Leonardo DiCaprio is a creature of habit. You can mark your calendar by him – he likes being single through the holidays and through the awards season, and he usually chooses an official girlfriend in the spring. We have months of girlfriend auditions left. Make no mistake, the auditions have already started. Every (non-pandemic) year, Leo loves to spend New Year’s in St. Barts, and this year is no different. He rented an enormous yacht for himself and the P-ssy Posse, and obviously, there have been lots of younger ladies around.
Leonardo DiCaprio continues to be one of the most eligible bachelors in Hollywood, spending time on a luxury yacht surrounded by a ton of hot women in bikinis.
A shirtless Leo was spotted in St. Barts Monday while getting some serious vitamin D and chatting it up with multiple models on board before taking a dip and then laying in the sun.
Unclear who all of Leo’s female friends are … but one of the bikini-babes was Madison Headrick, Leo’s pal Joe Nahmad’s fiancee.
Reportedly, one of the ladies on the yacht is Victoria Lamas, daughter of Lorenzo. Leo has been seen out with Victoria several times now. She’s 23 years old. I believe Leo probably likes hanging out with her, but it’s also clear from these yacht photos that Victoria is not the only under-25 on the Leo D Party Boat.
Leonardo DiCaprio spotted alongside multiple bikini-clad women on yacht https://t.co/zcJs2hRqGH
— Fox News (@FoxNews) January 4, 2023
Leonardo DiCaprio Entertains Multiple Women On Yacht During St. Barts Vacation 🥵 https://t.co/FnqppZOtHi
— TMZ (@TMZ) January 4, 2023
Leonardo DiCaprio, 48, gets close to his latest squeeze Victoria Lomas, 23, on a New Year's party yacht https://t.co/jlqmeGoxRT
— Daily Mail Celebrity (@DailyMailCeleb) January 1, 2023
Photos courtesy of Backgrid.
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- ** RIGHTS: ONLY UNITED STATES, CANADA ** Sardinia, ITALY – Legendary Actor, Leonardo DiCaprio and his girlfriend Camila Morrone enjoy a day at sea on a yacht while vacationing in Porto Cervo, Sardinia. The couple indulges in multiple activities while at sea. When time come to unwind they can be seen lounging and chatting amongst themselves in a more secluded area. *Shot on 08/10/2019* Pictured: Leonardo DiCaprio, Camila Morrone BACKGRID USA 11 AUGUST 2019 BYLINE MUST READ: CIAOPIX / FREZZA LAFATA / BACKGRID USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
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- ** RIGHTS: ONLY UNITED STATES, CANADA ** Sardinia, ITALY – Legendary Actor, Leonardo DiCaprio and his girlfriend Camila Morrone enjoy a day at sea on a yacht while vacationing in Porto Cervo, Sardinia. The couple indulges in multiple activities while at sea. When time come to unwind they can be seen lounging and chatting amongst themselves in a more secluded area. *Shot on 08/10/2019* Pictured: Leonardo DiCaprio BACKGRID USA 11 AUGUST 2019 BYLINE MUST READ: CIAOPIX / FREZZA LAFATA / BACKGRID USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
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- New York, NY – Leonardo DiCaprio and Camila Morrone are all smiles as they spend a romantic afternoon in Manhattan’s Downtown area. The hot couple were all bundled up for the chilly weather as they went to see art galleries and later had a bite to eat at a Downtown pastry deli. Pictured: Leonardo DiCaprio BACKGRID USA 29 FEBRUARY 2020 BYLINE MUST READ: BrosNYC / BACKGRID USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
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- Malibu, CA – Leonardo DiCaprio and his girlfriend Camila Morrone enjoy a day at the beach in Malibu with Tobey Maguire and Lukas Haas on the 4th of July weekend. Pictured: Leonardo DiCaprio BACKGRID USA 3 JULY 2022 USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
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- Nerano, ITALY – Actors Leonardo DiCaprio and actor Jamie Foxx are pictured enjoying lunch together while on holiday on the Amalfi Coast. Pictured: Leonardo DiCaprio, Jamie Foxx BACKGRID USA 27 JULY 2022 BYLINE MUST READ: Cobra Team / BACKGRID USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
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- Capri, ITALY – American award-winning actor Leonardo DiCaprio was pictured tucking into some delicious-looking pasta and biting his nails while enjoying lunch with friends on holiday in Italy. Pictured: Leonardo DiCaprio BACKGRID USA 29 JULY 2022 USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
I commend him for his work on the environment, but this is becoming a little sad.
I dunno. He talks a good talk about the environment, but flying private around the world to your multiple homes and yachts doesn’t exactly ring through as ‘authentically concerned’. But yay for driving a Prius, I guess.
His dating life continues to be sad. I listened to a Beyond the Blinds podcast about his Hollywood life and it explained a lot. Leo needs some serious therapy.
I think his work on the environment is very important. He doesn’t drive a Prius, he gives support and large sums of money directly to the indigenous activists in South America who are targeted and killed for their work to protect rivers and forests. I very rarely see other celebrities supporting their work and I think it’s some of the most important work there is. I’m not saying he’s not a douche, he’s a total douche, but I think his environmental contributions are significant.
How do you commend him for his work on the environment with all the carbon dioxide he puts out with his big Yacht for a hand full of people.
His vibe gives me the icks. He is around my age and he hangs around women younger than my daughter. That is just so gross.
Gross.
Is he smoking or vaping ewwww. He is the new Hugh Hefner.
Yah I don’t understand this eligible bachelor thing? Being able to afford the company of a bevy of young beauties doesn’t make you an eligible bachelor it makes you a rich creep.
Yes, “eligible” means “a desirable partner for marriage.” If he’s not interested in marriage, then he’s ineligible.
I don’t understand how he’s not bored. It’s the same thing all the time. Nothing emotionally fulfilling. It’s totally stagnant. As you go through life, you either change or you die. What a sad, empty existence he has.
I was just about to post the same thought, Emily_C.
We all have our favorite places/things, patterns and routines. As we grow older, we can become more set in our ways. Leo may truly be happy with his life.
However, from the outside looking in, it all seems so empty.
Dating and partying with beautiful young people could be fun…for a while. However, after a point, wouldn’t a person (especially someone who’s middle-aged) desire more out of relationships and life in general?
ITA. I’m bored and dehydrated just looking at pics of people baking in the sun drinking booze.
Not bored AND dehydrated 🤣
I think he doesn’t get bored because he might be 40 something chronologically but he’s 16 emotionally.
How does Leo, someone reportedly so devoted to the environment, ignore the detrimental environmental effects of a yacht?
Also the private jets he uses. He has been criticized for being a hypocrite, but apparently, he writes a big check so they keep their mouth shut and give him awards.
It’s bullshit. Regular folks are told not to use plastic bags or straws, and do whatever they can to help the environment so we don’t keep having nightmare weather events, yet these rich a$$holes can do whatever they want as long as they write a check. I bet most of the celebs are out of LA right now because of the horrible floods happening. Just hop on their private jets and go somewhere nice while regular folks deal with the consequences of private jets and yahts, and over consumption that mostly the rich do.
So hypocritical and gross, on all sides.
This is what gets me – celebs preach to us about how we’re not doing enough to protect the environment when their own footprints are absolutely massive. Cutting a large cheque really just isn’t enough. It’s grotesque.
His whole life is just one big carbon footprint but he obviously justifies it to himself by being an “advocate”. It’s absolute hypocrisy at its finest.
I feel as tho all is right in the world when I see this. Leo is always on brand! Lol
I feel like we’ve lost the essence of what “most eligible bachelor” is meant to mean…
1. That women WANT to marry you.
2. That you are eligible.
Leo’s title should really be “most bachelor”
Best comment of 2023 so far!
Great minds, @Ceej, as I was about to write the same comment. He’s so far down the list of “most eligible bachelors”. Sooooo far down.
I love this! Spot on. He is just a bachelor. A paunchy bachelor who likely smells like ciggs, booze sweat, and expensive aftershave. Swoon!
I give him props for living his truth-no promise of a ring and some kids. He cuts them loose while they are still fertile.
The guy is a survivor of abuse on the set. As long as he has Lukas and his boys, he’s fine.
How humiliating, to audition for the part of girlfriend.
This, 100%, this. Any young woman who knows her worth, does not audition for someone to “like” them. And honestly, if I force my mind to go there, I do not see a scenario where this is not degrading and damaging to a young woman’s self worth and self esteem.
Yes I guess since he doesn’t have the Victoria secrets fashion show any more he’s doing this.
That’s Hollywood for ya.
He’s getting so porky and puffy. Yeah, he’s reached the age where this is just sad.
On a completely shallow note: he’s not even that attractive anymore. These (barely) women could at least find some hot old guys. Even though they’re married: George Clooney and Idris are still attractive and are in their 50’s. This dude? He’s pushing 50 and looks so blech. BLECH. Yuck.
He’s always on yachts with under 25 no-named models. People used to say he’s living the dream, but I think his life looks so incredibly sad and pathetic. These days he has no energy or vibe, he looks so dead behind the eyes. He doesn’t even look at these models, they are there, and he wants them there, but he doesn’t really acknowledge them or care to engage with them.
He’s so gross. I’m embarrassed I had a crush on him when I was a teenager (almost 20 years ago). Ick.
He’s good on-screen. That’s all I got.
He’s having fun, and so are the girls (I strongly suspect). They’re not hurting anyone. To each his own.
I think the point is we can’t imagine Leo is still enjoying this. He just doesn’t know who he is besides this so he carries on.
Why do they even talk about? I’m out of topics with someone half my age in like five minutes. Without conversation, he’s just ogling these young women, Just seems like a sad and an unfulfilling way to spend your time.
Pretty sure that conversation isn’t what he is after…also he looks like he smells like old ashtray with a faint hint of fryer grease.
Another stunted man child named Drake was also seen on said boat.
Not surprised !
Sounds about right.
Oh, another groomer! So both he and Leo are creeps. Good to know.
It’s sad how this guy’s creepy dating pattern has turned into a harmless social media joke when infact it should have launched a whole discourse about why old, greasy powerful men like him constantly sniff after young nubile women.
I feel like he has played a big part in normalizing creepy age gap relationships to the point where even ugly flops (Zach Braff dating Florence Pugh) and so called good guys (Chris Evans dating Alba Baptista) are letting their creep flag fly publicly.
What about Cher, Madonna, Sam Taylor-Johnson? Funny how people are all “go Cher” but “boo Zach Braff”…
I think age gaps aren’t a problem unless you’re dating a teenager. To each their own, you can’t forbid people from doing what they want with their love life. If it’s consensual then it’s nobody else’s business.
All the people you’ve mentioned get flak for their big age gap relationships. I think Cher posted something with her BF calling out her “haters” so I’m pretty sure she has read comments about her relationship.
Zach Braff apparently dated Mandy Moore when she was 19 and he was 29. I’m not saying any of his girlfriends have been forced but that doesn’t negate the creep factor. He got with Florence Pugh when she was 22 and he was 43. Florence is a dumb, pick me girl so I highly doubt it was her intelligence or maturity that attracted him. She looked like a teenager back then with her baby face. Once she crossed the age of 25 and her looks started maturing, her vibe got more confident, that’s when their relationship fizzled out. You can easily tell why he was attracted to her at his big age. Gross.
The Sam Taylor-Johnson thing is predation and gross. But Cher’s boyfriend is a man of nearly 40 and to pretend there is the same type of culture dedicated to objectifying, invalidating, and pressuring men in their 30’s to be playthings and objects for the opposite sex as there is for women in their teens and 20’s is a misread of the situation.
@Aly – since when is Florence Pugh dumb?
Can’t we just accept the fact we’re all different? Maybe he really is happier like this than conforming to nonsense society rules about how everyone should lead their lives.
Some people do not want to spend their life in a monogamous relationship tied to someone else, procreating and raising their offspring. Some people do, and good for them.
But forcing everyone in the same box and same lifestyle, aren’t we better than that?
Let the guy live the way he wants to, he really isn’t hurting anyone. Frankly, he’s hurting way less people than your average dude who gets married, cheats, gets a divorce, finds a new younger wife, etc.
He can live however he wants but pretending he and men like him don’t help *create* some of the most harmful and negative types of social discourses and environments for young women is naive. He met his last girlfriend when she was 10 years old and is hanging out with Drake who is also a teen groomer. Nobody’s “forcing” him into a box because nobody’s forcing him to do anything. But he is creepy and gross and we are allowed to say it.
It’s like a hunting trip where animals are captured and herded, and set up for old, fat, drunken men to shoot as they’re chased directly in front of them.
In the distant past, I imagine there were young women willing and happy to take a trip and get a tan, and compete for his attention.
Now, I suspect they’re sought out like a Tom Cruise bride, and paid for their willingness to appear and for their time.
Who it’s NOT sad for, is sad, sloppy old Leo (he’ll take what he can get and pretend all these young women are there for him) who it’s sad for are the girls who still see this as a career opportunity.
What a sad, shallow life he lives.
He obviously does not want marriage or children, which is fine.
But, he is stuck in a pattern of under 25 y/o gfs, hanging on his yacht, lather, rinse repeat.
He is a hedonist, and quickly turning into Jack Nicolson style personal life, endless much younger females who are with him for money/fame.
Empty shell, refusing to grow up. Peter Pan syndrome with huge $$.
Plus, hypocrite. Endless yapping about the environment but he has private planes and yachts.
IMO, Leo was great in Wolf of Wall Street. Last good movie he was part of, and he had MS directing with a good supporting cast.
Isn’t he a big mamas boy? He used to take his mom and grandma to awards and red carpet events. I would love to have a conversation whit her and ask her opinions on her sons lifestyle. I just totally see him getting a nice Sunday lunch at her mom’s place when she asks:
Leo when are you bringing home a nice girl and get me some grandchildren?
-But Mom I’m really trying!-and than storms out and smashes his room door.