Leonardo DiCaprio looks effortlessly cool on vacation with girlfriend Vittoria Ceretti and longtime friend Tobey Maguire

Before making a splash off the coast of Saint-Tropez, Leonardo DiCaprio, his girlfriend Vittoria Ceretti, and longtime friend Tobey Maguire were spotted arriving in effortlessly cool vacation style. The Hollywood trio was seen ready for the glamour of the French Riviera.

DiCaprio kept things classic with a white T-shirt and a camo hat, adding a gold chain. He paired the look with matching green cargo shorts and white sneakers, wired headphones in place, and a black backpack. The star looked relaxed, smiling and talking with his girlfriend.

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Vittoria looked chic and understated in flowing white pants and a long-sleeve blouse. She finished her outfit with black sandals, a black Hermès bag, and sunglasses, her hair pulled back neatly into a bun. Meanwhile, Tobey went for an all-black ensemble, sporting a T-shirt, cargo shorts, and a coordinating black hat.

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Once aboard the luxury yacht, DiCaprio and Ceretti leaned into vacation mode. The couple, often low-key in public, enjoyed a rare laid-back moment. The following day, the actor ditched the shirt for a swim, revealing board shorts as he cooled off in the Mediterranean waters, while Vittoria turned heads in a thong-style bikini.

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The two were seen chatting on deck after a swim, admiring the views and enjoying each other's company. Also on board was Italian mogul Tommaso Buti.

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This trip comes right after the couple’s appearance at Jeff Bezos and Lauren Sanchez’s wedding in Venice, Italy, in late June, another star-studded event where Ceretti turned heads in a series of eye-catching outfits.

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DiCaprio tried to stay under the radar with his signature black hat. However, it was Vittoria who made headlines after suffering a wardrobe malfunction.

© Best Image/The Grosby Group

Ceretti delivered a red carpet moment, stepping out in a sheer, sequined archival piece originally worn by Gisele Bündchen at the 2003 Met Gala. The Italian model documented her wardrobe mishap on Instagram, posting a “before and after” series showing the damage unfolding in real time.