Tiger Woods secretly dating Donald Trump Jr’s ex-wife Vanessa since last Thanksgiving, claims source
JUPITER ISLAND, FLORIDA: Golf legend Tiger Woods, 49, and Vanessa Trump, 47, ex-wife of Donald Trump Jr, are reportedly dating, sparking buzz as the new power couple in the world of golf.
The two were recently spotted together at a golf tournament last month, and sources confirm they've been an item since Thanksgiving.
Living just 20 minutes apart in Palm Beach, Florida, the duo is quickly becoming a fixture in both the social and sports scenes. Their children, Vanessa's daughter Kai, 17, and Woods' children Charlie, 16, and Sam, 17, attend the prestigious $38,595-a-year Benjamin School, further connecting their lives.
What did sources say about Tiger Woods and Vanessa Trump's dating?
Sources close to Tiger Woods and Vanessa Trump have revealed to Daily Mail that the two have been dating, and their relationship is well-known within the Trump family, including all five of Vanessa and Donald Trump Jr's children.
The source added, “Tiger and Vanessa have been seeing each other since just before Thanksgiving. She comes to his place on Jupiter Island. They’re not living together. She comes over maybe a few nights a week.”
“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 source continued.
For context, Vanessa Trump filed for an uncontested divorce from Trump Jr on March 15, 2018, in New York. Since their split, she has kept her personal life out of the public eye, avoiding high-profile relationships.
Meanwhile, Trump Jr has remained a close advisor to his father and has taken on a major role in managing the family business.
Reports highlight Vanessa Trump's family bonding with Tiger Woods and his children
Vanessa Trump's daughter, Kai Trump, and Tiger Woods' son, Charlie Woods, both share an interest in golf and are pursuing dreams of turning professional. It appears that the two families are growing closer as their personal and professional lives intersect.
In February 2025, Tiger Woods and Vanessa Trump were photographed arriving together at the PGA Tour’s Genesis Invitational at Torrey Pines in California, fueling growing speculation about their relationship.
Adding to the intrigue, Vanessa’s daughter, Kai, who is passionate about golf and plans to play at the University of Miami next year, was seen arriving with the couple, sporting an outfit from Woods' clothing line.
That same month, Vanessa took Kai to watch a round of the TGL, a golf league co-founded by Woods and Rory McIlroy.
Meanwhile, President Donald Trump also met Woods for a round of golf last month.
Donald Trump Jr's dating history after his divorce from Vanessa Trump
As reports about Vanessa Trump’s new romance with Tiger Woods circulate online, her ex-husband, Donald Trump Jr, has been navigating his relationships.
After his divorce, he had a long-term engagement with former Fox News host Kimberly Guilfoyle. By December, however, Trump Jr and Guilfoyle’s relationship ended, and he soon began dating West Palm Beach socialite Bettina Anderson following his father’s 2024 election win.
Sources indicate that both Trump Jr and Anderson are aware of Vanessa’s relationship with Woods.
Although Vanessa and Trump Jr are no longer together, they frequently find themselves in the same space due to their five children or at events related to President Trump.
Following news of Trump Jr's romance with Anderson, tensions reportedly arose between the socialite and her boyfriend's ex-wife. Anderson and Vanessa were once friends before she started dating Trump Jr.
However, according to those familiar with social circles in southern Florida, Anderson no longer harbors as much ill-will now that Vanessa is dating Woods.
