In a March 2025 Instagram post, Tiger Woods confirmed his relationship with Vanessa Trump via social media, a phenomenon known as ‘Instagram official.’
Since Vanessa Trump and Tiger Woods became “Instagram official” almost a year ago, there have been no public comments from either party about their relationship.
Even if Kai Trump − a self-proclaimed super fan of Tiger Woods and eldest child of Vanessa Trump − is the one asking questions.
In her Valentine’s Day-themed vlog, released Feb. 15, President Donald Trump’s eldest grandkid posted a video: “My mom answers YOUR questions!” In the description, the high school senior at the Benjamin School in Palm Beach County, Florida, uses the hashtag #kaimom and says, “I loved spending the day with my mom, and she answered YOUR most asked questions (again)!”
The 22 minute-long video has gotten more than 262,000 views as of Wednesday, Feb. 18. Both Trump women shared a clip on their respective Instagrams.
As the pair decorate cookies for Valentine’s Day, Vanessa Trump and her 18-year-old daughter, Kai Trump, show a fun vibe, and viewers can see a close mother-daughtership. Vanessa Trump, however, does mention her other four children in the video, often describing her children as “you five.”
Below is a summary and clip of the Kai and Vanessa Trump vlog.
Is Vanessa Trump dating Tiger Woods?
On March 13, 2025, news reports suggested Tiger Woods was dating Vanessa Trump, former daughter-in-law of his friend Donald Trump. Donald Trump Jr. and Vanessa Trump’s eldest child, daughter Kai Madison Trump, attends the same school as Tiger Woods’ son, Charlie Woods. Tiger Woods’ daughter, Sam Alexis Woods, graduated class of 2025 and started freshman year at Stanford University in California.
Kai Trump and Charlie Woods — both paving the way to a possible future pro golf career — have played in similar golf tournaments. She committed to the University of Miami for fall 2026, and Charlie Woods signed on to Florida State University in fall 2027.
In a March 23, 2025, Instagram post, Tiger Woods confirmed his relationship with Vanessa Trump via social media — a phenomenon known as “Instagram official.” The pro golfer, who had 3.6 million followers at the time of the post, shared photos of new girlfriend Vanessa Trump 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. At this time we would appreciate privacy for all those close to our hearts.”
Three hours after posting, the Tiger Woods update had more than 207,000 likes and over 5,000 comments.
‘Love is in the air.’ What to know about Tiger Woods and Vanessa Trump
Though the pair hard-launched their relationship via Instagram in March 2025, they do not appear together in public or share photos of themselves on social.
But there are other ways the couple has hinted at their relationship:
When Vanessa Trump’s daughter Kai Trump made her LPGA debut in the Annika Pro-Am golf tournament in November 2025, Vanessa Trump, dressed in black and wearing a Sun Day Red hat, quietly followed every shot from both inside and outside the ropes. Sun Day Red is the golf apparel clothing company by her boyfriend Tiger Woods.During a 2025 “lookback” Instagram Story, Vanessa Trump included a black-and-white photo of Tiger Woods. The Instagram Story disappeared after 24 hours, however.After Tiger Woods turned 50 on Dec. 20, 2025, the GOAT in golf held “RED: Celebrating Legacy,” a celebration and fundraiser Jan. 14, 2026, at The Breakers in Palm Beach, Florida. Vanessa and Kai Trump attended, wearing red gowns.Kai Trump asks Vanessa Trump about love. Kai’s mom is dating Tiger Woods
Most recently, in Kai Trump’s Feb. 15, 2026, Valentine’s Day-themed “my mom answers YOUR questions” vlog, the topic of love and Tiger Woods’ favorite sport came up:
After the intro in the video, Kai Trump tells viewers that she and her mom are decorating cookies for the most romantic holiday of the year. Kai asks: “Is love in the air?” to which Vanessa gave a sly look and replies, “Nice trick question, Kai. I wasn’t born yesterday.”
Kai then asks Vanessa Trump, “Do you like golf?”
Her mom replies, “Of course I love golf.”
An avid tennis player when she was younger, Vanessa Trump goes on to explain that while she didn’t teach her children − Kai, Donald Trump III, Tristan, Spencer and Chloe − how to play golf, she did drive them to lessons, particularly Kai, who said she played at 2 years old.
In what seemed like an “inside joke moment,” Vanessa Trump said, “Maybe I’ve taken some lessons, I don’t know,” and gives a side-eye to the camera.
Watch Kai Trump interview her mom about golf, modeling and motherhood
Sangalang is a lead digital producer for USA TODAY Network. Follow her on Twitter or Instagram at @byjensangalang. Support local journalism. Subscribe to the free Florida TODAY newsletter.