Leonardo DiCaprio’s supermodel girlfriend Vittoria Ceretti enjoyed a jet ski ride with his best pal Tobey Maguire as the trio enjoyed a yacht trip in Italy.

The two actors share a bond stretching back to the 1990s, when they led a group of men about town famously dubbed the ‘P***y Posse’ in New York magazine. 

Tobey, 49, took control of the jet ski while Vittoria, 29, hopped aboard behind him and clung to his shoulders for safety. 

Meanwhile Leonardo, 49, could be spotted soaking up the sun by himself on the yacht as it cruised off the Italian coastline.

He wore a simple set of true blue swimming trunks with a black t-shirt, which he occasionally peeled off, displaying his burly physique. 

The Titanic star, who is slated to play the lead role in the upcoming film by Paul Thomas Anderson, had grown his hair slightly long and was sporting a small goatee.

Meanwhile Vittoria, a supermodel who hails from Italy, showed off her credentials in a barely-there bikini with a summery floral print.

Flaunting her impressively taut midriff and vertiginous legs, the willowy brunette could be seen clambering cheerfully behind Tobey on his jet-ski.

Tobey bared his toned arms as he went shirtless under his life jacket, lending himself a touch of shade with a baseball cap and a set of sunglasses.

His passenger also clasped on a life jacket for safety, sweeping her luxurious dark make up into a tight bun to prevent it blowing around her face in the wind. 

Vittoria appeared to be thoroughly enjoying herself at the back of Tobey’s jet ski, apparently pointing out one of the sights to him as they glided over the water.

While back lounging on the deck, she was spotted leaning tenderly over Leo as the pair had a conversation, he laying on his back in apparent relaxation.

Over the course of the yacht trip, she also took a dip in the water, laughing uproariously as she splashed into the gentle waves with a gal pal looking on. 

Vittoria, Leo and Tobey were part of a star-studded dinner party in Portofino this Monday, amid a group that included former Disney Channel star Emily Skinner, 21.

The evening also featured Edward Enninful, the former editor-in-chief of British Vogue, who attended on the arm of his husband Alec Maxwell. 

Earlier this month, Tobey was spotted enjoying a frolic in the South Of France with a mystery woman who strikingly resembled Lily Chee – the 20-year-old actress he was seen with at Michael Rubin’s latest star-studded Fourth Of July party. 

Leo and Vittoria were first linked over the summer of last year, when she had just turned 25, and have been spotted together on several occasions since. 

However in March of this year, Leo was spotted putting on a cozy display at a pre-Oscars party with none other than songstress Teyana Taylor, with whom he has been filming the upcoming Paul Thomas Anderson movie.

At the pre-Oscars party, Teyana was glimpsed gently caressing Leo’s face, and he in turn was seen tapping her on the derriere, according to TMZ.

However, later that same month, he was spotted enjoying a lunch date with Vittoria in Los Angeles, indicating their relationship was still going strong.

Vittoria was even sporting a gleaming silver ring on her left hand fourth finger – but TMZ confirmed that the couple are not engaged.

Near the end of March, Leo and Vittoria were spotted out to dinner at the Santa Monica celebrity hot spot Giorgio Baldi – and she then drove them from the venue. 

‘The restaurant has been Leo’s favorite for years and he’s enjoyed date nights with Vittoria several times,’ an insider explained to People. 

‘She’s, of course, Italian, so she takes care of ordering all the favorites,’ said the source. ‘She is very cute, sweet and charming. Leo seems to really like her.’

Vittoria and Leo are said to have met at last year’s Cannes Film Festival, where his new Martin Scorsese movie Killers Of The Flower Moon was premiering. 

They were first linked in August 2023, after a flurry of rumors that had connected Leo to Vittoria’s fellow supermodel Gigi Hadid.

Vittoria was previously married from 2020 until 2023 to the Italian DJ Matteo Milleri, who is part of the Berlin-based duo Tale Of Us.

Years earlier, she was briefly linked to the model then known as Natalie Westling, who has since undergone a gender transition and is now called Nathan Westling.

Vittoria was discovered in 2012 and has since walked over 400 fashion shows, as well as covering various international editions of Vogue 23 times. 

Meanwhile Tobey shares two children, Ruby, 17, and son Otis, 15, with his ex-wife Jennifer Meyer, daughter of the disgraced movie mogul Ron Meyer. 

Jennifer and Tobey tied the knot in Hawaii in 2007 a few months after Ruby was born, with Leo reportedly in attendance at their nuptials.

The Hollywood power couple however did not last – they separated in 2016 and Jennifer finally filed for divorce in 2020.

When their breakup first went public in 2016, an insider spilled to People magazine: ‘They’ve been living separate lives for a while.’

According to the source: ‘They have completely different interests and haven’t seemed to be connecting.’

The insider gossiped: ‘He’s extremely private and prefers to stay home, and she’s very social and has tons of girlfriends.’

Said the source: ‘They haven’t been happy together for a long time. But they are great parents and they love their children.’

Vittoria has spoken candidly in the past about the habits that have enabled her to retain her lithe physique and luminous complexion.

‘I always try to eat healthily. I go to the gym when I’m home or do some yoga if I have the time off,’ she explained to Elite Model Look.

‘I always make sure to wash my face at morning and at night, moisturizing my skin before I leave home or before I go to bed,’ she added.

‘I apply a face mask for when my skin feels tired or if I’ve worked for a while,’ noted Vittoria, who originally hails from Brescia in the shadow of the Italian Alps.

‘I try not to eat lots of junk food,’ she told W. ‘In the morning I always eat fruit and yogurt with cereal. And for lunch and dinner I always have vegetables as a side.’

As far as beverages are concerned, she shared: ‘I love smoothies and Vitamin Water, but I always have some iced tea in my fridge!’

In the workout department, she dished: ‘When I’m not working I go for runs. I live around many parks, so it’s nice to feel like you’re not surrounded by the city.’ 

Since his sighting with Lily, a source told Us Weekly that she and Tobey ‘aren’t seriously dating but have been hanging out.’

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Source: New York Post