Master Courier — Caleb Brewster

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Caleb Brewster was born in Setauket, New York and signed on to a whaling boat as a young man.  A personal friend of Abraham Woodhull, he was an expert seaman and especially familiar with the many intricacies of the northern Long Island coastline, as well as the 18-mile stretch north to Connecticut.    Brewster’s friendship with the Tallmadges and his expertise as a seaman made him a natural for recruitment to the Culper Ring.

With Tallmadge stationed in Connecticut and most of the spy work transpired in New York City, Brewster’s role was to transport information across the sound from Long Island. Information secured in New York passed to several members of the ring and eventually to Brewster.  Brewster then sailed to Connecticut and delivered the information to Tallmadge.   After the Revolutionary War, Brewster settled in Connecticut and became a blacksmith and a farmer. He was also, for many years, an officer in the United States Revenue Cutter Service, forerunner of the Coast Guard.

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