When the world heard the name Vanessa Trump linked to Tiger Woods in 2025, jaws dropped and headlines exploded.
From fashion runways to the fairways, Vanessa’s journey from Donald Trump Jr.’s ex-wife to dating the golf legend is as captivating as it is unexpected. Their relationship, quietly kindled behind the scenes, became Instagram official in March—sending social media into a frenzy.
But there’s more to Vanessa than meets the eye: a former model, a mother of five, and a woman with an inheritance worth millions. As Tiger reclaims his presence in the public eye, Vanessa walks beside him—not in his shadow, but stride for stride.
With kids who already swing clubs like pros and a shared life in sunny Florida, the couple’s world is both glamorous and grounded. Curious about the woman behind the man with the most iconic swing in golf?
Let’s step inside the story of Tiger Woods’ girlfriend—Vanessa Trump—and discover how love found its way through tees, tabloids, and trust.
Who Is Vanessa Trump? A Deep Dive Into Her Background
Vanessa Trump, born Vanessa Kay Haydon, isn’t new to the spotlight. Raised in New York City, she attended the prestigious Dwight School on the Upper West Side, earning yearbook superlatives like “Most Likely to Be on Ricki Lake.” Her upbringing was surrounded by success. Her father, Charles Haydon, was a lawyer with famous clients like Marilyn Monroe, and her mother, Bonnie Haydon, ran Kay Models Agency.
| Family | Details |
| Father | Charles Haydon (lawyer) |
| Mother | Bonnie Haydon (modeling agency) |
| Childhood City | New York City |
| Education | Dwight School |
| Yearbook Quote | “Most likely to be on Ricki Lake” |
The Surprising Romance: How Tiger Woods and Vanessa Trump Met
In a twist nobody saw coming, Tiger Woods and Vanessa Trump were confirmed to be dating by PEOPLE magazine on March 13, 2025. While they kept things low-key, the news was officially verified by a source close to the Trump family.
The two had known each other socially for years through mutual circles. Sparks flew sometime in late 2024, and their bond grew stronger with time.
From Donald Trump Jr.’s Ex-Wife to Golf Pro’s Partner
Vanessa was previously married to Donald Trump Jr., son of former President Donald Trump. The couple tied the knot on Nov. 12, 2005, at Mar-a-Lago in Palm Beach, Florida, just months after Melania and Donald Sr. wed at the same venue.
They had five children together and eventually divorced in March 2018 after 12 years of marriage. Despite the split, the former couple continues to co-parent effectively.
Tiger Woods’ Dating History: From Elin Nordegren to Vanessa
Tiger Woods has been romantically linked with some big names:
| Name | Years Together | Notable Facts |
| Elin Nordegren | 2004–2010 | Mother of his two children |
| Lindsey Vonn | 2013–2015 | Olympic skier |
| Erica Herman | 2017–2022 | Golf restaurant manager |
| Vanessa Trump | 2024–present | Former model, Trump Jr.’s ex |
His most recent and public split was with Erica Herman in 2022.
A Glance at Vanessa Trump’s Modeling Career and Early Life
After graduating from high school in the late 1990s, Vanessa started modeling and eventually signed with the Wilhelmina modeling agency. She became a fixture in N.Y.C.’s fashion scene in the 2000s, attending events like Mercedes-Benz Fashion Week Spring 2004.
Family Ties: Vanessa’s Children and Her Co-Parenting Journey
Vanessa and Donald Jr. share five children: Kai, Donald III, Tristan, Spencer, and Chloe. Vanessa has maintained a tight-knit bond with them, even as her personal life took a turn toward golf greens and clubhouses.
Vanessa Trump and Tiger Woods: When Did the Relationship Begin?
The pair began dating quietly for several months before going Instagram official in March 2025. According to PEOPLE, they had been spending quality time in Florida, where both live.
Instagram Official: The March 2025 Announcement That Turned Heads
Tiger and Vanessa shared adorable photos with the caption:
“Love is in the air and life is better with you by my side! We look forward to our journey through life together.”
Their announcement went viral, and fans flooded their profiles with congratulatory messages.
The Trump Family Reaction: What Donald Trump Thinks
In an unexpected moment captured on YouTube from the Oval Office, former President Donald Trump said:
“I love Tiger and I love Vanessa. He’s a fantastic guy and a fantastic athlete.”
Clearly, he gave his blessing.
All About the Children: Kai, Chloe, and the Shared Passion for Golf
Vanessa’s daughter Kai Trump and Woods’ son Charlie Woods both play golf competitively. In June 2024, Vanessa posted:
“My two golf superstars!”
| Child | Parent(s) | Golf Level |
| Kai | Vanessa Trump | University of Miami (2026) |
| Charlie | Tiger Woods, Elin | Junior PGA competitor |
Tiger Woods’ Kids and Vanessa’s Kids: One Blended Family?
Charlie and Sam Woods attend the same Florida school as Kai Trump. With golf tournaments, family outings, and school events, the two families are blending more naturally than you’d think.
Golf Royalty: The Next Generation with Kai Trump and Charlie Woods
At the Nicklaus Junior Championship in 2025, Kai placed 19th with a 3-over 74, and Charlie came in 6th. These rising stars are shaping up to be the next-gen golf royalty.
Vanessa’s Education: Dwight School to Real-Life Lessons
Beyond formal schooling, Vanessa learned a lot from her father’s legal career and her mother’s fashion agency. Her high-profile life has also been a masterclass in public poise.
From Rao’s Millions to Modeling Contracts: Vanessa’s Financial Independence
Vanessa inherited a portion of $415 million from her father’s investment in Rao’s Speciality Foods. Charles Haydon invested over $1 million, securing 30% of the brand before its sale.
| Investment | Details |
| Company | Rao’s Speciality Foods |
| Stake Held | 30% |
| Sale Price | $415 million |
| Vanessa’s Share | Multiple millions (inheritance) |
Tiger’s Previous Loves: Erica Herman, Lindsey Vonn, and Beyond
Lindsey Vonn, an Olympic skier, dated Woods from 2013 to 2015. Afterward, he was in a long-term relationship with Erica Herman from 2017 until 2022.
What’s in a Name? The Story Behind “Kai”
In a vlog with Kai on YouTube, Vanessa shared:
“My grandfather’s name was Kai. I always loved it. He was like a father to me… and it also means ocean.”
This intimate moment happened in their Jupiter, Florida kitchen while making maple onion cheeseburgers.
A Peek Into Vanessa and Kai’s Life in Jupiter, Florida
Jupiter isn’t just where Tiger lives—it’s also home to Vanessa and Kai. Golf courses, high-end schools, and sunshine make it ideal for a modern, blended family.
The Mercedes-Benz Fashion Week Flashback
Vanessa was spotted front-row at Spring 2004 events and shared space with celebs like Tinsley Mortimer and stars of The Real Housewives of Beverly Hills.
Inside Vanessa Trump’s Style Evolution
From high-society runways to Mar-a-Lago galas, Vanessa’s style journey has ranged from Beverly Hills chic to golf-side elegance.
Life at Mar-a-Lago and the Trump Legacy
Her 2005 wedding to Trump Jr. was held at the lavish Mar-a-Lago estate, now a cultural icon with ties to both politics and celebrity.
Celebrity Sightings and Golf Tournaments: Vanessa’s New Routine
As Tiger’s partner, Vanessa has attended numerous tournaments, including the Genesis Invitational 2025 at Torrey Pines.
Vanessa Trump’s Social Presence: From Vlogs to Viral Moments
She’s kept a relatively low profile but has recently engaged with fans via Instagram and YouTube, often featuring Kai and sharing cooking clips and Q&As.
Tiger and Vanessa: Their Future Plans
Though no engagement has been confirmed, insiders say the couple is looking at property near Tequesta Country Club and planning a 2026 summer trip through Europe.
The Role of Privacy in Their Relationship
Despite their fame, both Tiger and Vanessa emphasize privacy. As Vanessa shared:
“We appreciate space for our kids and our relationship.”
How the Media Is Covering Tiger Woods’ Girlfriend
From Golfweek to Newsweek, the media has been abuzz. Articles discuss everything from their blended family to shared golf passion and parenting values.
FAQs
Who is Tiger Woods’ girlfriend in 2025?
Vanessa Trump, former model and ex-wife of Donald Trump Jr., is currently dating Tiger Woods.
When did Tiger Woods and Vanessa Trump start dating?
Their relationship became public in March 2025, though they had been dating privately for several months.
How many kids does Vanessa Trump have?
She has five children: Kai, Donald III, Tristan, Spencer, and Chloe.
Do Tiger Woods’ kids get along with Vanessa’s kids?
Yes, especially Kai and Charlie, who both play competitive golf and attend the same Florida school.
What does Vanessa Trump do now?
Vanessa is primarily focused on her family, but she occasionally models, shares vlogs, and supports her daughter’s golf career.
Conclusion
Vanessa Trump may have entered Tiger Woods’ life unexpectedly, but their relationship appears grounded in shared values, family ties, and a love for golf. From high-profile marriages to co-parenting, modeling runways to Rao’s millions, her life reflects complexity, strength, and grace.
Together, Tiger and Vanessa aren’t just another celebrity couple—they’re writing a new chapter with heart, purpose, and yes, plenty of birdies on the course. 🏌️♂️💕
I’m Emma Brooke,
“Sweetheartlines is a vibrant online platform dedicated to exploring unique stories, inspiring ideas, and meaningful conversations.
Curated by Emma Brooke, the site brings together thought-provoking content that sparks creativity and encourages connection.
