On Sunday, March 23, golf legend Tiger Woods confirmed his relationship with Vanessa Trump, the ex-wife of Donald Trump Jr., via a heartfelt social media post. The announcement, accompanied by photos of the couple, brought renewed attention to their families, particularly their children, who share a surprising number of connections—most notably through their schooling and passion for golf. Vanessa, a former model, and Woods, one of the greatest golfers of all time, each bring a brood of talented and driven children into the spotlight. This article delves into the lives of their offspring, exploring their backgrounds, achievements, and the unique intersections that tie them together.
Vanessa Trump’s children
Vanessa, born Vanessa Kay Pergolizzi on December 18, 1977, was married to Donald Trump Jr. from 2005 to 2018. During their 12-year marriage, the couple welcomed five children, all of whom have grown up in the orbit of the prominent Trump family. Now living in Palm Beach, Florida, Vanessa has focused on raising her children, often keeping them out of the political limelight despite their grandfather Donald Trump’s high-profile status as U.S. President.
1. Kai Madison Trump (born May 12, 2007)
The eldest of Vanessa and Donald Jr.’s children, Kai, 17, has emerged as a standout figure among her siblings. An avid golfer, Kai attends The Benjamin School in Palm Beach, Florida, where she has honed her skills on the green. In August 2024, she committed to play collegiate golf at the University of Miami, set to join the team in 2026. Kai’s talent has drawn comparisons to her mother’s new partner, Tiger Woods, and she has already been spotted at events like the Genesis Invitational in February 2025 alongside Woods and her mother. With 1.6 million Instagram followers, Kai also shares glimpses of her golf journey and family life, including a notable post on February 3, 2025, featuring Woods at a golf course. Beyond golf, Kai made headlines in July 2024 when she spoke at the Republican National Convention, offering a personal perspective on her grandfather, calling him a “normal grandpa.”
2. Donald John Trump III (born February 18, 2009)
Known as “Donnie,” the eldest son turned 16 in 2025. Like his siblings, he attends The Benjamin School, though he keeps a lower profile compared to Kai. Little is publicly known about Donnie’s specific interests, as he and his younger siblings tend to stay out of the spotlight. However, his presence at family events, such as the 2024 RNC and Donald Trump’s January 2025 inauguration, underscores his place within the Trump clan.
3. Tristan Milos Trump (born October 2, 2011)
Now 13, Tristan is the third child of Vanessa and Donald Jr. Named in part after his maternal grandfather, Milos Pergolizzi, Tristan remains largely private. He attends The Benjamin School alongside his siblings, and while he hasn’t publicly pursued golf like Kai, his family’s connection to the sport through Woods may influence his interests in the future.
4. Spencer Frederick Trump (born October 21, 2012)
Spencer, 12, is the fourth child and shares the same school environment as his siblings. Named possibly in honor of family tradition or friends, Spencer’s life remains shielded from public scrutiny. His mother’s focus on privacy ensures that details about his hobbies or aspirations are scarce.
5. Chloe Sophia Trump (born June 16, 2014)
The youngest at 10 years old, Chloe rounds out the family. She accompanied her mother and sister Kai to Donald Trump’s January 2025 inauguration, a rare public appearance. Like her brothers, Chloe attends The Benjamin School, but her interests remain private, reflecting Vanessa’s efforts to provide a grounded upbringing amid their famous lineage.
Vanessa’s children benefit from an elite education at The Benjamin School, where tuition for the 2024-25 school year was $37,200 for high school students. The family’s move to Jupiter, Florida, has kept them close-knit, with Vanessa often seen supporting Kai at golf tournaments—a role that now intersects with her relationship with Tiger Woods.
Tiger Woods’ children
Woods, born Eldrick Tont Woods on December 30, 1975, shares two children with his ex-wife, Elin Nordegren, a Swedish model whom he married in 2004 and divorced in 2010 following a highly publicized scandal. Despite the challenges of their parents’ split, Sam and Charlie Woods have grown up with their father’s golfing legacy as a backdrop. Both attend The Benjamin School, the same institution as Vanessa’s children, creating a notable overlap.
1. Sam Alexis Woods (born June 18, 2007)
Sam, 17, is Tiger’s eldest child and a senior at The Benjamin School. Named after Tiger’s father, Earl Woods (with “Sam” being Earl’s nickname for Tiger), she has largely steered clear of golf as a career path. In interviews, Sam has hinted that the sport’s demands on her father’s time during her childhood led her to pursue other interests. Instead, she excels in soccer, playing for her school’s varsity team. In March 2025, Tiger was spotted cheering her on at a state championship match, a proud moment that went viral on social media. Sam’s decision to forge her own path highlights her independence, even as she remains close to her father.
2. Charlie Axel Woods (born February 8, 2009)
Charlie, 16, is Tiger’s younger child and the one most visibly following in his father’s footsteps. Also a student at The Benjamin School, Charlie has made a name for himself in junior golf. In 2024, as a freshman, he helped his varsity team win a state title, and in December of that year, he hit a hole-in-one at the PNC Championship—a tournament he has played alongside his father since 2020. Charlie’s competitive drive mirrors Tiger’s, and their father-son appearances at events like the PNC Championship have become a fan favorite. In March 2025, Charlie competed with Kai Trump at the Junior Invitational in South Carolina, further linking the Woods and Trump families through golf.
Tiger has been an active presence in his children’s lives, coaching Charlie on the course and supporting Sam’s soccer pursuits. His recent Achilles tendon injury, announced on March 11, 2025, has sidelined him from professional play, but it hasn’t diminished his involvement with his kids. The family resides in Jupiter, Florida, just 20 minutes from Vanessa’s home, facilitating their shared school and social circles.
Intersections and shared worlds
The children of Vanessa and Woods share more than just their parents’ newfound romance—they are classmates at The Benjamin School, a prestigious private institution in Palm Beach County. This elite school, known for its rigorous academics and strong athletic programs, has become a nexus for their families. Kai Trump, Charlie Woods, and Sam Woods all attend the high school campus in Palm Beach Gardens, where parental involvement is emphasized, likely fostering initial connections between Vanessa and Tiger.
Golf is the most prominent thread tying these families together. Kai and Charlie, in particular, are rising stars in the junior golf scene. Both competed at the Junior Invitational at Sage Valley Golf Club in South Carolina from March 19-22, 2025, an event that drew attention amid their parents’ dating news. Kai’s commitment to the University of Miami and Charlie’s competitive outings with his father suggest that golf could remain a family affair for years to come. Even Sam, though not a golfer, shares the same school environment, creating a broader familial overlap.