Donald Trump Jr., the eldest son of President-elect Donald J. Trump, was seen spending an evening out with Bettina Anderson, a prominent socialite, in Palm Beach, Florida. The outing comes amid speculation about Trump Jr.’s personal life, as his engagement to former television personality Kimberly Guilfoyle appears to have ended quietly.
Photographs published by The Daily Mail captured Trump Jr. and Anderson holding hands as they exited Buccan, an upscale Palm Beach restaurant, during Anderson’s birthday celebrations. The pair reportedly spent close to two hours at the venue before returning to Anderson’s nearby townhouse.
Anderson, described as a fixture in Palm Beach’s elite social circles, has been referred to as an “it-girl” within the enclave of billionaires that call the area home.
According to The Daily Mail, Trump Jr. has described Anderson as “perfect,” suggesting the pair have been spending considerable time together both in public and private.
DailyMail reported that Donald Jr. has taken to spending his evenings at Anderson’s comparatively humble $860,000 townhome in West Palm Beach. Situated just a mile away from his father’s expansive Mar-a-Lago Club, which is gearing up to serve once again as the Winter White House, the proximity underscores the tight-knit nature of their relationship.
This followed the romantic dinner on Monday night, capping off a weekend filled with extravagant celebrations for Bettina’s 38th birthday.
Trump Jr., 46, has maintained a relatively low profile in recent months. His engagement to Guilfoyle, announced in 2020, had placed the couple at the center of conservative political circles. Guilfoyle, a former Fox News host and vocal supporter of the Trump family, has been noticeably absent from Trump Jr.’s recent public appearances, fueling speculation about a split.
Trump Jr. and Guilfoyle began dating in early 2018, shortly after Trump Jr.’s separation from Vanessa. Their relationship became public in May 2018 when they were seen together at a social event. Around this time, Guilfoyle left Fox News to focus on political advocacy, aligning herself with Trump Jr.’s growing public role. Neither Trump Jr. nor Guilfoyle have publicly commented on their relationship status.
The Palm Beach sighting comes as the Trump family prepares for a significant year ahead. With Donald Trump Sr. slated to assume office in January following his victory in the 2024 presidential election, Trump Jr.’s public and personal life remains of heightened interest.
Anderson, who is well-known within Palm Beach society, has long been associated with high-profile events and philanthropic causes in the region. Her connection to Trump Jr. marks a notable intersection between two influential circles: the Trumps’ political dynasty and the exclusive social elite of Florida’s wealthiest enclave.
For now, the spotlight remains fixed on the couple’s blossoming relationship and what it may signal for Trump Jr. as he steps back into the national political stage as the “First Son” in the coming months.
