The skipjack is a traditional fishing boat used on Chesapeake Bay for oyster dredging. It is a sailboat which succeeded the bugeye as the chief oystering boat on the bay, and remains in service due to laws restricting the use of powerboats in the Maryland state oyster fishery.
The skipjack is sloop-rigged, with a sharply raked mast and extremely long boom (typically the same length as the deck of the boat). The mainsail is ordinarily triangular, though gaff rigged examples were built. The jib is self-tending and mounted on a bowsprit. This sail plan affords the power needed to pull the dredge, particularly in light winds, while at the same time minimizing the crew required to handle the boat.
The hull is wooden and V-shaped, with a hard chine and a square stern. In order to provide a stable platform when dredging, skipjacks have very low freeboard and a wide beam (averaging one third the length on deck). A centerboard is mounted in lieu of a keel. The mast is hewn from a single log, with two stays on either side, without spreaders; it is stepped towards the bow of the boat, with a small cabin. As typical in regional practice the bow features a curving longhead under the bowsprit, with carved and painted trailboards. A small figurehead is common. A typical skipjack is 40 to 50 feet in length. The boats use direct link Edson worm steering gear mounted immediately forward of the transom.