Retired NFL icon Tom Brady has seamlessly transitioned into the Hollywood lifestyle, kicking off 2026 with a high-profile yacht party alongside A-list actor Leonardo DiCaprio. The sighting in St. Barts has sent social media into a frenzy, especially coming hot on the heels of viral clips showing Brady with influencer Alix Earle on New Year's Eve.
From Gridiron to Glamour: Brady's Star-Studded New Year
Fresh off a New Year's Eve celebration that had fans speculating about his interactions with social media star Alix Earle, Tom Brady was spotted in a more relaxed setting on January 1. The seven-time Super Bowl champion was photographed on a luxury yacht with Hollywood legend Leonardo DiCaprio and DiCaprio's girlfriend, model Vittoria Ceretti. Brady, 48, opted for a casual green shirt and white hat, while DiCaprio, 51, matched the vibe in a white shirt and hat. Ceretti, 27, completed the picture in a bikini as the trio enjoyed the tropical waters of St. Barts.
This is not the first time Brady and DiCaprio have been seen together socially; they were also spotted partying in Miami back in 2023. However, the timing of this latest meeting is particularly noteworthy, creating a whirlwind of online commentary.
The Intriguing Hollywood Connection and Viral Backstory
The yacht photos gained immense traction because they arrived just hours after videos from a New Year's Eve party in the same locale went viral. Those clips showed Tom Brady in close conversation with 25-year-old influencer Alix Earle, with the two touching each other's backs during a separate yacht gathering. Notably, Earle was absent from the January 1 photos with DiCaprio and Ceretti.
As fans dissected the two events, a fascinating historical link added fuel to the fire. Brady's ex-wife, supermodel Gisele Bündchen, famously had a high-profile relationship with Leonardo DiCaprio from 2000 to 2005. The image of Brady now casually holidaying with his ex-wife's former partner struck many as a surreal, full-circle Hollywood moment, leading to a wave of comparisons and discussions online.
Life After Football and Looking Ahead
Brady's glamorous St. Barts getaway marks another chapter in his life post-retirement from the NFL and following his divorce from Gisele Bündchen in October 2022 after 13 years together. The holiday break is set to be short-lived, as the Fox Sports analyst is gearing up to return to the commentary booth.
Brady is scheduled to call the Chicago Bears' home game against the Detroit Lions in Week 18 alongside commentators Kevin Burkhardt and Erin Andrews. With NBC holding the rights to this year's Super Bowl broadcast, the NFC Championship game on January 25 will be Brady's final on-air assignment for the current season, bringing him back to the sport where he made his legendary name.
