During his time running the Stratton Oakmont business, Belfort divorced his first wife Denise Lombardo. He later married Nadine Caridi, a British-born, Bay Ridge, Brooklyn-raised model whom he met at a party. He had two children with her. Belfort and Caridi ultimately became separated following her claims of domestic violence which were fueled by his problems with drug addiction and affairs with other women. They divorced in 2005.[51][52]
Belfort was the final owner of the luxury yacht Nadine which was originally built for Coco Chanel in 1961. It was renamed after Caridi. In June 1996, the yacht sank off the east coast of Sardinia[53] and frogmen from Italian Navy special forces unit COMSUBIN rescued all who were aboard the vessel. Belfort said that he insisted on sailing out in high winds against the advice of his captain, resulting in the sinking of the vessel when waves smashed the foredeck hatch.[54][55][56]
As of 2015, Belfort is engaged to his long-time partner Anne Koppe.[57]
Belfort is also an avid tennis player.[30]