Tom Brady Takes Kids On Alaska Adventure: ‘My 3 Best Friends. The Trip Of A Lifetime.’

Tom Brady gave fans a glimpse into a family vacation this week, sharing Instagram photos from a week-long Alaska trip that showed his three children looking noticeably older than in past public appearances.

The retired quarterback, 48, posted a carousel of images alongside eldest son Jack, 18, son Benjamin, 16, and daughter Vivian, 13, showing the teens now standing close to their father’s height. One shot captured the trio lakeside, while another showed Jack and Benjamin posing with a catch from a fishing excursion, Benjamin pointing in mock surprise at his brother’s haul.

Brady captioned the post “A week in Alaska with my three best friends. The trip of a lifetime,” adding separately that “the boys heading into the wilderness” made for good material as the family’s unofficial photographer.

Beyond fishing, the getaway packed in a string of Alaska staples: a dog-sled outing that Brady said left Vivian making “new friends” among the sled dogs, a whale-watching excursion he described as showing “power and grace,” and what appeared to be a wildlife encounter with a bear spotted from a safe distance. Brady called the broader experience “truly awe-inspiring,” writing that he felt “so lucky to experience the power of nature in a setting like this.”

The trip marks a rare joint outing for all three of Brady’s children, who he shares with two former partners — Jack with ex-girlfriend Bridget Moynahan, and Benjamin and Vivian with ex-wife Gisele Bündchen. Public photos of the kids together have grown less frequent as they’ve gotten older, making the Alaska carousel notable to fans who follow the family closely on social media. Comments on the post reflected that reaction, with followers praising the “family vibes” and thanking Brady for sharing the rare group appearance.

The Alaska trip comes on the heels of other recent Brady family moments shared online, including photos of Vivian at a World Cup match alongside her mother earlier in July. Brady, who retired from the NFL in 2023 after 23 seasons and three teams, has increasingly used his social media presence to document milestones with his children as they enter their teenage years.