Rudy Giuliani, once known as “America’s Mayor” for his leadership after the September 11 attacks, has a personal life that has been as turbulent and public as his political career. While his professional life saw him rise from a hard-charging federal prosecutor to the mayor of New York City, his family life has been marked by three high-profile marriages, messy public divorces, and a small but notable circle of kids. Currently 81 years old, the former mayor is not married, having ended his last marriage in 2019.
Despite his current single status, his past relationships and his two adult children remain central to his personal story. The drama surrounding his family has frequently played out in tabloids and courtrooms, offering a stark contrast to his tough-on-crime public image. His family journey has included a marriage to a second cousin that was later annulled, a fraught relationship with a television personality that produced his only kids, and a final marriage that ended in a contentious divorce.
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Three Marriages, Three Divorces
Giuliani’s first marriage was to Regina Peruggi, his childhood sweetheart whom he wed in 1968. The couple eventually separated, and the marriage was later annulled on the grounds that they were second cousins. He quickly rebounded, meeting news anchor Donna Hanover and proposing just six weeks later. They married in 1984 and had two children: son Andrew (born 1986) and daughter Caroline (born 1989). However, their marriage publicly crumbled in 2000 when Giuliani announced their separation during a press conference without her knowledge.
His third and most recent marriage was to Judith Nathan in 2003. The relationship, which began while he was still married to Hanover, was immediately controversial. Giuliani and Nathan had no kids together, and after 15 years of marriage, Nathan filed for divorce, citing that “the man that he is now is absolutely not the man he was when I married him”. The divorce was finalized in 2019, leaving Giuliani single.
Family Today: Children and Grandchildren
As of 2026, Rudy Giuliani’s family primarily consists of his two kids with Donna Hanover. His son, Andrew Giuliani, has followed in his father’s political footsteps, working for the Trump administration. In a notable contrast, his daughter, Caroline Giuliani, has articulated a very different worldview. She has publicly stated that she “lost her dad” to Trump and has actively campaigned for Democratic candidates.
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Andrew has provided Giuliani with his only grandchild. He married Živilė Rezgytė in 2017, and the couple welcomed a daughter, Grace Juzefa Giuliani, in 2021. Most recently, Andrew has been a vocal supporter of his father, particularly following a serious car accident in New Hampshire in late August 2025, in which Giuliani suffered a fractured vertebrae and multiple injuries. Andrew publicly praised him as “the toughest SOB I’ve ever seen”.
