Family
- mother Amanda Dempsey: Worked in high school Dempsey attended
- father William Dempsey:
- daughter Talula Fyfe Dempsey: Born in 2002; mother, Jillian Fink
- son Darby Galen Dempsey: Born Feb. 1, 2007; twin of Sullivan Patrick; mother, Jillian Fink
- son Sullivan Patrick Dempsey: Born Feb. 1, 2007; twin of Darby Galen; mother, Jillian Fink
- sister Mary Dempsey: Works as the center coordinator for the Dempsey Centre for Cancer Hope & Healing in Maine
Companions
- wife Jillian Fink: Married in July 1999
- wife Rocky Parker: Married in 1987 (at the time, Dempsey was 21 years old, while Parker was 48); was Dempsey's manager and the mother of his friend, actor Corey Parker; co-directed "Ava's Magical Adventure" (1994) with Dempsey; divorced in 1994
- wife Rocky Parker: born c. 1950; divorced; co-directed "Ava's Magical Adventure" (1994) with Dempsey
