Tiger Woods and Vanessa Trump: A Complete Relationship Timeline

On the one hand, the coupling up of Tiger Woods and Vanessa Trump sounds like pop culture Mad Libs. On the other, it’s 2025 and anything goes!

The golf pro, 49, and the ex-wife of Donald Trump Jr., 47, have been “quietly dating for several months,” People reported on March 13. And in case you were wondering how Don Jr. felt about the relationship, the outlet reports that he’s “cool” with it. Jr. has been linked to two women since splitting from Vanessa: his ex-fiancée Kimberly Guilfoyle, who was appointed the ambassador to Greece at the start of Trump’s second term, and his current girlfriend, Bettina Anderson.

Both Tiger Woods and Vanessa Trump currently reside in Florida, which is presumably where they met. In a 2023 interview, Woods said he didn’t realize how large his Florida estate—reportedly worth $54 million—was until he tried to navigate it on crutches following his horrific 2021 car crash in California. (Woods is a billionaire worth $1.8 billion according to Forbes.) He’s still playing golf, though he’s currently recovering after rupturing his Achilles tendon earlier this month.

His political affiliations are unclear; however, Woods received a Medal of Honor from President Trump on February 20 and was the president’s special guest to a Black History Month event at the White House. To be honest, given he’s both a billionaire and a golfer, I’m a little surprised Trump hasn’t offered him a cabinet position yet.

Here’s a complete timeline of Tiger Woods and Vanessa Trump’s relationship, with the most recent updates up top.

March 23, 2025: Tiger Woods and Vanessa Trump hard launch their relationship on Woods’s Instagram grid.

“Love is in the air and life is better with you by my side!” Woods captioned a photo of the pair posing in front of an ivy-covered wall, and another of them cuddling on a hammock. “We look forward to our journey through life together. At this time we would appreciate privacy for all those close to our hearts.”