Golf legend Tiger Woods, a longtime supporter of President Donald Trump, is reportedly dating Vanessa Trump, the former wife of the president’s eldest son, Donald Trump Jr., according to a report from the Daily Mail.
Woods, 49, and Vanessa, 47, have reportedly been seeing each other since Thanksgiving. Both reside in the Palm Beach area and have been spending an increasing amount of time together. The relationship, which has remained largely private, has been confirmed by sources close to the couple.
“She comes to his place on Jupiter Island. They’re not living together. She comes over and spends the night and leaves in the morning. Maybe a few nights a week,” a source told the Daily Mail.
“They just love hanging out, having dinner and schmoozing together. They’re sticking close to home, have decided not to make it a thing and go out in public. Not just yet anyway,” the outlet went on.
The two share a common bond through their children, both of whom are aspiring professional golfers. Woods’ son, Charlie, and Vanessa’s daughter, Kai Trump, have each made a name for themselves in the golf world. Kai has committed to play at the University of Miami, while Charlie has played in multiple tournaments alongside his father.
Charlie has also participated in the U.S. Open qualifiers, and both Charlie and Kai are scheduled to compete in the Junior Invitational in South Carolina next weekend. The sport appears to be another factor in the growing relationship between Woods and Vanessa.
Earlier this year, Woods was seen arriving at a golf tournament with Vanessa and Kai Trump, further fueling speculation about their relationship. Vanessa and Kai were also present at a TGL match last year, a tournament co-founded by Woods and Rory McIlroy, as the Daily Mail reported.
Vanessa and Don Jr. were married for 12 years before finalizing their divorce in 2018. Meanwhile, Woods has had a well-documented history of high-profile relationships. His marriage to Elin Nordegren ended in 2010 following public revelations of infidelity.
He later dated Erica Herman, who was by his side during his triumphant victory at The Masters in 2019. That relationship ended in controversy, with Herman filing a lawsuit against Woods over a non-disclosure agreement and making allegations of s*xual harassment.
Woods’ latest relationship comes at a critical time in his professional career.
Earlier this week, he announced that he had undergone surgery for a ruptured Achilles tendon, effectively ending his 2025 season and putting the future of his career in doubt.
Since 2020, Woods has competed in just 18 events, primarily major championships, as injuries have significantly impacted his playing time. His best finish in that stretch was a tie for 38th at the 2020 Masters.
Despite his professional struggles, Woods remains one of the most influential figures in the sport. His ties to the Trump family date back years, including being awarded the Presidential Medal of Freedom by President Trump in 2019.
Neither Woods nor Vanessa Trump has publicly commented on the relationship. However, sources suggest the pair is enjoying their time together while maintaining a low profile.
