Leo DiCaprio & Sean Penn are on a yacht in Sardinia with their young girlfriends

Leonardo DiCaprio enjoys a day at sea with Girlfriend Camila Morrone while vacationing in Sardinia!

It makes perfect sense, actually. Of course Sean Penn and Leonardo DiCaprio are on vacation together on the same yacht. With their younger girlfriends. Sean actually doesn’t have the same age cut-off as Leo: Sean Penn will date someone over 25. He’s not happy about it, but he’ll do it. Sean’s current girlfriend is Leila George, who is 27 years old and Vincent D’Onofrio’s daughter. Sean is 58. So, yeah, his new age limit is probably 30, just my guess. As for Leo, 44, he’s there with Camila Morrone, 22. I actually think that Leo chartered the yacht for himself, Camila and his bros, probably, and Sean Penn ended up tagging along at some point. Leo and Camila were seen on the yacht last week and there was no sign of the sun-baked ham known as Sean Penn.

Neither actor seems particularly engaged with their girlfriends in any of the photos I’ve seen. I went through the entire photo set of Sean and Leila (she’s in the red one-piece), and at one point, it looks like she’s trying to persuade him to join her for a swim, and he just sits on the staircase, sulking at her. Imagine going on vacation with THAT and he treats you that way. Speaking of sulking, Leo seems to be actively avoiding any physical contact with Camila in almost every photo I’ve seen from their vacation. Also: Camila has a really beautiful figure. Sad that she’s wasting her youth and beauty on some dude who is too self-absorbed to, like, pay attention to her.

Leonardo DiCaprio enjoys a day at sea with Girlfriend Camila Morrone while vacationing in Sardinia!

Sean Penn and his girlfriend Leila George are seen in Sardinia

Sean Penn and his girlfriend Leila George are seen in Sardinia

Photos courtesy of Backgrid.

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52 Responses to “Leo DiCaprio & Sean Penn are on a yacht in Sardinia with their young girlfriends”

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  1. Arizona says:

    baaaarrrrffffff. sun baked ham is right.

  2. Darla says:

    omg those pictures. my eyes. oh lordie. oh god bless these girls. if they can do it, more power to them i guess?

  3. Hoopjumper says:

    I’m sure it’s a #hellagreenyacht.

    • Léna says:

      Yeah… If DiCaprio was not put there giving lessons about climate change I wouldn’t care but he is an hypocrite

  4. Wilady says:

    I feel like when women can’t handle aging, they alter their faces until they end up unrecognizable, and wear too-sexy or too-young outfits, and when men can’t wrap their heads around aging, they just date extremely young women, around the age they believe they peaked. IMO Leo is terrified that he’s aging, and being a young heart-throb is so ingrained in his identity, he’s a little messed up from it. I don’t think being that famous that young is good for anyone, honestly.

    He’s a grown man and can do what he wants, but that’s my armchair analysis.

    • Pixie says:

      I agree. There is some pretty serious Peter Pan syndrome happening here. Plus, the fact that our entire society is built on the fact that women are their most desirable, the younger they are.

      • pria says:

        I remember Leo visiting Trump when he was President elect in Trump tower.

        Everyone thought it was environmentally related.

        I’m sure Leo knew Trump because of the “modeling agencies” he ran.

        Notice Leo has never said one critical thing about the most horrible lunatic cretin to ever occupy the WH. Yet there are reports that say Trump regularly denies the science our own gov researches, he buries it- leading to many resignations from lifelong career scientists in gov that study these issues.

        Yet Leo is….. (crickets). Hmmm.

        Same as Sean Penn. I mean Trump publicly calls the countries Sean Penn made a big show of ‘saving,’ (Haiti after the earthquake) ‘S-HOLES,’ and Penn (Mr human male testosterone supplement known for getting in ppl’s -or his wives faces) says not one gdmn word. Crickets. Again I say hmmm.

        This ring probably cast a very large net. They’re all compromised.

      • Pixie says:

        @pria, I personally wouldn’t go that far. Also, I’m pretty sure he did critique the president around the time of the Paris Accords.

    • AnnaKist says:

      That’s good armchair analysis, Wilady. And Penn is just an old creepy guy. They’re a couple of pathetic old lotharios. Rich lotharios, but still old, creepy and pathetic.
      Sardinia is my homeland, so I sincerely hope they’ve departed its shores by the time I get there to see my relatives. Two weeks!

      • Some chick says:

        Mmmmmm, Sardinia. Here’s hoping they take off. Have a great trip !

      • AnnaKist says:

        Thank you, Some Chick! I can’t wait! Until goons like these two started holidaying there, Sardinia was a nicely-kept secret. Then again, it has brought much-need euros to the little island, and my relatives’ businesses be certainly benefited. Trade-offs, hey…

  5. Mia4s says:

    Well…so just threw up in my mouth a little. Thanks?

    DiCaprio is basically just a less entertaining Jack Nicholson isn’t he? Even when he “parties” it looks dull and not much fun.

  6. MachineElf says:

    I feel uncomfortable when people say that a woman is “wasting her youth and beauty” on someone. I would be more concerned that she is in a relationship with a huge power imbalance and she has not reached a maturity level to deal effectively with that. Age will give her wisdom and grace. And I doubt she will ever lose her beauty.

    • Joanna says:

      Yeah, I feel the same way. Youth and beauty are nice but to say someone is wasting it is implying that youth and beauty have way more importance than it should. Jmo

  7. toni says:

    Leo DiCatchaHo isn’t into women. Every photo proves it. He is completely disinterested in them. They are beards.
    Penn is a gross abusive scumbag who still wants to act like a tortured misunderstood artist, only hanging on yachts with ultra rich assholes like him.
    I’d bet both of them know Epstein personally

  8. TheBees says:

    Ewww. So much yuck in those pictures that I don’t know where to start!

  9. LINE says:

    With all his business Epstein, seing old men with young girls much too young for theirs , me disgust, because in a way his men contributes to the trafficking of young minors in the circles of show biz, political, royal .. .

  10. LindaS says:

    Glad Leo is still showing us the way to take care of the environment.

  11. Lucy says:

    I wonder if Vincent D’Onofrio is appalled that his daughter is dating Penn. He probably doesn’t care just like Lionel Richie doesn’t care about Sophia being with that Dipstick guy.

    I guess even if they wanted to stop the relationships, there’s not much they could do except cut them off financially which wouldn’t matter since the men are rich

    • stormsmama says:

      she’s an actor. She’s on a show (animal kingdom) and has her own money. sheesh
      patriarchal comment to the core whether you meant it that way i don’t know

  12. SM says:

    What’s the word….oh, yeah, DISGUSTING!

  13. Samantha says:

    In line with Leo’s reputation, he leaves the women to do the work while he sits back and doesn’t bother to try. Why keep continuing with all of this? Is it him or his team that keeps these young women around for publicity & appearances? Because it certainly looks like Leo can’t be bothered with anything anymore. And he needs to do something about that gut. Wanna keep your youth? Go to the gym, Leo. Take a leaf out of Brad Pitt’s book. He looks far more spirited & youthful than Leo because he stays in shape, and actually smiles once in a while. Makes you wonder how many issues DiCaprio’s got that he’s not dealing with. He’ll find himself in Rick Dalton’s has-been shoes one of these days.

    • Lucy says:

      Maybe Leo will be like Clooney and marry later and have kids. You never know.

      • Alexandria says:

        Fair point. But he’s gotten his Oscar, likely won’t be a director, and he has shown little political ambition (aside from being a climate change uh ‘advocate’). So I think he will remain this way unless he undergoes some huge life changing event that will make him want to settle down with a lady or guy. I get that marriage is not for anyone but to always keep dating the same age group? Really disturbing.

  14. Jessica says:

    Note to single 40+ male actors with huge egos: Stick to lower profile young women to date. Chances are they won’t ghost your ass when they realize how incredibly boring and controlling you are. #dontmesswithcharlize

  15. Chrissy says:

    Barf but the jokes on us because they are as happy as pigs in you know what.

  16. Pixie says:

    I totally see how this is gross, and the power imbalance in these relationships is astronomical, buuuut I wouldn’t say she is wasting her ‘beauty and her youth’. Camilla is gorgeous, and according to the reviews of her latest movie, quite a good actress. There are worse ways to spend 1-2 years in your early twenties, than on yacht in Sardinia with your multi-millionaire Hollywood star boyfriend. Atleast, with Leo nobody has ever accused him of being unkind or an asshole (and he is okay looking for a guy in his mid-40′s) and I’m sure she has traveled more this year, than ever before. Am I crazy for thinking this is at least a mutually beneficial relationship? I hope she goes the way of Kelly Rohrbach and gets fame and a billionaire heir her age, out of a fling with Leo. Can’t say the same for the poor soul dating Sean though, she should run fast.

  17. Jess says:

    Both of those dudes are pathetic and gross.

  18. Sean says:

    I’m only 33 and I couldn’t even imagine dating a 22-23 year old. You’re from completely different generations and despite legally being an adult, most young 20-somethings are still children mentally and emotionally. What would we even talk about?

    Oh wait, it’s not about having an equal partnership for these guys. Nevermind.

    • Kitten says:

      Yeah exactly. They don’t want an equal partnerships and sure, young women are gorgeous but often unassertive and not particularly challenging. I’m sure these two dudes like it that way.

  19. VintageS says:

    Wow, they are seriously rocking those dad bodies. Girls, please show some respect for yourselves.

    • ChillyWilly says:

      Penn looks like a gorilla with a ham on his head.
      And yes, those girls don’t love themselves.

  20. Jan says:

    Barf they are both gross. However I think Sean Penn is truly disgusting. I think Sean is up to some bad s**t.

  21. Harryg says:

    I don’t know why rich people yachting seems depressing to me. It’s like you have this lonely floating castle, and you gather people to hang out with you. Repeat, with new people. A walk in a forest sounds soooo much better.

  22. ChillyWilly says:

    Ugh. Cliche on top of cliche on top of pathetic.

  23. Kitten says:

    Man, if my friends and I were on that yacht we’d be having a blast. All of these rich peeps look bored as hell.

    • ChillyWilly says:

      Right? Much like youth is wasted on the young, money is wasted on the rich.

    • Monette says:

      I had the same feeling looking at Kylie Jenner on her super mega rich yacht. That girl looks depressed as hell. Like there is no life left in her.
      Sigh. I know she is a billionaire, but seriously money does not buy happiness. At all.

    • Veronica S. says:

      I just can’t imagine having all of that money and not pursuing meaningful stuff with it. If I had millions at my disposal, I’d never not be pursuing new things. I’d always be taking college classes, learning new things, going new places, helping out charities, doing social work, etc. I would damn well make sure ennui was never on my radar, at least to that extent.

  24. Veronica S. says:

    These two are the height of “picture him on top of you.” And really, it’s not even about their bodies, which are aggressively FINE for their age – could be better, could be worse – but their whole mien of ennui and conspicuous consumption when it comes to these women. They’re boring. I feel bored just looking at them – and having read sections of Penn’s “novel,” I can tell you there’s nothing intellectually stimulating there.

    While I may not be able to afford a yacht, I can certainly buy taste. Y’all can have them. I would not waste my youth and beauty on that.

  25. AG-UK says:

    Leo doesn’t look that interested many photos he looks as if he’s trying to get away. Sean Penn my Lord saddle skin he looks like her granddad. A new generation when I was 23/24 I remember going with a group of friends to dinner one of the guys I had only just met was 36. I think I sat there during the evening HE IS 36! In my eyes might as well be 56. He was just a friend but to date someone that much older to each his own.

  26. Oliviajoy1995 says:

    I can’t think of anything worse than being stuck on a vessel in the middle of the ocean with Sean Penn. Yikes.

  27. Clay says:

    The yacht is chartered by a dude called Vivi Nevo, an obscure creature always surrounded by the Malibu mafia of celebrities (Penn, Di Caprio, Bradley Cooper, etc) He’s the one hosting these two and their baby girlfriends and he’s also the one hosting all those volleyball 4th July parties in Malibu these two attend regularly, among others. Nobody knows what’s Nevo’s real job, nobody knows how he made so much money, nobody knows why he’s so well connected with these Hollywood types. Google him: he never worked a day in his life. You do the math. I’m not saying he’s Epstein type of criminal or something, but his MO reminds me a lot: nobodies who make huge amounts of money (and call themselves financiers) and well connected with powerful people. Let’s remember that obscure story of Leo and the Malaysian Money scandal. May I also remember Penn’s associate in that shady Haiti charity is a woman named Diana Jenkins, old gossipers will remember her from Room 23. Her money, as well, is a mystery where it comes from. Do the math people, do the math….

    • Samantha says:

      I’ve been thinking about that guy too since he was spotted again on vacation with Leo. He was clearly in the photos but the Daily Mail didn’t mention him. I tried to post a comment that included his name and it wasn’t published. Nevo is extremely shady for sure, and Leo’s connection with him over the years makes me find him equally suspicious. I’m sure these three men are into something shady. I wonder when Leo lost his way because I really don’t think he’s on the right path anymore outside of his acting. There are too many dodgy characters around him and only a few degrees separation between him and folks who’ve been exposed on the wrong side of the law. Leo, what sort of stuff did you get into? There was also that report that he had crowds scanned by personal security at Cannes after they were already checked. Who is he afraid of?

  28. Estelle says:

    Sean Penn is grotesque.

  29. Samantha says:

    The girlfriends are more like a rotation of single-use plastics lol

  30. Renee says:

    LOL! So true!