Leo DiCaprio vacations, flyboards in Ibiza with Toni Garrn, Vladimir Doronin

Here are just a handful of photos from Leonardo DiCaprio’s wild and crazy Ibiza vacation. I’m sure you’ve seen some of the other photos too – Leo got pap’d making out with his summer girlfriend Toni Garrn, and I guess the paparazzi have just completely decamped to Ibiza, waiting out more photos of Leo and his friends. I see Ethan Suplee in these photos – he’s an old-school member of the P-ssy Posse. Vladimir Doronin also seems to be on the yacht in these photos – this is possibly Doronin’s yacht. Vlad and Leo became bros years ago, back when Vlad only got invited to Hollywood events because of Naomi Campbell. I don’t see Vlad’s girlfriend Luo Zilin in these photos, but maybe I’m not looking hard enough… oh, wait!! I see her.

When Leo wants to “hide” from the paps, he puts a towel over his head and wanders around. But other times, it seems like he doesn’t care and he’s just living his life. I guess he’s taking precautions not to get pap’d making out with Toni again though. And I have to say… the photos of Leo in the white t-shirt… that’s the most attractive he’s looked in a while.

Apparently, the activity with the weird boot things is called “flyboarding”. It looks crazy-dangerous.

Photos courtesy of Fame/Flynet.

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57 Responses to “Leo DiCaprio vacations, flyboards in Ibiza with Toni Garrn, Vladimir Doronin”

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  1. Pastyousayyouneverknew says:

    Am I seeing things or is Leo’s hair in a ponytail in one of those pics? LMAO

  2. Sanaa says:

    I can only imagine the cacophany of drugs we would find if we raided that yatch. Street drugs, prescription drugs, designer drugs, fresh-out-lab drugs ………and viagra. Bucket loads of viagra to counter the flacidity that comes with all these other drugs.

  3. mmd575 says:

    Is that Ethan Suplee he’s with?

  4. shelley says:

    That “Mr Magika” ponytail is so not sexy

  5. Emma says:

    puke! he is so flabby and unattractive now, what happened?

    • Lola says:

      Nah, I like his body. At least it is natural. I do not like buff man, is like hugging a potato bag or a gorilla. But to each their own. He is not fat.

      He is on vacation time, eating and drinking a lot, it is natural that he has an extra pounds now. And people forget that he is not a 20 years boy, he is pushing 40 and he does not like going to the gym.

    • TG says:

      Pillsbury Doughboy.

  6. blue marie says:

    I could care less about Leo but I want to “flyboard” that looks awesome..

  7. bammer says:

    Idk why Leo gets a hard time. He’s rich, single with no kids. Not everyone wants to “settle down” or pander to the public like they do.

    • Sannie says:

      Thank you! I feel the same way. I guess he LOVES his life, I would too!

      I still find Leo sexy by the way, pony tail or not.. 🙂 I just love Leo, he is so talented!

      • TG says:

        I disagree on the talent part, but if you are 21 or younger, preferrably blonde and a MODEL (that is a must) then you might have a chance at him. I am just teasing you. I know we all have our quirks. I still love Alec Baldwin now matter how jerky he is.

    • Anna says:

      If I had a yacht to swim through my ocean of cash surrounded by an army of staff and hard-bodied 20-year olds a la TayLautner, CHemsorth etc, and it was a product of my work and talent, critical acclaim and commercial success (in whichever field), plus I did my bit for the humanity with charity projects etc, my GOD I would not be able to care less about what some tabs wrote about me, or how the public judged me, bc I dont think gossip mags get delivered IN HEAVEN.

    • Agree says:

      Spot on, girl.

      Sometimes I feel like people are just jealous of his life style. I know I am.
      Working hard all week to earn a few bucks and years without vacation. Argh.

    • Tasha says:

      You can say the same thing about George Clooney who gets more crap for it.

  8. Jen says:

    Leo is funny. He is living the life and having a blast. Can’t really fault him. He is single and can do whatever he wants with his money.

    But when he first said he was going to take time off, he said he was going to travel the world to help save the environment. Seems like he is contributing to climate change in the worst way. Maybe the plan is to make up for his contributions to global warming later. Just an example again of people who say one thing and seem to forget about it until someone points it out. But again, his money, his time and his choice.

    • epiphany says:

      Yes, because traveling the world in fuel guzzling jets, staying at 5-star resorts and chain smoking really help the environment.#hypocrite

  9. epiphany says:

    How weird is it that he can NEVER be alone with any woman (see girl) that he’s dating? They always have at least one of his male friends with them everywhere, if not these Ibiza yahoos then its the ever-present Lucas Haas…

    • Ebbi says:

      This. Lukas AND his mom. Weird.

    • Nicky says:

      I too noticed it afew years ago. I wonder if he has ever spent any alone time with these girls. Seriously, I question if they even make sexy times alone. I imagine Leo is a kinky mutha.

  10. Anna says:

    Omg. He looks like a moron in the flying boots and I can’t stop laughing.

    • TG says:

      Add that to the pics of him in Cannes at a nightclub swinging his chains around and you will never stop laughing. LOL

  11. Mandy says:

    OMG at the ponytail on top of his head. That is NOT attractive.

  12. Ebbi says:

    Toned body, uh?

    • anon33 says:

      I can’t hang with a grown a88 man whose pecs look like that. They have absolutely ZERO definition…blech.

      • diva says:

        That’s what I was thinking. Working out wouldn’t hurt him. He doesn’t have to be super muscular but some definition would be nice. Guess that’s one of the many good things about being a man in Hollywood. They don’t have to stress about how their bodies look like women do smh.

  13. BooBooLaRue says:

    Am I the only one that thinks Vlad looks kind of hot? *skulks away*

  14. Nikky says:

    This flawless king right there. You go, baby.

    Btw, this looks so fun. I really want to try someday.

  15. StormsMama says:

    Yes the white shirt pic IS BRINGING THE HEAT. He looks- to quote Molly as Andy in Pretty in Pink- “hot. White hot”

  16. drea says:

    Meh. Leo hasn’t been attractive to me since 2000. Can’t knock him for his lifestyle, though. As for the revolving door of VS models, I guess Leo’s one of those guys who treats his mother as the woman in his life and all the girlfriends are just there for sex.

    • anon says:

      I’ve noticed there are so many of those. Usher, Leo, I thought for sure Justin Timberlake, I’m surprised he got married…

  17. Pink says:

    He looks great. I just think he should smile more. I absolutely love when he smiles. His smile is infectious.

  18. Ellen Smith says:

    His looks (body and face) are taking the same trajectory as Val Kilmer’s and Benecio Del Toro’s – once hot, now not.

  19. Virgilia Coriolanus says:


    My God, I just can’t with my shamef*ck today. He needs to quit it with the models and bringing his mama everywhere….actually get rid of the Pussy Posse first, then his Mama. What’s wrong with him? I just don’t get it. He’s not pretentious, he doesn’t go on and on about how “I’m from kentucky” a la Clooney (which is freaking annoying), he does good work (haven’t seen anything that I haven’t liked that he was in), we hear no hollywood gossip about how he’s an a-hole…so wtf?

    Dear Lord, Leo-find a woman that’s at least thirty and not blonde….PLEASE.

  20. Griffin says:

    Hello? He never is alone with a woman and prefers the company of his mother and male friends becuase he is gay/bisexual. These women are beards. He’s in Ibiza to be with his other bearded buddy Vlad that’s why Lukas is not there.Sorry ladies.

    • wendi says:

      I think you could be correct it’s interesting why he would be traveling the world with the male companion and you have a young lady like Toni by your side . I often wondered why this a billionaire chose a male companion to travel with rather than work things out with Naomi. maybe she knows something we don’t know the problem between the two of them didn’t start until Leo got involved so he rushes to get the ass girls for coverI was wondering who the elderly couples were on the yacht I guess it is his parents

  21. anon says:

    so gross. he will be the new jack nichelson soon…gross body dating 20yr olds…will prob accidentally get one pregnant, never be around and keep dating these girls..hes so gross I’m sorry.

    I don’t care if you never want to marry or have kids…I don’t want to get married either, but I guess what bugs me is the thing that he uses these girls…they are all models yes, but ALL VS models…he just picks the new ones ugh and he doesn’t care how he looks…it’s the entitlement thing…I can look like crap and still date a young girl and then dump her when he’s bored.

    I guess it’s a man’s world. A WOMAN WOULD GET SO MUCH CRAP FOR DOING WHAT HE’S DOING. Not looking perfect and dating hot younger models.

    The charm is fading I guess, like when he tried to get that model in Cannes.

    Anyways he’s still a smart, talented guy. I suppose I’m more annoyed with sexism than him.

  22. wendi says:

    this seems to be the billionaire’s way of getting media attention for him and the girl Lou. aside from his wealth no one knew of this guy on the party scene or circuit he must really be hurting to go out his way to pursue look alikes and protege. Leo D has always been a very private person did anyone ever realize that ever since Naomi and the Vlad guy broke that all of a sudden leo is staying in Spain and all the media attention follows him there by
    trying to give out the media attention as

  23. wendi says:

    okay let’s be honest how many 21 year old girls prefer to spend the entire summer on a yacht as oppose to trip to New York Milan Tokyo London, etc? let’s be honest are Lou and toni really happy this summer
    didn’t really work out well for lou. I thought he and Naomi broke up because he parties well it appears since May he’s been spending everyday on his yacth. I guess without naomi he is not invited to
    more parties and lou doesn’t bring the
    fans later or the glitz and glamour that Naomi brings

  24. wendi says:

    if leo is Naomi’s friend then who needs an enemy. I wonder if he’s part of this hook up with lou for his bearded friend? according to Naomi on the Oprah show guy knows that she has abandonment and mistrust issues so it is clear that his actions are intended not only to hurt her but to create a sense of distraction that would cause her to lose focus and get herself into some trouble by fighting somebody or doing something to harm the
    success is that she’s recently had

  25. Mitch Buchanan Rocks! says:

    It looks like the dude in the first pic has pec implants.