Donald Trump Jr. and Bettina Anderson: A Complete Timeline of Their High-Profile Relationship

Donald Trump Jr. and Bettina Anderson have appeared together at political events in Washington, DC, and galas in Palm Beach. Mireya Acierto/Getty Images for amfAR

Donald Trump Jr., the eldest son of former President Donald Trump, is in a relationship with Bettina Anderson, a Palm Beach–based model, socialite, and philanthropist. Anderson is also the founder and executive director of the wildlife conservation nonprofit Project Paradise.

Before dating Anderson, Trump Jr. was engaged to Kimberly Guilfoyle a former Fox News host and campaign advisor who now serves as his father’s ambassador to Greece.

Anderson and Trump Jr. were first publicly linked in September 2024. They made what appeared to be their official debut as a couple during President Trump’s inauguration events in January 2025. Since then, they have attended multiple White House gatherings, political fundraisers, and high-profile social events together.

Here’s a detailed, month-by-month look at their relationship timeline.

July 2024: First public appearance in Trump’s political circle

Bettina Anderson, wearing a red pantsuit, was seated behind Donald Trump Jr. and Kimberly Guilfoyle at the Republican National Convention. Brian Snyder/Reuters

Bettina Anderson was photographed sitting directly behind Donald Trump Jr. and Kimberly Guilfoyle during the third and fourth days of the Republican National Convention. At the time, Guilfoyle was still wearing her engagement ring, and no public indication of a split had been made. This early sighting put Anderson in close proximity to the Trump family’s inner circle.

September 2024: Palm Beach brunch sparks romance rumors

Bettina Anderson in Palm Beach, Florida. John Parra/Getty Images

In September, The Daily Mail reported that Anderson and Trump Jr. were seen kissing and enjoying brunch together at the Honor Bar, just four miles from Mar-a-Lago. Photos from the outing fueled speculation that a relationship had begun. Both declined to comment on the nature of their connection at the time.

October 2024: Anderson co-hosts a major Trump campaign fundraiser

Robert F. Kennedy Jr. at Mar-a-Lago. Joe Raedle/Getty Images

Anderson’s political involvement deepened when she co-hosted a Trump campaign fundraiser at Mar-a-Lago alongside Tulsi Gabbard, Robert F. Kennedy Jr., and Vivek Ramaswamy. The Palm Beach Daily News reported that dinner tickets cost $100,000 per couple, while admission to a fireside chat was $30,000. Serving on the host committee required a $250,000 contribution.

December 2024: A birthday celebration and public hand-holding

Donald Trump Jr. and Bettina Anderson during inauguration events. Anna Moneymaker/Getty Images

On Anderson’s 38th birthday, she and Trump Jr. were photographed leaving Buccan, a popular Palm Beach restaurant, holding hands. She posted a photo of a bouquet and a card on Instagram that read, “Many have said you’re aging out, but I think you’re perfect… happy birthday!” She tagged Trump Jr., appearing to confirm he was the sender. Later that month, she attended the Trump family’s New Year’s Eve party at Mar-a-Lago.

December 2024: Trump Jr. speaks about Kimberly Guilfoyle

Donald Trump Jr. and Kimberly Guilfoyle. Jabin Botsford/The Washington Post via Getty Images

That same month, Trump Jr. told Page Six that he and Guilfoyle “will never stop caring for each other” and would “always keep a special bond.” While not officially confirming the end of their engagement, he expressed pride in her new role as ambassador to Greece.

January 2025: Public debut as a couple during inauguration events

Donald Trump Jr. and Bettina Anderson with other Trump family members at an inaugural reception. ALEX BRANDON/POOL/AFP via Getty Images

In mid-January, Anderson and Trump Jr. attended an inaugural reception at Trump National Golf Club in Washington, DC. On January 19, they were seen holding hands and dancing to “YMCA” at the Turning Point USA Inaugural-Eve Ball. On Inauguration Day, they arrived together at the Capitol Rotunda but sat separately Trump Jr. with his family on the platform, Anderson in the audience. Kimberly Guilfoyle was also present but seated apart from the family.

February 2025: A high-profile Super Bowl outing

Donald Trump Jr. and Bettina Anderson at a Super Bowl event. Christopher Polk/Variety via Getty Images

In February, the couple attended the Super Bowl in New Orleans, where President Trump became the first sitting president to attend the event. They watched the Philadelphia Eagles defeat the Kansas City Chiefs at Caesars Superdome alongside other members of the Trump family and political allies.

March 2025: Public displays of affection at Congress

Bettina Anderson and Donald Trump Jr. at Donald Trump's address to a joint session of Congress. SAUL LOEB/AFP via Getty Images

During President Trump’s address to a joint session of Congress in March, photographers captured Trump Jr. and Anderson cuddling in their seats in the House chamber before the speech began a rare moment of open affection in a formal political setting.

March 2025: Walking the red carpet at a Palm Beach gala

Donald Trump Jr. and Bettina Anderson at a Palm Beach gala. Mireya Acierto/Getty Images for amfAR

Later that month, the pair attended the amfAR Palm Beach Gala, supporting AIDS research and global HIV prevention efforts. Celebrities like Martha Stewart, Tommy Hilfiger, and Ricky Martin were also in attendance. The event came shortly after reports surfaced that Trump Jr.’s ex-wife, Vanessa Trump, was dating golf legend Tiger Woods.

April 2025: Easter at the White House and a golf event in Florida

Donald Trump Jr. and Bettina Anderson at the White House Easter Egg Roll. BRENDAN SMIALOWSKI/AFP via Getty Images

In April, Anderson and Trump Jr. attended the White House Easter Egg Roll, one of Washington’s most famous traditions. That same month, they were seen at a golf tournament at Trump National Doral in Florida, further showcasing their shared presence at both political and leisure events.

June 2025: Attending the US Army’s 250th anniversary parade

Donald Trump Jr. and Bettina Anderson at the US Army's 250th anniversary parade. MANDEL NGAN/AFP via Getty Images

In June, the couple was spotted at the US Army’s 250th anniversary military parade in Washington, DC. They were seated in front of Tiffany Trump and her husband, Michael Boulos, during the grand display, which featured over 6,600 troops, 150 military vehicles, and more than 50 aircraft.

July 2025: Trip to Scotland with Trump family members

Spencer Trump, Chloe Trump, Donald Trump Jr., Bettina Anderson, Lara Trump, and Eric Trump in Scotland. Jeff J. Mitchell/Getty Images

In July, Anderson joined Trump Jr., Eric Trump, and Lara Trump at Trump Turnberry in Scotland for the announcement of a new US-EU trade deal. Later, she accompanied Trump Jr. and two of his children, Spencer and Chloe, to the ribbon-cutting ceremony for a new golf course at Trump International Golf Links.

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