Dickerson Sailboat

The Early Years

Dickerson Boatbuilders was a company with a storybook history. Bill Dickerson started his company in his own back yard on Church Creek near Cambridge, Maryland in 1946. For twenty years he built a variety of pleasure boats that ranged from compact day sailers to a 5 8' schooner.

Although Bill Dickerson built a number of different types of boats, they all shared common characteristics. His boats were rugged and capable of taking whatever conditions the sea delivered. And they all evolved in response to specific needs of the marketplace.


One boat in particular typified Bill Dickerson's approach to boatbuilding and became a legend of sorts on the Chesapeake Bay during the 1950's. This 34 foot hard-chined ketch, a descendent of the Chesapeake Bay skipjack, was the perfect family gunkholer. With a 2 foot draft (with board up) she could get in and out of the many shallow coves and harbors of the bay. And, a relatively narrow beam of 9'6" made her a seakindly boat that performed well. Accommodations were spartan, yet the bugeye cabin was airy and quite comfortable for a small family. This boat became known as the "Simplissima " , and more than 50 of them were built.

Following the success of the "Simplissima; Dickerson made a number of 26' hard-chined sloops and 32' hard-chined known as the "Simplissima" class, aft-cockpit ketches. Both of these boats became popular family cruisers because of their sturdy construction and reasonable cost.

In the early sixties, Bill Dickerson's reputation for building rugged boats awarded him a contract to build a series of U.S. Navy patrol boats. During this time a number of pleasure trawlers were also built. Dickerson was establishing his identity as a quality builder responding to a variety of needs.

As both owners and prospective buyers asked for a larger, more refined boat, Dickerson responded with the introduction of the 35' hard-chined, aft-cockpit ketch. This boat was to become the basis for a number of evolutionary designs throughout the sixties and seventies. Later the Dickerson 35 center-cockpit, round bilge was introduced as an alternative to the aft-cockpit model giving the cruising family the privacy of two sleeping cabins. The Dickerson 35 (later to become the 36 with her modified clipper bow) is still very much a part of today's sailing scene with active associations on the Long Island Sound and Chesapeake Bay.

Bill Dickerson retired and sold his company in 1967 to Thomas Lucke who then moved the company to its present location on La Trappe Creek in Trappe, Maryland. During the late sixties he continued to build the popular 35' strip plank mahogany ketches and the Dickerson 40 ketch, first introduced by Bill Dickerson.

By today's standards these boats were not fancy, especially down below. But Dickerson's reputation for well-built boats of real value grew stronger. More and more Dickersons were being seen along the mid-Atlantic coast, and several were being sailed south in the winter. Dickerson was becoming an important, yet still small, part of the east coast boatbuilding industry.