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The stamp gives that a sailing pilot boat is depict, so far I could find out almost all European pilot boats did have one mast, and the pilot boats used on the American coast were two masted. That most probably an American pilot boat is depict on the stamp. She is rigged as a schooner.
Which boat is depict on the stamp is not known.
Pilot service was well established at ports from South Carolina to northern Florida in the mid-18th century. Sailed until the early 20th century. Most were fast, weatherly schooners that sailed out to meet incoming ships. Occasionally carried passengers and light freight on coastwise runs. In the mid-19th century many became privateers.
Decked, cockpit; shallow, square-tucked stern rudder came up through the counter. Early boats carried the pilot and an apprentice, the later returning to port alone after transferring the pilots.
1760s boats reported as 8.5-9.7m long on keel by mid-19th century vessels reported as 15-18m on keel.
Somalia Republic 1998 100 SH SO sg?, scott?
Source: Aak to Zumbra a dictionary of the World’s Watercraft.