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Leonardo DiCaprio, 49, sips red wine with girlfriend Vittoria Ceretti, 26, in Portofino before she puffs a cigarette as they are joined by Tobey Maguire and Emily Skinner
Leonardo DiCaprio, 49, was seen with his stunning model girlfriend Vittoria Ceretti when on vacation in picturesque Portofino, Italy on Monday evening.
The two looked at ease as they took in the Italian coastline before dining al fresco at a local hot spot La Gritta Restaurant.
At one point, the Dolce & Gabbana model was seen puffing on a cigarette during her date with the silver screen hunk.
Also spied on the summer vacation was Leonardo's childhood pals Tobey Maguire, 49, and Lukas Haas, 48.
Edward Kobina Enninful, 52, a Ghanaian-born British editor and stylist who was editor-in-chief of British Vogue and European editorial director of Condé Nast, was also in the mix. He was with his partner Alec Maxwell.
Portofino is a fishing village on the Italian Riviera coastline, southeast of Genoa city. A path leads from the Piazzetta to Castello Brown, a 16th-century fortress and museum with art exhibitions and panoramic views of the town and the Ligurian Sea.
Leonardo DiCapri , 49, was seen with his stunning model girlfriend Vittoria Ceretti, 26, when on vacation in picturesque Portofino, Italy on Monday evening
The two looked at ease as they took in the Italian coastline before dining al fresco at a local hot spot La Gritta Restaurant
Vittoria had on a black hoodie over a gunmetal gray shimmering mini dress as she wore her dark hair down. She added a diamond necklace and earrings.
The cover girl added black strappy flat sandals that would not look out of place in the film Gladiator.
Leonardo was much more casual as usual as he wore all black with an LA Dodgers cap over his longer-than-usual blonde hair.
The Titanic star was also seen sipping on a glass of red wine as he chatted up his male friends. There was also Italian Panna water on the table which is from the Tuscany region.
Tobey, who was also in basic black clothing, was also drinking wine as he sat next to several men.
Also seen was Emily Skinner, the actress known for her roles on Brat network and Disney Channel's Andi Mack!
The 21-year-old budding star was also on the TV series Crown Lake and Total Eclipse.
She wore a strapless floral-print dress with a long gold necklace as her blonde hair was down.
The actress was seen sitting near Haas as he looked intrigued in the conversation while in a T-shirt with a gold ring on his pinkie finger.
The setting was upscale.
The brunette beauty - who is known for her runway work in Europe - was never far from the Once Upon A Time... In Hollywood actor's side
The movie idol sipped red wine next to a male friend - also in black - who did the same
DiCaprio had a slight beard as he enjoyed his meal with his mask off but his cap down low over his eyes
'La Gritta was founded by Lorenzo Raggio in 1954. In the '60s and '70s was the meeting point for the international jet-set and royalties that docked in Portofino. La Gritta serves a creative cuisine based mainly on seafood. The restaurant service is enriched by highly selected wines and champagnes,' reads the website.
Vittoria is a 26-year-old Italian fashion model. Ceretti was discovered in 2012 through the Elite Model Look Model contest.
As of 2024, Ceretti has participated in 400 fashion shows and has appeared on the cover of Vogue and its international editions 23 times.
Earlier this month she got close to a male model while shooting an ad for Dolce & Gabanna.
Also spied on the summer vacation was Leonardo's childhood pals Tobey Maguire , 49, far left. On the right is Edward Kobina Enninful, 52, a Ghanaian-born British editor and stylist who was editor-in-chief of British Vogue and European editorial director of Condé Nast, was also in the mix. He was with his partner Alec Maxwell, center with the white shirt on
The former child TV star seemed to hold court as he entertained his many friends
Leonardo seemed to be at the head of the table as two men looked at him
Maguire is divorced from wife Jennifer Meyer with whom he has two children
Also seen was Emily Skinner, the actress known for her roles on Brat network and Disney Channel's Andi Mack! The 21-year-old budding star was also on the TV series Crown Lake and Total Eclipse. She was seen sitting near Haas as he looked intrigued in the conversation.
DiCaprio must be enjoying his downtime after he tirelessly promoted his latest movie, Killer Of The Flowers Moon from last fall right up to this year's Oscars.
Next up for the star may be playing iconic singer and movie star Frank Sinatra.
Martin Scorsese is planning to direct a Sinatra biopic.
The 81-year-old filmmaker is developing a movie that is set to star his frequent collaborator s the My Way crooner.
Leo's pal Jennifer Lawrence may play the singer's second wife, the Golden Age pinup actress Ava Gardner.
According to Variety, Scorsese's Sinatra film could hit a stumbling block as the star's daughter Tina Sinatra controls his estate and is yet to give her blessing to the picture.
At one point, the Dolce & Gabbana model was seen puffing on a cigarette during her date with the silver screen hunk. She walked ahead of her multi-millionaire boyfriend who was checking his cell phone
Her legs were bare and tanned as she walked past other outdoor diners who did not notice Leo
It was Gardner who broke up Sinatra's marriage to Tina's mother Nancy Barbato.
Apple, which financed Scorsese's last movie Killers of the Flower Moon, are determined to team up with the director once again but Sony is thought to be the frontrunner to land the rights to the project.
Should the Sinatra biopic come to fruition, it would mark the seventh time that Scorsese and DiCaprio have made a movie together and the director has hailed 'The Revenant star as a 'natural film actor.'
The Taxi Driver director said: 'What's great about Leo, and it's why we work together so often, is, he goes there.
'He goes to these weird places that are so difficult and convoluted, and through the convolution, somehow there's a clarity that we can reach.
'And usually it's in the expression, in his face, in his eyes. I've always told him this. He's a natural film actor. I could shoot a close-up of him, he could be thinking of nothing, and I could intercut anything with it, and people will say, "Oh, he's reacting to such and such."
'There's something in his face that the camera locks into, in his eyes.'
Portofino is a fishing village on the Italian Riviera coastline, southeast of Genoa city. A path leads from the Piazzetta to Castello Brown, a 16th-century fortress and museum with art exhibitions and panoramic views of the town and the Ligurian Sea
Leo had a gray mask over his mouth but not his nose so fans would not recognize him
The star often vacations on yachts in the Mediterranean during his summer down time
Earlier this year, Timothée Chalamet revealed the advice DiCaprio gave him.
The 28-year-old star has revealed the sage advice his Don't Look Up co-star Leonardo gave him, including not to sign up for a DC or Marvel movie.
He told The New York Times: 'Well, Leonardo DiCaprio said to me, "No superhero movies, no hard drugs." Which I thought was very good. I follow them both!'
Turns out, Christopher Nolan's 2008 DC Batman blockbuster The Dark Knight inspired him to become an actor in the first place.
However, he added: 'The movie that made me want to act is a superhero movie, 'The Dark Knight'. If the script was great, if the director was great, I'd have to consider it.'
DiCaprio never reached for his girlfriend's hand or showed any PDA during the long dinner
There was a man behind and a man in front of the power couple as they left the eatery
The Dune: Part Two star came close to a superhero role when he auditioned for the leading role in Spider-Man: Homecoming.
Chalamet read for the role of Peter Parker and his crime fighting alter-ego - which eventually went to Tom Holland - twice during the audition process for the 2017 movie, and said his agent had to stop him from turning up at the Marvel offices to audition a third time.