Civil War Service
The outbreak of the Civil War found Winslow serving ashore as commanding officer of the 2d Lighthouse District. He decided to stay with the Union, probably due to his New England roots, anti-slavery views, and his wife, who was another of his first cousins, also from Boston. After Flag Officer Andrew H. Foote relieved Commander John Rodgers in command of the Western Flotilla, he requested that Winslow be sent west to assist him as executive officer. At Cairo, Illinois, Winslow labored to fit out and man gunboats for service on the Mississippi River and its tributaries. In October 1861, he assumed command of Benton at St. Louis, Missouri. As that deep-draft gunboat was steaming down river to Cairo, she ran aground on a sandbar. While attempting to refloat the ship, Winslow was badly injured by a flying chain link and forced to return home late in the year to recover. When he was able to return to duty in the summer of 1862, Winslow was given comparatively minor assignments. He contracted malaria, became discontented, and asked to be reassigned to other duty.
Detached from the Mississippi Squadron, Winslow returned to his home in Roxbury, Massachusetts, early in November and was confined to bed there for a month attempting to regain his health. On 5 December, orders arrived directing him to proceed via New York City to the Azores where he was to assume command of the screw sloop USS Kearsarge. Two days later, he went to New York where he embarked in Vanderbilt for passage to Fayal. However, when he reached that island on Christmas Eve, he found that Kearsarge had sailed to Spain for repairs; and he was forced to remain at Fayal until spring. When the screw sloop finally returned early in April 1863, he assumed command.
In Kearsarge, he cruised among the Azores seeking Confederate commerce raiderCSS Alabama until autumn when he shifted to European waters. At Ferrol, Spain, Winslow learned that CSS Florida was at Brest, France, undergoing overhaul; and he promptly sailed for that port to prevent her from slipping out to sea again. While keeping track of the progress of the repair work on the Southern warship through the U.S. diplomatic and espionage network, he also made runs along the coast of western Europe, checking on rumors of other Confederate raiders in the area. He also rigorously drilled his crew in naval gunnery, which stood them in good stead in the battle to come.
In January 1864, Kearsarge returned to Cadiz for naval stores and repairs; and, while she was away from Brest, Florida put to sea on 18 February. When Kearsarge returned and learned that the quarry had escaped, she shifted to Calais, France, where CSS Rappahannock was moored. On 12 June, while moored in the Scheldt off Vlissingen (Flushing), Winslow received a telegram informing him that Alabama was at Cherbourg, a French naval port.
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