People enslaved in Mathews County and the surrounding area repeatedly seized opportunities to escape, taking advantage of the area's long shoreline and access to deepwater shipping. Some who fled to British ships during the Revolutionary War received certificates of freedom, served with British forces, and later settled in Nova Scotia. Enslaved people also fled during the War of 1812, and at least 70 found freedom with the British in March 1814. During the Civil War, self-emancipated people boarded Union vessels, and some enlisted in the U.S. Navy. These recurrent flights from bondage, made at great risk, defied the system of slavery and demonstrated the depth of enslaved people's desire to be free.