1941
On December 7, 1941, just prior to the attack on Pearl Harbor, the Boston Globe reported the purchase of Roseway by the Boston Pilots Association.
In the article, the Pilots described Roseway as “sturdily constructed of oak, the craft is fully capable of withstanding the battering of heavy seas and onslaughts of terrific gales that pilot boats maintaining the lonely vigil off Boston Harbor are called upon to meet.”
Clarence Doane, agent for the Boston Pilots, stated that Roseway “approaches as close as possible to specifications of the ideal pilot boat as any vessel. . . .”
In the spring of 1942, Roseway was fitted with a .50-caliber machine gun and assigned to the First Naval District (New England). All lighted navigational aids along the coast were turned off during the war, and it was up to the Pilots and Roseway to guide ships through the minefields and anti-submarine netting protecting the harbor.