Fans Intrigued by the Unexpected Bond Between Kai Trump, Charlie Woods, and Sam Woods—Could a Romance Be Brewing in Their Elite Circle?

A Unique Friendship Among Golf’s Rising Stars
The Benjamin School in Palm Beach, Florida, has been making waves recently, and it’s not just for its academic prestige. It turns out that some of the most well-known names in sports and politics have a surprising connection through their children.
Sam Alexis Woods, daughter of golf legend Tiger Woods, is set to graduate from The Benjamin School in 2025. Meanwhile, her younger brother, Charlie Woods, and Kai Trump—granddaughter of former President Donald Trump—also attend the prestigious school and share a passion for golf. With their famous family ties and athletic ambitions, fans can’t help but speculate about their close-knit friendship and whether it could lead to something more.

Ties That Run Deeper Than Just School
While The Benjamin School is known for attracting high-profile students, what makes this trio particularly fascinating is the deep-rooted connection between their families.
Tiger Woods and Donald Trump have maintained a long-standing friendship, with Trump publicly praising Woods on multiple occasions. This relationship adds another layer of intrigue to the connection between their children, who now attend the same school and share similar interests.
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Kai Trump, the daughter of Donald Trump Jr. and Vanessa Trump, has already made a name for herself in the golf world. She has committed to playing golf at the University of Miami after her high school graduation in 2026. Meanwhile, Charlie Woods is following closely in his father’s footsteps, making headlines for his impressive performances on the golf course, including a hole-in-one at the 2024 PNC Championship.
Could There Be a Budding Romance?
Given their shared background and frequent interactions at school and on the golf course, fans have started speculating whether there could be a potential romance between the young stars. Social media discussions have been buzzing with excitement, especially after seeing them at events and supporting each other’s athletic endeavors.
Sam Woods, who has made it clear that she prefers soccer over golf, recently played a major role in The Benjamin Buccaneers’ state championship victory. Tiger Woods was seen cheering her on from the stands, a moment that quickly went viral on social media. Meanwhile, both Charlie Woods and Kai Trump continue to hone their skills in golf, training at some of the best courses near their school.
A Prestigious School With a Legacy in Golf
The Benjamin School’s elite status and prime location near top golf courses make it an attractive choice for families with deep connections to the sport. With annual tuition of $37,200 for high school students, it caters to an exclusive group of students, including the children of influential figures in sports, business, and politics.
Founded by Marshall and Nancy Benjamin, the school has evolved into a top-tier institution, drawing in students with a passion for academics and athletics alike. Its proximity to Jupiter, Florida—a hotspot for professional golfers—further cements its reputation as a training ground for future stars.
What’s Next for This Rising Trio?
As Sam Woods prepares for her college journey and Charlie Woods and Kai Trump continue to develop their golfing careers, all eyes are on what’s next for this fascinating trio. Whether their relationship remains strictly a close friendship or evolves into something more, one thing is clear: their shared experiences at The Benjamin School are only the beginning of their promising futures.
What do you think—could there be a romantic spark, or is this simply a case of a strong friendship among young athletes? Stay tuned for more updates on their journey!