its ketch rig. With a long keel and a relatively shallow draft (typically around 4 feet), the boat is exceptionally well-suited for gunkholing. On the water, the Whittholz design is noted for its "easy gait." It is not a modern performance yacht; rather, it is a steady tracker that excels in reaching conditions.
The ketch rig provides a significant advantage for short-handed crews, allowing for a variety of sail combinations. In heavy air, sailors often utilize the "jib and jigger" configuration—sailing under just the headsail and the mizzen—which keeps the boat balanced and reduces heel without the immediate need for reefing the mainsail. According to technical archives maintained by the Dickerson Owners Association, the Whittholz 35 features a hard-chine hull form. This design choice provides high initial stability, meaning the boat resists leaning over in light breezes more effectively than many round-bilge designs of the same era. However, the trade-off is a slightly more "motion-heavy" ride in a short chop compared to the later Ernest Tucker-designed round-bilge 35s.
Interior Comfort & Variations
The interior of the Dickerson 35 is a masterclass in traditional maritime woodwork, typically finished in warm mahogany. The layout is standard for a mid-century cruiser: a V-berth forward, followed by a head and hanging locker, a main salon with settee berths, and a galley and navigation station flanking the companionway. Because these boats were often semi-custom, variations exist; some owners opted for a "dinette" layout, while others preferred the classic opposing settees to maximize floor space.
Headroom is surprisingly generous for a 35-foot boat of this vintage, generally hovering around 6 feet 2 inches in the main cabin. Ventilation is provided by wooden hatches and opening bronze portholes, which contribute to the boat’s classic aesthetic. It is important to note that the Dickerson 35 saw an evolution in hull design: the Whittholz hard-chine version was eventually succeeded by the Ernest Tucker round-bilge version in the late 1960s. While both are "Dickerson 35s," the Whittholz version is often preferred by those who value the simpler construction and the historical legacy of the strip-planked method.
Popular Mentions & Media
The Dickerson 35 has a storied history in Chesapeake maritime literature and local media. It is frequently cited in Chesapeake Bay Magazine as a hallmark of regional boatbuilding. The model gained national attention when a Dickerson 41 (a larger sibling) completed a circumnavigation in the late 1970s, which bolstered the reputation of the entire Dickerson line—including the 35—as rugged, blue-water capable vessels. The 35 remains a fixture at classic boat shows and is a frequent subject of "classic boat" profiles in regional sailing publications like SpinSheet.
Known Issues & Buyer’s Checklist
As a traditional wooden vessel, the Dickerson 35 requires a buyer who is diligent about structural maintenance.
- Freshwater Rot: The most common enemy of the Dickerson 35 is freshwater intrusion from the deck. Prospective buyers should inspect the stem, the area around the chainplates, and the cabin trunk corners. Soft spots in the mahogany planks near the waterline or the deck-to-hull joint are high-priority repair areas.
- Fastener Fatigue: The strip-planked construction relies on thousands of bronze or galvanized fasteners. Over time, "nail sickness" can occur where the fasteners corrode or the wood around them softens, leading to weeping seams.
- Keel Bolts: The external lead or iron ballast is secured with bolts that should be pulled and inspected if there is any evidence of "smiling" (a gap between the keel and the hull) or rust bleeding.
- Mizzen Mast Step: Unlike the mainmast, the mizzen mast step is often located in an area prone to collecting bilge water. Ensure the base of the mizzen mast and its supporting structure are free of rot.
Community & Resources
The Dickerson Owners Association is the primary resource for this model. It is one of the most active owner groups for a defunct builder, providing a technical library that includes original brochures and maintenance guides. The association also hosts an annual rendezvous in St. Michaels, Maryland, which is a vital resource for new owners to learn about the specific quirks of wooden Dickerson construction from long-term caretakers.
The Verdict
The Dickerson 35 Whittholz design is a soulful, traditional cruiser that offers a gateway into wooden boat ownership without the extreme complexity of larger yachts. It is a vessel for the sailor who prioritizes aesthetics, history, and a steady motion over raw speed or modern fiberglass convenience.
Pros:
- Classic, timeless Chesapeake aesthetic.
- Stable and predictable handling under a versatile ketch rig.
- Shallow draft is ideal for coastal exploration and gunkholing.
- Exceptionally supportive and knowledgeable owner community.
Cons:
- High maintenance requirements associated with strip-planked wooden construction.
- Not a competitive performer in light wind or upwind legs.
- Risk of structural rot if deck leaks have been neglected by previous owners.
Measurements
Construction & Hull
- Construction Material
- Wood
- Hull Type
- Monohull Sailboat
- Keel Type
- Centerboard
- Rudder
- 1x —
- Ballast
- -
- Displacement
- 15300 lbs
- Water Capacity
- -
- Fuel Capacity
- -
Dimensions
- Length Overall (LOA)
- 35 ft
- Waterline Length (LWL)
- 27.83 ft
- Beam
- 10.42 ft
- Draft
- 5 ft
- Max Headroom
- -
- Air Draft
- -
Rig & Sails
- Rig Type
- Ketch
- P (Main Luff)
- -
- E (Main Foot)
- -
- I (Foretriangle Height)
- -
- J (Foretriangle Base)
- -
- Forestay Length (est)
- -
- Sail Area
- 705 sqft
Calculations
- Sail Area / Displacement (SA/D) Ratio
- 18.3
- Ballast / Displacement Ratio
- —
- Displacement / Length Ratio (D/L) Ratio
- 316.89
- Comfort Ratio
- 34.77
- Capsize Screening Formula
- 1.68
- Hull Speed
- 7.07 kn