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Roseway is a wooden gaff-rigged schooner launched on 24 November 1925 in Essex, Massachusetts. She is currently operated by World Ocean School, a non-profit educational organization based in Boston, Massachusetts, and is normally operated out of Boston, Massachusetts and Saint Croix, U.S. Virgin Islands. She was designated a National Historic Landmark in 1997 as the only known surviving example of a fishing schooner built specifically with racing competition as an objective. In 1941, Roseway was purchased by the Boston Maritime pilot Association to serve as a pilot boat for Boston Harbor, as a replacement for the pilot-boat Northern Light, which was sold to the United States Army for war service.
Roseway sank at Wolfville, Nova Scotia, Canada, on 14 September 1926, but she was raised and repaired.
In 1941, Roseway was purchased by the Boston Maritime pilot Association to serve as a pilot boat for Boston Harbor, as a replacement for the pilot-boat Northern Light, No. 3, which was sold to the United States Army for war service. Following the attack on Pearl Harbor later that year, naval mine and anti-submarine netting were installed to protect the Port of Boston, and all lighted were extinguished. Roseway was fitted with a .50 caliber machine gun for service with the Coast Guard Reserve as patrol vessel as CGR-812. She continued her piloting duties in this challenging environment, for which service her pilots were awarded a bronze plaque from the Coast Guard at the end of the war.
Roseway continued to serve as a pilot vessel until the early 1970s, at which point she and San Francisco's Zodiac were the only pilot schooners still in service in the United States. She was then sold and converted into a passenger vessel for the tourist trade. Roseway changed hands several times in the ensuing decades, operating primarily out of Camden, Maine and the US Virgin Islands. In 1997, she was listed as a National Historic Landmark. Roseway, at that time, retained between eighty and ninety percent of her original hull fabric and was badly in need of repairs. In 1998 she took one group of Hurricane Island Outward Bound School students aboard, and sailed from Hurricane Island, ME to Gloucester, MA and back, as a trial for potentially becoming part of the sailing program, which never came to fruition, and then she remained docked in Rockland, Maine until she was repossessed by the First National Bank of Damariscotta, which in 2002 donated the vessel to the newly founded World Ocean School.
Following two years of restoration in Boothbay Harbor, Roseway again set sail in 2005. She currently serves as the platform for the World Ocean School, which offers various educational programs in St. Croix and the northeastern United States.
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