Jeff Bezos, Lauren Sánchez Wedding: What Stars Whispered When They Thought No One Was Listening Revealed

Billionaires, celebrities, and fashion royalty converged on a private island in Italy over the weekend to celebrate the wedding of Jeff Bezos and Lauren Sánchez– but the real spectacle happened before the vows were even exchanged.
As stars made their way to the $20 million affair via water taxis, the entrances were less red carpet and more slapstick, according to lip reader Nicola Hickling, who deciphered what guests were actually saying during their less-than-glamorous arrivals to the Daily Mail.
Oprah Takes Charge, Hilfiger Takes A Spill
Oprah Winfrey, dressed in a pastel pink gown and matching glasses, hesitated as she approached her water taxi. "Let me hold onto you. Don't let me fall. Be careful with me," she told a porter, appearing to steady herself. Before boarding, she paused to announce, "Hang on, let me wave, I'm gonna wave," then insisted the staffer climb in first.
Oprah Winfrey at Jeff Bezos and Lauren Sánchez's wedding. pic.twitter.com/HrSZ3MWK9K
— 𝓐𝓻𝓽 𝓲𝓼 𝓪 𝔀𝓪𝔂 𝓸𝓯 𝓼𝓾𝓻𝓿𝓲𝓿𝓪𝓵 (@yourfavnook) June 27, 2025
Fashion designer Tommy Hilfiger wasn't as lucky. The 74-year-old lost his footing while stepping onto the boat, muttering, "This is so s**t" after asking, "Why do we need to stand here?" A bystander appeared to tease, "You're drunk, and this is why you fall," as Hilfiger laughed off the moment and flashed a peace sign.
Kardashian Chaos At The Docks
Khloé Kardashian, celebrating her birthday, arrived in a dramatic pink gown but looked anxious while boarding. She asked someone nearby, "Is this our taxi?" and moments later admitted, "It's so complicated, oh down we go." Kim Kardashian added, "Here we go, I'm on," as the sisters stepped onto the boat.
Kim Kardashian, Khloé Kardashian, Kris Jenner e Corey Gamble embarcando em um táxi aquático a caminho do jantar de pré-casamento de Jeff Bezos e Lauren Sanchez em Veneza, Itália. | 26 de junho.
— Mídia Access (@MidiaAccess) June 27, 2025
📸 Mais fotos: https://t.co/zvHcwWJgs1 pic.twitter.com/l9XMmi7DuF
Their younger siblings, Kendall and Kylie Jenner, weren't immune to the boat jitters. Kylie, appearing nervous, asked a porter, "Which way?" before handing over her wine glass and saying, "Can you hold this? Thank you." She then turned to Kendall and said, "Let's hold hands and go together," but stumbled slightly as she climbed in, exclaiming, "Uh oh."
June 26: Kendall Jenner and Kylie Jenner boarding a water taxi in Venice, Italy. pic.twitter.com/CFG5RxdgWW
— CKJ Midias (@CKJMidias) June 26, 2025
Kris Jenner Makes The Rules
While her daughters crossed the docks with varying degrees of panic, Kris Jenner stayed composed. She declined to share a boat with her longtime partner, Corey Gamble, reportedly telling him, "I told you... for God's sake... I'd like to travel alone."
After some back and forth, Gamble relented and stepped off briefly before joining Jenner again. A porter was overheard asking, "You want to travel alone?" to which Corey replied, "It's what Kris would like to do."
Khloé Kardashian, Kim Kardashian, Kris Jenner e Corey Gamble em um táxi aquático a caminho do jantar de pré-casamento de Jeff Bezos e Lauren Sanchez em Veneza, Itália. | 26 de junho.
— Mídia Access (@MidiaAccess) June 26, 2025
📸 Mais fotos: https://t.co/imJHVJ2C3s pic.twitter.com/M0NMeaXAzj
Meanwhile, Kim and Khloé were seen chatting on a separate ride to the festivities. According to Hickling, Kim told her sister, "He's a fun guy, that'll make you smile," though it's unclear who she meant.
Even with every luxury accounted for, it seems not even the richest and most famous can escape an awkward entrance.