Cassiopeia was launched in 1999 by DeMatteo Boatworks in Virginia. She was the second of two such schooners to be both designed and launched by Robert DeMatteo. As was the first schooner (also named Cassiopeia) she was draughted along the lines of the Gloucester fishing schooners of the late 19th and early 20th centuries, considered by many to be the apex of working sail.
For many years DeMatteo sailed aboard both his first, and later his second, schooner around the Caribbean with his family aboard. They frequently visited the Turks & Cacaos Islands and were regular participants placing favorably in the Antigua Yacht Races.
She is currently nearing completion of a five year restoration following her many adventures, including the replacement of both masts, all rigging, and all spars (such as her bowsprit, gaffs, and booms), and all exposed deck hardware in conjunction with Wyllville Woodcraft of Wilmington Island, Georgia.