Leonardo DiCaprio’s endless holiday! How the jet-setting ‘eco-warrior’ and his growing entourage of celebrity friends have spent eleven WEEKS cruising the Med (via ozone burning trips to Paris, London and New York)
Anyone unlucky enough to spend this summer in London will be familiar with its steel grey skies, bracing cold winds, and heavy bursts of unseasonal rain.
But not all of us have the luxuries afforded a Hollywood star, among them a rented yacht, private jets, and a seemingly endless resource of cash.
Such is the life of Leonardo DiCaprio, whose list of overseas destinations since May could fill the average passport.
The Oscar-winning actor and environmentalist appeared to be taking a week off from saving the ozone when he emerged in Cannes at the start of the European holiday season.
But what at first appeared to be a conventional promotional gig at the resort town’s annual film festival has turned into a months-long sojourn, with DiCaprio and a seemingly endless raft of celebrity friends trawling Mediterranean waters between south of France, Spain, and southern Italy as recently as Sunday.
Good times: Leonardo DiCaprio has been trawling the Mediterranean since arriving in Europe for the Cannes Film Festival in May (pictured aboard his yacht in Sardinia)
Jet-setter: So far Ibiza, Sardinia, the Amalfi Coast, Saint Tropez, and Tuscany have been added to the itinerary – interspersed with jet-setting trips to New York City, London, and Paris
So far Ibiza, Sardinia, the Amalfi Coast, Saint Tropez, and Tuscany have been added to the itinerary – interspersed with jet-setting trips to New York City, The Hamptons, London, Florence, and Paris.
The lengthy break has seen DiCaprio reunite with close friend Tobey Maguire, while rubbing shoulders with more than one unknown and highly unexpected quantity – among them British model Neelam Gill and the former Love Island contestant Arabella Chi.
Australian businessman James Packer, Russian catwalk legend Irina Shayk and American model Megan Roche have also joined the party over recent weeks, but who else? And where have they been?
1. CANNES – SOUTH OF FRANCE
It all began in May when DiCaprio flew into the south of France for an official screening of his latest movie, the Martin Scorsese-directed Killers Of The Flower Moon, at the annual Cannes Film Festival.
Between promotional commitments for the eagerly anticipated film, the actor was seen relaxing aboard billionaire James Packer’s yacht with best friend Tobey Maguire.
They would later be seen on another sprawling yacht, with DiCaprio reported to be spending time with model Irina Shayk during his stay in the French resort town.
It would prove to be an auspicious start for DiCaprio, whose European adventure was only just getting started…
Previously: It all began in May when DiCaprio flew into the south of France for an official screening of his latest movie, the Martin Scorsese-directed Killers Of The Flower Moon, at the annual Cannes Film Festival
Here we go: Between promotional commitments for the eagerly anticipated film, the actor was seen relaxing aboard his yacht with best friend Tobey Maguire
2. SARDINIA – ITALY
DiCaprio eventually left Cannes and made his way to Sardinia in southern Italy, where he was seen relaxing aboard his yacht with a stunning, bikini-clad brunette.
The Oscar winner went shirtless, opting for a pair of blue swimming trunks as he joined his entourage on the top deck.
Alongside an almost exclusively male group of friends, one gorgeous female displayed her figure in a skimpy pink two-piece.
The actor, a noted climate activist, was later seen boarding a plane at Olbia Private Airport – which has its private jet terminal for wealthy travelers.
DiCaprio was joined by another long-time friend, the disgraced art dealer Hillel ‘Helly’ Nahmad, and Swiss businessman Ernesto Bertarelli.
Loving life: DiCaprio eventually left Cannes and made his way to Sardinia in southern Italy, where he was seen relaxing aboard his yacht with a stunning, bikini-clad brunette
Hard to miss: Alongside an almost exclusively male group of friends, one gorgeous female displayed her figure in a skimpy pink two-piece
Luxury: DiCaprio risked accusations of eco-hypocrisy as he was seen leaving Porto Cervo, Sardinia with the disgraced art dealer Hillel ‘Helly’ Nahmad
3. LONDON – ENGLAND
DiCaprio was back on dry land after flying to the English capital in June.
The actor sported a black face mask and kept a Los Angeles Dodgers baseball cap low over his eyes as he made an early appearance at Machine Gun Kelly’s exclusive performance and private party hosted by Marc Jacques Burton at new private members’ club, Apollo’s Muse.
He later rushed out of Bacchanalia restaurant, where the venue is housed, with his entourage and crawled into the backseat of a black SUV.
Out and about: DiCaprio was back on dry land after flying to the English capital in June
Nothing to see here: The Academy Award-winner sported a black face mask and kept a Los Angeles Dodgers baseball cap low over his eyes
4 . IBIZA – SPAIN
Chilly England was soon traded for the delights of sunny Ibiza as DiCaprio frolicked aboard his yacht off the coast of the Balearic party island.
The actor by model Meghan Roche while relaxing aboard the boat during his latest appearance on the Mediterranean.
DiCaprio appeared relaxed and at ease as he strolled along the deck after boarding the boat with the group.
Meanwhile, Meghan looked incredible in a plunging navy blue swimsuit, teamed with low-rise joggers and a matching shirt.
Taking it easy: Southern Italy was soon traded for the delights of sunny Ibiza as DiCaprio frolicked aboard his yacht off the coast of the Balearic party island
Beach babe: The Oscar-winning actor was joined by model Meghan Roche
5. LONDON – ENGLAND
DiCaprio‘s whirlwind European break continued as the star was seen jetting into London with his father and stepmother in early June.
The Oscar-winner covered up in a hoodie and slate jacket, teamed with baggy jeans. He wore a baseball cap and a face mask as he kept a low profile while checking into a hotel.
The star was accompanied by his father George DiCaprio, 79, and George’s wife Peggy Farrar for the short trip back to England.
DiCaprio and his family were later seen dining out at Marylebone venue Chiltern Firehouse, on the same night it welcomed supermodel Gigi Hadid – the actor’s rumored romantic interest.
DiCaprio and Hadid enjoyed yet another evening out with his father and stepmother the following evening.
The pair’s romance reportedly fizzled out in February but despite the apparent end to their brief relationship, the two were spotted together multiple times in May and have allegedly been hanging out again recently.
On his travels: DiCaprio’s whirlwind European break continued as the star was seen jetting into London with his father and stepmother in early June
A night out: DiCaprio and his family were later seen dining out at Marylebone venue Chiltern Firehouse
… on the same night, it welcomed supermodel Gigi Hadid – the actor’s rumored romantic interest.
6. AMALFI COAST – ITALY
After leaving London, DiCaprio was seen enjoying an al fresco lunch in Naples on the Amalfi Coast.
The Hollywood heavyweight was once again joined by his father George and rarely seen step-mum Peggy Farrar for the family outing.
The group dined at Lo Scoglio da Tommaso, the world-famous restaurant in the seaside village of Marina del Cantone.
The eatery boasts a private jetty an exclusive boat taxi service, which took Leonardo and his guests to and from their lunch.
Family holiday: After leaving London, DiCaprio was seen enjoying an al fresco lunch in Naples on the Amalfi Coast with dad George and step-mum Peggy
7. FLORENCE – ITALY
Days later, a casually dressed DiCaprio was seen enjoying a late-night stroll through Florence with his best actor pal, Tobey Maguire.
The pair were joined by a huge group of friends as they wandered through Piazza della Signoria.
Earlier that day, DiCaprio was getting quite the history lesson on Monday when he was pictured inside the historic Medici Chapel with his family.
The Hollywood superstar had a big smile on his face as he largely went unnoticed while out with his father George, stepmother Peggy and another member of the family.
DiCaprio later joined Maguire, his ex-wife Jennifer Meyer and their children at the city’s Boboli Gardens, where they were seen waiting in line with other tourists.
Lads’ night out: Days later, a casually dressed DiCaprio was seen enjoying a late night stroll through Florence with his best actor pal, Tobey Maguire
Things to see: The pair were joined by a huge group of friends as they wandered through Piazza della Signoria
Pals: The Oscar-winning actor was also joined by longtime pal Maguire, his ex-wife Jennifer Meyer and their kids at the Boboli Garden
8. NERANO – ITALY
DiCaprio continued this Italian getaway aboard a luxury superyacht in Nerano after leaving Florence.
The Hollywood actor showed off his buff physique as he went shirtless in just a pair of blue swimming shorts while soaking up the rays.
DiCaprio had just hopped on board following a dip in the sea, as a member of the crew waited attentively with a towel as he clambered back on deck.
Holiday vibes: DiCaprio continued this Italian getaway aboard a luxury superyacht in Nerano after leaving Florence
9. FORTE DEI MARMI – ITALY
DiCaprio would soon be back on Italian soil as he dined with a huge crowd of family and friends at Maito Restaurant in Forte dei Marmi.
The Hollywood actor cut a casual figure for the outing in a black T-shirt, which he wore with dark trousers as he sat alongside his father George, and stepmother Peggy.
DiCaprio kept a low profile for the swanky alfresco meal donning a baseball cap as he appeared to go unnoticed by fellow diners.
Dinner: He would soon be back on Italian soil as he dined with a huge crowd of family and friends at Maito Restaurant in Forte dei Marmi
Family: The Hollywood actor sat alongside his father George and stepmother Peggy during their dinner date
10. PARIS – FRANCE
The globe-trotter was in Paris soon after, where he was joined by Maguire and Belgian model Rose Bertram at the GQ/Levis after-party, held at Avenue Restaurant during the city’s bi-annual fashion week.
DiCaprio was the man in black as he wore a black T-shirt under a matching jacket along with black trousers and black shoes with white soles.
The longtime best friends were later seen leaving the Hôtel Costes in the 1st arrondissement before heading to a late-night dinner at Loulou on the Rue de Rivoli in the French capital with model Neelan Gill.
The trio was accompanied by Maguire’s daughter Ruby, 16; his son Otis, 14; and Leo’s niece Normandie, 16.
Make way: The globe-trotter was in Paris soon after, where he was joined by Tobey Maguire and Belgian model Rose Bertram at the GQ/Levis after-party, held at Avenue Restaurant
Snakeskin outfit: Rose, who has been romantically linked to DiCaprio for months, stunned in a black leather bustier top along with matching snakeskin pants and a long jacket
11. NEW YORK CITY – USA
As July loomed DiCaprio was spotted stepping out in New York City, having flown to the United States.
The actor kept a relatively low profile in a baseball cap and mask as he hopped out of the passenger side of a sports car convertible after enjoying a joyride with some of his friends.
For their daytime outing, The Wolf of Wall Street star put on a casual and comfortable display in a black T-shirt and gray cargo shorts.
Out and about: As July loomed DiCaprio was spotted in New York City, having returned to the United States
12. THE HAMPTONS – US
Days later the actor was spotted arriving in the Hamptons via helicopter, with a mystery woman at his side.
DiCaprio was spotted wearing a plain white t-shirt with a Los Angeles Dodgers baseball cap and black sunglasses.
He also had a small black sling bag draped over his shoulder with a face mask pulled down over his chin.
The Oscar-winning actor completed his look with grey shorts and white sneakers for his holiday weekend outing.
The actor’s mystery companion was seen wearing a black bralette under a black leather bomber jacket.
Leo arrives: The eco-warrior soon made his way to the exclusive east coast enclave The Hamptons, via helicopter, with a mystery woman by his side
Unknown: The actor’s mystery companion was seen wearing a black bralette under a black leather bomber jacket
13. LONDON – ENGLAND
The A-lister turned out to support Love Island host Maya at the Vogue Summer party at the Chiltern Firehouse, where Maya – the face of Vogue’s August edition – and Neelam were seen putting on sizzling displays in floor-sweeping gowns.
In pictures shared by fellow partygoers, DiCaprio looked to be having a wonderful time as he lived it up with a slew of the movers and shakers, with insiders telling MailOnline he placed himself by the DJ booth amid the festivities.
Here he is! In mid-July DiCaprio partied with Maya Jama and Neelam Gill, both 28, in London
Hey there! The actor was surrounded by admirers as he partied in the capital
14. SAINT TROPEZ – SOUTH OF FRANCE
It wasn’t long before the eco-warrior was back on the Mediterranean, having arrived by boat at the swanky Club 55 restaurant in Saint Tropez.
The star opted for a laid-back look in a white T-shirt and a pair of beige shorts as he made his way toward the boat.
DiCaprio tried to keep a low profile as he sported a cap and a pair of Ray-Ban sunglasses along with a blue face mask.
Carrying a black bag on his shoulder, the actor completed his look for the outing with a pair of white trainers.
Enjoying his holiday, DiCaprio was later seen chatting with his friends on the boat while he held on to his shades for fear they would blow away in the wind.
Holiday: It wasn’t long before the eco-warrior was back on the Mediterranean, having arrived by boat at the swanky Club 55 restaurant in Saint Tropez
Good times: DiCaprio later showed off his shirtless physique as he enjoyed a low-key yacht day with some bikini-clad beauties
15. LONDON – ENGLAND
As July drew to a close DiCaprio kept a low profile as he left Sir Mick Jagger‘s 80th birthday party at Chelsea nightspot Embargo Republica.
The Oscar winner opted for an all-black ensemble which consisted of a jacket, trousers, and trainers.
In true DiCaprio fashion, he wore a baseball cap and kept his head down while leaving the lavish venue in the early hours.
DiCaprio helped Sir Mick celebrate the milestone with guests including the singer’s daughter Georgia May Jagger, ex-wife Jerry Hall, and fiancée Melanie Hamrick.
Low-key: Days later DiCaprio kept a low profile as he left Mick Jagger’s 80th birthday party at Embargo Republica nightclub in London
16. SARDINIA – ITALY
Soon after, DiCaprio was joined by British model Neelam Gill as they relaxed on a yacht with a group of friends in Porto Cervo, Sardinia.
The movie star and the model had previously been linked for months, having spotted at various events together.
Gill later squashed romance rumors, telling Instagram followers: ‘Just to clear up any rumors… I am not Leonardo DiCaprio’s new flame.
‘I am in a committed relationship with his good friend and have been for many months now.
‘The only reason we have been pictured in the same vicinity is because I have been there with my partner. I hope this clears up all false stories.’
In good company: DiCaprio was joined by Neelam Gill as they relaxed on a yacht with a group of friends in Porto Cervo, Sardinia
Pals: The movie star and the model had been linked for months, having been spotted at various events together
17. IBIZA – SPAIN
On Sunday the actor was spotted arriving by boat in Ibiza with his friends, including Love Island’s Arabella Chi.
The beauty showed off her incredible figure in a tiny gold bikini while soaking up the sun.
The Hollywood star cut a casual figure in a white linen shirt, grey shorts and attempted to shield his appearance with a black baseball cap.
DiCaprio was pictured heading back to his speedboat with other pals and sitting relaxed while waiting for others to board.
As always, the actor appeared to try and go unnoticed as he hopped off the vessel with a baseball cap pulled down over his famous face.
Spotted: On Sunday DiCaprio was spotted arriving by boat in Ibiza on Sunday with his friends, including Love Island’s Arabella Chi
Stunning: Arabella showed off her incredible figure in a tiny gold bikini while soaking up the sun with the Hollywood star
