Family members gathered to support Kai Trump, the president’s eldest grandchild, amid her mother’s sudden breast cancer diagnosis.
The family was in New York City apparently celebrating Kai’s graduation from the Benjamin School, a college preparatory school in South Florida where tuition costs $41,600.
Kai, 19, posted about the graduation on her Instagram Stories, sharing a video of her wearing her blue cap and gown and walking across the stage to get her diploma.
The video also showed the graduate getting ready for her big day, as her mother remarked: ‘I can’t believe she’s graduating today.’
Kai was later seen in photos exclusively obtained by the Daily Mail meeting her grandmother, Bonnie Haydon, and aunt, Veronika Haydon, at celebrity hotspot The Mark in New York City for dinner.
Kai, dressed casually in a black short sleeve shirt, jeans and sneakers, was also pictured embracing her aunt, who looks remarkably similar to her mother, Vanessa, before they sat down and enjoyed their meal.
But Vanessa – the ex-wife of President Trump’s eldest son, Don Jr. – was noticeably absent from the pictures hours after revealing she had been diagnosed with breast cancer and was ‘working closely’ with doctors on a treatment plan.
The mom-of-five, who is dating golf legend Tiger Woods, made the admission in her own Instagram post, saying she had undergone a ‘procedure’ this week.
Kai Trump, 19, was seen in photos exclusively obtained by the Daily Mail meeting her grandmother, Bonnie Haydon, and aunt, Veronika Haydon, at celebrity hotspot The Mark in New York City for dinner
The teenager dressed casually in a black short sleeve shirt, blue jeans and sneakers as she met her family for dinner
The family dined curbside at the popular restaurant following Kai’s high school graduation
Kai had earlier shared footage from her graduation from The Benjamin School on her Instagram Stories
‘I want to share a personal health update. I’ve recently been diagnosed with breast cancer. While this isn’t news anyone expects, I’m working closely with my medical team on a treatment plan,’ she said.
Vanessa added that she was grateful to her doctors for performing the procedure.
‘I am staying focused and hopeful while surrounded by the love and support of my family, my kids and those closest to me. Thank you for your kindness and support, it truly means more than I can express.’
She also asked for privacy while she focused on recovering.
Ivanka was the first member of the family to express support on social media.
‘Praying for your continued strength and a swift recovery. Love you mama,’ she commented on Vanessa’s Instagram post.
Kai was also spotted embracing her aunt, who bears a striking resemblance to her mother, Vanessa
She squatted down to speak with her aunt, who was already at the restaurant when she arrived
The three women conversed as they waited for their meal
Vanessa was noticeably absent from the celebration dinner on Wednesday
Veronika and Bonnie were spotted walking to the restaurant on Wednesday evening
Vanessa’s announcement came as Woods, a 15-time Majors champion, completed an intensive rehabilitation program in Zurich.
He had been charged with driving under the influence following a car crash near his home in Jupiter, Florida on March 27.
Police reportedly found prescription opioid pills in his possession at the time of the arrest, which he had been using to manage chronic injury pain. Woods has pleaded not guilty to DUI.
The golfer has since left rehab early to attend Kai’s graduation ceremony.
And despite his arrest and rehab trip, a source has told People that she remains head over heels for Tiger.
‘Vanessa and Tiger are in love, still serious, and happy to see each other,’ the insider is quoted as saying.
‘[She] is eager to help him continue with his progress and move beyond any more public scandals — which they both dislike intensely.’
Kai shared a video of herself getting ready for graduation on Wednesday
It featured her mother, Vanessa, remarking that she could not believe her eldest daughter was graduating from high school
On her own Instagram page, Vanessa Trump announced she was diagnosed with breast cancer on Wednesday
The source added that Woods took his trip ‘seriously’ and is ‘all about continuing his recovery and putting this chapter behind him.’
‘He is in good spirits and also can’t wait to put the legal issues to rest,’ they said.
There had been speculation that the relationship was on the rocks, but Vanessa quickly rubbished that talk by throwing her support behind Woods on Instagram after his arrest.
A week after his incident, she shared a loved-up photo of them together on Instagram and wrote: ‘Love you’.
Nevertheless, the Daily Mail later confirmed that Vanessa was adamant Woods needed thorough professional help and wouldn’t stand for history repeating itself once more.
Vanessa’s announcement came as Woods, a 15-time Majors champion, completed an intensive rehabilitation program in Zurich
Woods had been charged with driving under the influence following a car crash near his home in Jupiter, Florida on March 27
Vanessa has five children with Don Jr – Kai, 19; Donald, 17; Tristan, 14; Spencer, 13; and Chloe, 11.
The couple said ‘I do’ in front of family and friends at the Trump family’s Mar-a-Lago estate in Palm Beach in 2005. They separated in 2018.
Don Jr and Vanessa were estranged for close to a year before the divorce, but their split was amiable.
The two have been seen together multiple times on holidays and out with their children.
Don Jr, meanwhile, is now set to remarry to socialite Bettina Anderson over Memorial Day weekend.
Ex-husband Donald Trump Jr and fiancée Bettina Anderson’s are set to marry over Memorial Day Weekend
He previously had a very public relationship with Kimberly Guilfoyle before getting engaged to Anderson.
Palm Beach socialite and charity stalwart Anderson and Trump Jr became engaged in December 2025, with the groom-to-be dropping to one knee and popping the question with an eight-carat diamond ring.
It was exactly a year after the Daily Mail’s exclusive photos of the couple holding hands coming out of a restaurant in the ritzy Florida beach town, which confirmed our earlier revelation about them being a newly-minted couple.
