Leonardo DiCaprio and Girlfriend Party Aboard Jeff Bezos’s $250 Million Superyacht in Caribbean Celebration

1 January 2026

Leonardo DiCaprio and his girlfriend, Vittoria Ceretti, were spotted lounging a $250 million superyacht on Tuesday. BACKGRID

Hollywood star Leonardo DiCaprio and his girlfriend, Italian model Vittoria Ceretti, drew attention over the New Year when they were spotted enjoying a sun-soaked getaway aboard a lavish superyacht owned by Amazon founder Jeff Bezos, joined by his wife, media personality Lauren Sánchez. The quartet was photographed off the coast of the exclusive Caribbean destination of St. Barts in early January 2026, where the group appeared relaxed and in high spirits amid a tableau of luxury that has become a signature of deep-pocketed celebrity socializing.

Images from the outing captured DiCaprio and Ceretti laughing together on deck, with Ceretti seen affectionately wrapping her arm around the actor’s waist as the scenic ocean spread out behind them. At the same time, Bezos and Sánchez were photographed hosting and chatting with the couple, their presence underscoring how friendships between Hollywood icons and high-profile tech and media figures have become an entrenched part of celebrity culture.

The superyacht in question, reportedly valued at around $250 million, served as a glamorous backdrop for this intimate yet publicized escape. While details about the itinerary remained private, the group’s appearance nearly atop banners of sun, sea and polished teak decks spoke volumes about how some of the world’s most recognizable names choose to mark the end of one year and the start of another. Ceretti, effortlessly chic in a relaxed vacation look, and DiCaprio, sporting casual beach attire, demonstrated a laid-back ease that contrasted with the near-mythic wealth and status of their hosts. Meanwhile, Sánchez embraced island style in a chic sundress, reinforcing her reputation for bold and expressive fashion choices even in a casual setting.

The trip occurred in a broader context of year-end socializing among celebrities and billionaires, where remote island getaways and mega-vessels have become a staple of celebration for a certain echelon. This particular gathering was notable not just for the participants but for the way it blended distinct celebrity worlds: film, fashion, tech and media. DiCaprio, 51, is internationally celebrated for his work in cinema and environmental activism, making headlines for roles that have garnered both awards and critical acclaim, while Ceretti has emerged as one of the most sought-after models of her generation, frequently appearing on runways and magazine covers around the world. Their presence aboard such an imposing luxury vessel highlighted the high-profile nature of the weekend’s festivities.

For Bezos and Sánchez, hosting such an outing is a continuation of their highly publicized transition into life as one of the world’s most talked-about couples. Bezos, among the wealthiest individuals globally thanks to his years building Amazon into an e-commerce and technology powerhouse, and Sánchez, a former news anchor turned media figure and author, were married in a lavish ceremony in Venice, Italy in June 2025 that drew extensive global coverage for its opulence and star-studded guest list. That event alone, with its historic city backdrop and numerous high-profile invitees, set the stage for subsequent gatherings that underscore the couple’s penchant for hosting and celebrating in memorable ways.

The imagery from the St. Barts outing also reignited conversation about DiCaprio’s social life intersecting with his environmental advocacy. The actor longtime advocates for climate action and sustainable initiatives; critics occasionally note an apparent contradiction between those efforts and his enjoyment of luxurious travel aboard large, fuel-intensive yachts. At the 2026 Critics Choice Awards, host Chelsea Handler even joked about DiCaprio’s boat vacation with Bezos during her opening monologue, humorously comparing it to a modern-day Titanic scenario to get a laugh from the audience. That moment underscored how public perception can turn such gatherings into fodder for broader commentary on celebrity lifestyles and personal branding.

While such critiques can swirl across social media and entertainment news, DiCaprio’s presence at the yacht party looked to be enjoyed with palpable ease and camaraderie among friends rather than as moments staged for the public eye. Candid shots showed the group relishing their time together, whether in mid-conversation, sharing a laugh or simply soaking up the sunshine against the endless blue horizon that defines Caribbean escapes. The dynamic also suggests a warmth in the relationships between these high-profile figures that goes beyond the headlines, hinting at genuine personal connections formed through years of intersection in elite social circles.

As 2026 unfolds, this St. Barts moment will likely remain one of the more talked-about celebrity vacations of the season, a snapshot of how modern fame, wealth, friendship and leisure can converge in scenes that mix high bash glamour with surprisingly relaxed personal interactions. For many fans, it served as a reminder that even in the rarefied world of A-list lifestyles, there’s room for simple pleasures: good company, warm sun, and an unforgettable setting on the open sea.