Tiger Woods has found himself at the center of newfound romantic speculation, now linked to none other than Vanessa Trump, the ex-wife of Donald Trump Jr. Reports suggest the couple began dating around Thanksgiving 2024 and have kept their relationship low-key, primarily enjoying time together at Woods’ residence on Jupiter Island, Florida.
According to Daily Mail, Woods, 49, and Trump, 47, have been spotted together casually, enjoying dinner and hanging out without rushing to make any public appearances. "She [Vanessa] goes to his place on Jupiter Island for visits, but they're not living together. They come together maybe a few nights each week," shared an insider. This relationship is notable not only for the surprise factor but also for its timing, as it follows both individuals' respective divorces—Vanessa from Trump Jr. in 2018, and Woods from Elin Nordegren in 2010.
Vanessa Trump, who shares five children with her ex-husband—including 17-year-old golfing phenom Kai Madison Trump—has potentially more than just casual golf outings connecting her to Woods. Both families’ children attend the same school, The Benjamin School, creating common ground. Woods' son, Charlie, 16, is also enrolled there and has recently made headlines by joining his father at various golf tournaments. The kids’ educational ties likely played a role in introducing the two, as they have been seen together at golf-related events.
Despite the familial bonds and public connections, the relationship remains somewhat surprising. President Donald Trump and Tiger Woods enjoy a close friendship, highlighted by Trump awarding Woods the Presidential Medal of Freedom back in 2019. With Woods and Vanessa entering the public eye, it poses interesting dynamics among the families, especially considering the past associations and friendships.
Woods and his estranged family relationship has been documented heavily, with his former marriage to Nordegren ending amid scandal and personal challenges. Since then, Woods has had several relationships but has kept his love life under wraps until now. His most recent surgery to repair a ruptured Achilles tendon on March 10, 2025, has sidelined his career, heightening the focus on his personal life as he recuperates.
Approximately 60 minutes from Vanessa’s home in Palm Beach, it seems their proximity and shared interests might be enhancing their romantic venture. Sources indicate the two have forged their relationship around maintaining privacy, staying close to home rather than venturing out publicly—"they’ve decided not to make it a thing and go out public, not just yet anyway."", detailed another insider. This allows them to enjoy their time together without the usual celebrity scrutiny.
Meanwhile, Donald Trump Jr. appears unbothered by the recent developments. Stated to have had only one word to describe the news—“cool”—he remains friendly with Woods. Trump Jr. and Woods have moved within similar circles due to their shared affiliations and past connections.
While Woods continues healing from his extensive surgery and facing uncertainty about his golf future, this relationship with Vanessa Trump provides him with some semblance of personal stability. The two have been weaving their lives together post-public eye, showcasing the complex world of celebrity relationships.
This burgeoning romance is particularly significant for Vanessa, who has refrained from publicly dating since her high-profile marriage came to an end. With their lives distinctly intertwined, Woods and Trump may share common ground both personally and professionally, potentially solidifying their pairing as not just another celebrity couple, but rather as partners blending high-profile pasts with uncertain futures.
So, what’s next for the newly linked couple? Time will tell if they take the leap from private to public life, but the dynamics of their relationship will likely continue to intrigue as both tackle their personal and family obligations.
For Woods, who has grappled with injuries and personal setbacks throughout his career, having someone like Vanessa by his side may serve as valuable support. Likewise, Vanessa's post-marriage life with Donald Trump Jr. and shared parenting responsibilities have surely led to her seeking out companionship within familiar territory. Given the circumstances, they could be considered each other’s ideal match, forming not just personal ties, but perhaps professional connections as well.