Dylan married Sara Lownds on November 22, 1965; their first child, Jesse Byron Dylan, was born on January 6, 1966. Bob and Sara Dylan had four children: Jesse Byron, Anna Lea, Samuel Isaac Abraham, and Jakob Luke (born December 9, 1969). Dylan also adopted Sara's daughter from a prior marriage, Maria Lownds (later Dylan), (born October 21, 1961 now married to musician Peter Himmelman). In the 1990s his son Jakob Dylan became well known as the lead singer of the band The Wallflowers. Jesse Dylan is a film director and a successful businessman. Bob and Sara Dylan were divorced on June 29, 1977.

In June 1986, Dylan married his longtime backup singer Carolyn Dennis (often professionally known as Carol Dennis). Their daughter, Desiree Gabrielle Dennis-Dylan, was born on January 31, 1986. The couple divorced in October 1992. Their marriage and child remained a closely guarded secret until the publication of Howard Sounes' Dylan biography, Down the Highway: The Life Of Bob Dylan in