Venice is playing host to some of the biggest names in sports, music, film and entertainment as A-list guests gather for Jeff Bezos and Lauren Sanchez’s wedding Friday. Tom Brady is among the guests, along with Orlando Bloom, Leonardo DiCaprio, and members of the Kardashian family.
One guest who has been turning heads is actress Sydney Sweeney, who is reportedly staying in the same hotel as the seven-time Super Bowl winner.
Sydney Sweeney Reportedly Receiving Significant Attention From Tom Brady
Oprah Winfrey, Bill Gates, and Crown Prince Hussein bin Abdullah have made the trip to northeast Italy for the three-day event. Guests have been photographed arriving in typically stylish fashion, while others have tried to keep a low profile.
However, it’s “Euphoria” star Sweeney who has reportedly been attracting the most noticeable attention from some of the male guests. The actress ended her engagement to producer Jonathan Davino earlier this year after three years together.
She explained the reasoning behind her decision in a May interview with The Times UK: “I’m learning a lot about myself, spending more time with my friends. And I’m loving it.”
According to TMZ‘s sources, Brady, 47, was spotted “chatting up” Sweeney, 27, in a bar while the A-listers partied. Brady and his ex-wife, Gisele Bündchen, divorced in 2022, and the legendary quarterback has been romantically linked to several high-profile women since the split, including supermodel Irina Shayk.
REPORT:
Tom Brady seen chatting up Sydney Sweeney at Jeff Bezos’ wedding.
She has been the “center of attention for single guys, including TB12.”
Per: @TMZ, @jerrythornton1
If you ever doubted he was the GOAT before… pic.twitter.com/9nfowmdmJk
— Savage (@SavageSports_) June 27, 2025
According to the sources, though Brady has had his eye on Sweeney, he has mostly been hanging out with his famous friends. Brady, DiCaprio, Bloom, and record executive Scooter Braun have been spending time by the pool at the Hotel Cipriani.
Bloom is also recently single, having split from his longtime partner Katy Perry this week. The pair had been together for nine years and were engaged since 2019. They have a daughter together, Daisy Dove.
Braun has also been in the news recently, although indirectly, after global superstar Taylor Swift regained control of her early work in May 2025 after years of trying. Braun took ownership of Swift’s first six albums when he purchased the singer’s former record label, Big Machine Label Group, in 2019. He sold the masters to Shamrock Holdings for over $300 million in 2020. Swift has since re-recorded several of her early albums.
The five-star deluxe hotel is famous for its unusually large, filtered seawater swimming pool. According to the hotel’s website, room rates begin at $1,400 per night. That kind of money is pocket change to Bezos, of course, who, along with his bride, is rumored to have spent between $10 million and $20 million on the wedding.