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Leonardo DiCaprio & Tobey Maguire Relax On a Yacht in St. Tropez

Leonardo DiCaprio & Tobey Maguire Relax On a Yacht in St. Tropez

Leonardo DiCaprio and Tobey Maguire flash smiles while hopping on a small boat en route to their private yacht on Thursday afternoon (July 27) in St. Tropez, France.

The longtime best friends were joined by a large group of friends aboard the yacht, including a bunch of beautiful women.

Leo definitely deserved the break after hosting a successful fundraiser the night before for his eponymous foundation. The event, attended by such stars as Kate Winslet and Madonna, raised $30 million for Leo‘s fight to improve the environment.

70+ pictures inside of Leonardo DiCaprio and Tobey Maguire relaxing on a yacht…

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  • moviebuff

    🙄 On a yacht after hosting an environmental fundraiser 🙄 He is defiant. He legitimately does not see the hipocracy or just doesn’t care. It’s so reckless.

  • Still Together

    “Leo definitely deserved the break” lmao

  • Guess

    Me too, alcoholic, lol.

  • disqus_A7XiMHCkke
  • Surfgirl

    And single Leo is officially back

  • Douglas from Brazil

    Poor Leo, he needs a new supermodel now…

  • Douglas from Brazil

    Let’s give Leonardo DiCaprio a warm welcome like a supermodel vagina.

  • Surfgirl

    I guess that is better than when he flew private back to New York to accept an award for his environmental work and then went on a yacht like last year

  • Guess

    LMAO, 👏👏😂😂

  • Douglas from Brazil

    By Tina Fey at Golden Globes.

  • pandacrze

    Nina posted a nude photo of herself in bed today. Did anyone see? I was expecting her to post something racy today in hopes of drawing some publicity for herself 🤔 After all, her model friends/peers are sharing photos from the Gala and that must sting a little.

  • Surfgirl

    Well in her defense he wasn’t an academy award winning actor yet so that’s how people knew him best lol

  • Douglas from Brazil

    It didn’t change yet.

  • Surfgirl

    Too bad she was working last year and missed her chance. Kelly hasn’t posted in a while either and then the day of his gala she posted a pic of her golfing

  • Guess

    He was doing better but the timing is not good. He’s going to be ripped in the media.

  • Guess

    I know. The timing was perfect.

  • pppf

    Doesn’t look like he gives a shit. He seems to be looking right into the camera in some pics. Oh Well!

  • Fancypants

    We knew it was coming guys 🙄

  • Surfgirl

    True but he is anyway. Look at all the DM comments all the time

  • Surfgirl

    Yep I knew he was on a yacht when I saw Judah and Milano IG stories

  • Guess

    Hi, 🤗🤗🤗, l know his heart is in the right place but the timing is awful. And who to say it’s his but he’s on it.

  • Guess

    Yeah!.

  • Fancypants

    Exactly!

  • Guess

    I try not to read them anymore.

  • Zzzzzz

    Hi ladies! I was right – he invited all the girls on vacation – lol! I’m having flashback to St. Barts!
    Is that Emily in the front of the rubber raft – the one all the guys are looking at and laughing? I wonder because she usually isn’t seen hanging out with all the sweet young things!

  • Zzzzzz
  • marie

    I wonder why Nikki didn’t go? She’s been every year. You would think she would be there with Chuck.

  • marie

    And Lucas and Kevin must have just flown in for the night.

  • marie

    That’s one of her best friends that she brought with her. She’s the one sitting directly across from that girl.

  • Zzzzzz

    Hi! Is that Milano’s mom? I know she was at the Gala.

  • Surfgirl

    Well she is the only girlfriend now so I wouldn’t want to go and pretend to be nice to 20 somethings

  • marie

    No this girl’s name is Alexandra

  • Pocahontas Baby

    When is he doing his next movie and what will it be

  • marie

    Yeah but Emily Mace is there too. I would love to know the dynamic between Emily and Nikki because they never hang out together but have been around each other for years now. You would think they would be besties as being the only long term love interests from the “pack”now that Jen is gone. I’ve never even seen a picture of them together.

  • pppf

    I think it’s the angle. I think he is on his phone. I wanna know how the room situation is. Who is sharing rooms with whom? Is this like a multiple wives Mormon situation where the girls rotate? Or is there a main girl now? There are only so many rooms on that yacht.

  • commonsense

    He notices the paps when they’re getting off at the dock and he non-chalantly shoots them a bird. It’s one of the last pics. Lol

  • commonsense

    I’m pretty sure most of the girls are staying on land. Elizabeth and her friend are at least

  • marie

    Based off these pics it’s hard to tell, but I think Elizabeth is the main girl for this trip in terms of who he sleeps with. He’s doing his fair share of flirting with everyone though.

  • Surfgirl

    She seems fake compared to Nikki. She was the only one who friended nina. Emily always seems to bring her friends with her everywhere on these trips too. Kinda hard to get to know someone when they have a wall of friends up. Just because their significant others are friends doesn’t mean they have to be

  • Zzzzzz

    Hi! But would he really be flirting with all the girls right in front of her? I don’t think he’s that big of a douche! If you look at the photos. She’s only in a few of them and there’s only one where she is even close to Leo. He’s spending more time talking to Lorena. LOL!!! JMO!

  • Surfgirl

    Yeah well he is a creature of habit. He hasn’t changed in years. He does the same thing every year

  • Surfgirl

    I think he just likes being in large groups which I believe is why he likes going to clubs. He doesn’t really look interested in any of them in any of the pics. His body language says I’m over here and you stay over there to me. When they are on the boat going to the land he is standing above everyone

  • marie

    When I say main girl I don’t mean gf. He is single Leo right now but is only sleeping with one girl during this trip is what I was implying. Free vacay with no strings attached in exchange for sex with him kinda agreement.

  • Surfgirl

    Baby steps he has been doing the same things for years. It will take another 20 years probably

  • Zzzzzz

    Hi! Well he did give Lorena a hug – the only one he had physical contact with in the photos – lol!
    re big group – I agree!
    re interested – he doesn’t today, but at the party from the other day – he was definitely on the prowl. Guess the booze brings out the wolf in him – lol!!!

  • commonsense

    Very platonic hug though so definitely dont see anything with them. Maybe it’s easier for him to flirt with these girls when he’s drunk. During the daytime when he’s sober they’re just hot eye candy to show off. Lol

  • commonsense

    I was thinking the same thing. Totally agree with your assessment of the pics. Lol

  • Surfgirl

    Judah posted a story on a plane?

  • also…

    So Judah posted on his story video from an airplane. I thought I could hear Leo’s voice. But it looks like the same plane someone else posted on their ig story saying they’re headed to the Maldives. I saw Jonah in his instastory.

  • commonsense

    Before he left for the gala when they were still in Miami, He posted a pic of his laptop which showed His purchased flight and he was only going to be there for like 4-5 days.