Donald Trump Jr. and Vanessa Trump, once one of the most prominent couples in New York’s social and political circles, share a legacy through their five children: Kai, Donald III, Tristan, Spencer, and Chloe.

Donald Trump Jr. and Vanessa Trump first met in 2003 at a fashion show, initially introduced by Donald Trump Sr. Although the encounter didn’t spark anything immediately, their paths crossed again at a birthday party a few weeks later. That second meeting led to a relationship, culminating in a wedding at Mar-a-Lago on November 12, 2005.

The couple spent years appearing publicly together—especially as Donald Sr. stepped deeper into national politics. But after over a decade of marriage, Vanessa filed for divorce in March 2018.

Donald Trump Jr./ Twitter
Their split was amicable, with both parents emphasizing that their children remained their top priority. Since then, they’ve continued to co-parent actively, often sharing milestone moments with their growing family.

Kai Madison Trump: A Teen Taking the National Stage
Born on May 12, 2007, Kai Madison Trump is the eldest of the five and the first grandchild of Donald Trump Sr. From a young age, Kai showed a nurturing spirit—Vanessa once shared that she mimicked her mother while caring for baby Donnie, complete with her own burp cloth.

Now 17, Kai is a dedicated golfer and has committed to play at the University of Miami, starting in fall 2024. She gained national attention in July 2024 after delivering a speech at the Republican National Convention. Her emotional remarks offered a rare personal view of her grandfather:

“To me, he’s just a normal grandpa. He gives us candy and soda when our parents aren’t looking,” she said. “When I made the high honor roll, he printed it out to show his friends how proud he was.”

Addressing the shocking July 2024 assassination attempt on Trump Sr., she added, “It was heartbreaking that someone would do that to another person.”

Donald Jr. celebrated her 17th birthday with a heartfelt Instagram tribute:

“Happy 17th birthday to the most beautiful, smart, amazing young woman ever (top 2 with Chloe)… Kai, you make me proud every day.”

Donald Trump III: A Bond Built on Tradition
Donald John Trump III, known affectionately as Donnie, was born on February 18, 2009. Like his older sister, Donnie frequently appears in his father’s social media posts—often alongside Donald Jr. on annual hunting trips to North Carolina, a tradition now eight years strong.

On Donnie’s 16th birthday in February 2025, Donald Jr. shared a collage of family memories, writing:

“Happy 16th Birthday to my biggest little man. Donnie, I love you and I’m very proud of the young man you’re becoming.”

Tristan Milos Trump: The Adventurer at Heart
Born on October 2, 2011, Tristan Milos Trump shares his brothers’ love for the outdoors. Fishing and sports trips with his father are frequent features of Donald Jr.’s feed.

For his 12th birthday in 2023, Tristan celebrated with a football-shaped cake—complete with a Tampa Bay Buccaneers flag—and a warm birthday message from his dad:

“Happy birthday to my favorite 12-year-old… I’m very proud of the young man that you’re turning into.”

Spencer Frederick Trump: The Outdoor Explorer

Spencer Frederick Trump, born October 21, 2012, just a year after Tristan, has embraced many of the family’s outdoor traditions. He’s regularly featured in Donald Jr.’s photos from fishing trips and pre-Thanksgiving getaways to South Dakota.

In November 2023, Donald Jr. captioned one father-son moment:

“Me and my man Spencer. Boys trip. Pre-Thanksgiving tradition in SD.”

Earlier that year, the duo also enjoyed a fishing adventure in Alaska, further cementing Spencer’s role in the family’s shared love for nature.

Chloe Sophia Trump: The Youngest Star with a Swing

Chloe Sophia Trump, the youngest of the five siblings, was born on June 16, 2014. Now 10, Chloe is known for her infectious energy, love for boating, and budding talent in golf. Her father marked her milestone birthday in June 2024 with a sweet tribute:

“Happy birthday Chloe. 10 years old… double digits! I love you so much and am more and more proud of you with every passing day.”

Chloe often practices golf with her big sister Kai. Vanessa once shared a video of the duo, proudly calling them “my two golf super stars.”