It is uncertain why the name "Skidaway" was applied to this island. The name may relate to one in
Yamacraw or another Native American Creek language. In his 1967 publication
How Georgia Got Her Names, Hal E. Brinkley speculated it might be an Anglicized form of Scenawki, wife of the local Yamacraw chief
Tomochichi and for whom Georgia's founder
James Oglethorpe named the island. Before the
American Civil War, planters farmed on the island using enslaved labor. On January 15, 1865, during the final year of the conflict, U.S. General
William T. Sherman issued
Special Field Order, No. 15 (series 1865). The order reallocated plantation lands on "Skidmore Island" to some formerly enslaved people whom Sherman had freed pursuant to the
Emancipation Proclamation. The former slaves received plots of land no larger than . Land records show that many such plots were issued on the island beginning on April 11, 1865, two days after C.S.A. General Robert E. Lee surrendered his Army of Northern Virginia at Appomattox Court House; plots were issued though that summer and early fall, despite the death of President Abraham Lincoln, and before Georgia's readmission to the Union and the resumption of civil authority there. Lincoln's successor, President Andrew Johnson, opposed such land transfers, as would various courts, especially since no legislation supported it. During the
Reconstruction era, federal and state policy emphasized wage labor, not land ownership, for black people. Almost all land allocated to blacks in 1865 was ultimately restored to its original white owners. In a March 2019 referendum, Skidaway Island voters overwhelmingly rejected a bill that would have incorporated their community as the City of Skidaway Island. The island remains unincorporated. ==Geography==