In the lavish, high-stakes world of 1990s New York and Palm Beach elite circles, Donald Trump and Jeffrey Epstein moved as inseparable allies—partying at exclusive clubs, posing in grinning photos, and jetting across the coast in a bond that felt like brotherhood, chasing deals, glamour, and conquests side by side.
Yet newly unsealed DOJ files from December 23 reveal just how deep it went: flight logs show Trump aboard Epstein’s private jet at least eight times from 1993 to 1996, including four with Ghislaine Maxwell and one with only Trump, Epstein, and a redacted 20-year-old woman—far more trips than Trump has ever admitted.
He traveled with family like Marla Maples and young children on others, all domestic routes with no island visits noted. Trump insists the ties were superficial and denies wrongdoing, but these intimate records raise chilling questions about what he really knew.
With over a million more documents uncovered, the full story of their alliance is only beginning to emerge.
In the lavish, high-stakes world of 1990s New York and Palm Beach elite circles, Donald Trump and Jeffrey Epstein moved in overlapping social spheres—attending exclusive parties, posing in photographs together, and sharing connections in real estate and high society. Their association, which Trump has described as limited and ultimately severed after viewing Epstein as a “creep,” has long been scrutinized.
The U.S. Department of Justice’s release of nearly 30,000 pages of Epstein-related documents on December 23, 2025—the third and largest batch under the Epstein Files Transparency Act signed by President Trump last month—provides new details on the extent of those ties. Among the materials is a January 2020 email from a federal prosecutor in New York noting that flight logs showed Trump aboard Epstein’s private jet at least eight times between 1993 and 1996, more than previously reported at the time.
The logs indicate Ghislaine Maxwell, Epstein’s convicted accomplice serving a 20-year sentence for sex trafficking, was present on at least four of those flights. One 1993 trip listed only Trump and Epstein as passengers; another included just the pair and a redacted 20-year-old woman. Other flights involved Trump’s then-wife Marla Maples and his young children Eric and Tiffany. All were domestic routes, primarily between Palm Beach, New Jersey, and Washington, D.C., with no records in this release showing travel to Epstein’s private island.
Newly disclosed photographs depict Trump and Maxwell at social events, while documents include subpoenas to Trump’s Mar-a-Lago resort for employment records, linked to reports that Epstein recruited staff there.
Trump has consistently maintained that his relationship with Epstein was superficial, ending years before the financier’s crimes became widely known. He has denied any wrongdoing or knowledge of Epstein’s illegal activities, and federal authorities have never accused him of criminal conduct related to the case.
The DOJ accompanied the release with statements cautioning that some materials contain “untrue and sensationalist claims” against Trump, including a purported jail letter from Epstein to convicted abuser Larry Nassar with crude references—later confirmed fake by the FBI due to inconsistencies in handwriting, postmark, and timing.
On December 24, the department announced the discovery of over one million additional potential documents, requiring further review to protect victim privacy and comply with the Transparency Act.
While the files offer greater context on Epstein’s network among the elite and the frequency of Trump’s 1990s interactions with him, they introduce no evidence of misconduct by Trump. Much of the material echoes details from prior proceedings, such as Maxwell’s trial, but the specificity of the flight logs and photos has renewed public and political debate over transparency and accountability in one of America’s most notorious scandals.
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