Don Jr. and Anderson were again spotted together in December 2024, when the politician joined Anderson’s birthday dinner at the popular downtown Palm Beach restaurant Buccan, per the Daily Mail. They were later photographed holding hands while walking down the beach. At the time, a source told PEOPLE that Don Jr. “even took her on a trip to Alaska and introduced her around as his girlfriend when he was still very much with Kim.”
The following day, Don Jr.’s father announced that he nominated Guilfoyle as the U.S. ambassador to Greece. Anderson was Don Jr.’s plus-one to the 2024 New Year’s Eve celebration at Mar-a-Lago in Palm Beach. The event also doubled as a birthday party for Don Jr., who was turning 47 on the last day of the year. Don Jr. and Anderson were seen together in July 2025 when they joined Trump and first lady Melania Trump at the FIFA Club World Cup. Per photos obtained by Fox News, Don Jr. and Anderson arrived together and were seen holding hands.
