After a Union victory at the Battle of Port Royal on November 7, 1861, Confederate Brigadier-General Thomas F. Drayton directed the evacuation of rebel forces from Hilton Head Island to the Bluffton mainland. Occupying Port Royal Harbor, the Union's South Atlantic Blockading Squadron could then be monitored from rebel lookouts dispersed from Bluffton's substantial picket headquarters. Bluffton's location resulted in it being the only strategic position on the East Coast where the Confederates could gather direct intelligence on the Union squadron, which was conducting crucial blockade operations along the southern coastline. In late May 1863, Major-General David Hunter, Commander of the Department of the South, ordered the destruction of Bluffton by fire. The Union "Expedition against Bluffton" was carried out on June 4, 1863, destroying approximately two-thirds of the town's estimated 60 structures. Only the town's two churches and fifteen residences remained standing after the attack. Presently eight antebellum homes and two churches exist in Old Town, highlighting the town's now popular nationally registered historic district.