Tom Brady seen on yacht in Italy with Leonardo DiCaprio | Miami Herald
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Brady on board: NFL legend seen hanging out with this A-list bachelor on massive yacht

Miami Beach, Florida - April 20, 2023 - Tom Brady delivering keynote remarks at eMerge Americas 2023 in the Miami Beach Convention Center.
Miami Beach, Florida - April 20, 2023 - Tom Brady delivering keynote remarks at eMerge Americas 2023 in the Miami Beach Convention Center.

Brady on board!

If you’re slaving over a hot keyboard right now, you may not want to scroll down further.

Because we are here to tell you that celebrities and rich folks really do have better lives than the rest of us.

Take Tom Brady, for example.

The retired star quarterback has been recently spotted on the high seas, first on his own $6 million yacht off the coast of Florida, with his daughter Vivian.

Then, a few days later, Brady was photographed on a totally different megayacht in Sardinia, Italy.

The 45-year-old GOAT was in illustrious company. Other high rolling sailors included perennial bachelor Leonardo DiCaprio and local clubstaurateur David Grutman.

TMZ managed to snag a group photo off of Groot’s Insta stories, and noted that DiCaprio and Brady had something in common beside their overall hunkiness: the former TB Buccaneer’s ex wife, Gisele Bundchen, used to date “The Revenant” Oscar winner. (The football star and actor were reportedly guests at the wedding of billionaire Joe Nahmad and model Madison Headrick.)

Oh, to be a stowaway on that ship.

Another pic on Grutman’s Instagram was a picture of him and Brady chit chatting on the deck, the gorgeous Italian countryside behind them.

“Coffee talk,” said the married father of two’s caption.

Underneath in the comments, the Super Bowl champ wrote, “I’m ready for my hospitality internship,” along with a laughing face emoji.

A couple of folks played along with the joke: “Heard Tom might be working as a bottle boy at Club LIV soon.” Another suggested he work at Groot’s other hot spot, Komodo.

Yet another ribbed that the New England Patriots legend should “learn to code.”

Nah. We think he’s good. Brady has a new gig with Fox TV and just purchased stakes in two different Las Vegas teams, the Raiders and the Aces.

He’s also busy doing the whole single dad/coparenting focus on the fam thing with Bundchen, who, like her famous ex, seems to be living her best life.

The supermodel is apparently holding down the fort at home in Miami, partaking in water sports with her kids as well as with her rumored flame, martial arts instructor Joaquim Valente.

See? We told you that famous folks’ lives are better than yours. Now go back to work.

This story was originally published May 31, 2023, 12:48 PM.

Celebrity/real time news reporter Madeleine Marr has been with The Miami Herald since 2003. She has covered such features as travel, fashion and food. In 2007, she helped launch the newspaper’s daily People Page, attending red carpet events, awards ceremonies and press junkets; interviewing some of the biggest names in show business; and hosting her own online show. She is originally from New York City and has two daughters.
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