Leonardo DiCaprio, 49, Buys $32M Yacht for Summer in the Caribbean — Surrounded by 20-Year-Old Models: “Life Is Good. I’ll Spend It All Before I’m Too Old”

Hollywood’s most legendary bachelor is back — and he’s not holding anything back this time.

Leonardo DiCaprio, the 49-year-old Oscar-winning actor and eternal heartthrob, has reportedly kicked off his summer with a $32 million bang — purchasing a brand-new private yacht to spend the season cruising the Caribbean in the company of a rotating crew of young, stunning models, most of whom are reportedly in their early twenties.

Photos obtained from paparazzi lurking near St.

Barts show DiCaprio shirtless and grinning on the yacht’s sun deck, surrounded by a sea of bikini-clad guests, drinks in hand, laughter in the air, and not a care in sight.

“Why wait? I’m living now.”

Sources close to the actor say DiCaprio made the yacht purchase impulsively earlier this year after telling friends at a private dinner in Malibu:

“Life is good.

 I’m healthy.

 I’ve done the movies.

 Now I want to enjoy everything I’ve earned before I get too old to enjoy it. ”

And he’s clearly staying true to that vision.

The yacht, a 240-foot vessel reportedly named La Dolce Vita, comes fully equipped with a helipad, two jacuzzis, a private cinema, a champagne bar, and a master suite that rivals any five-star hotel in Monaco.

It can host 25 guests comfortably — and Leo seems to have no trouble filling those spots.

“He’s not doing anything different from what billionaires in tech or finance do,” said one longtime associate.

“But when Leo does it, the whole world wants to watch.”

A familiar pattern — or a new chapter?

For over a decade, DiCaprio has built a reputation not only for his acclaimed film roles and environmental activism but also for his high-profile relationships with a long list of much younger women — most of them models.

His romances have sparked memes, tabloid countdowns, and cultural commentary, but DiCaprio has never let the noise affect him.

“He’s never pretended to be something he’s not,” one Hollywood insider told us.

“He lives in the moment.

He’s not trying to settle down, he’s not trying to please anyone.

That’s part of his brand at this point — and honestly, it’s kind of admirable.”

Still, many online have reignited conversations about age gaps, power dynamics, and whether DiCaprio’s lifestyle is aspirational or outdated.

But the actor appears unfazed.

“He’s focused on being present,” a source claims.

“And this summer, that means being on his yacht, in the Caribbean, with people who bring good vibes.

He earned this life.

He’s going to live it.”

Yacht life, model guests, and ‘zero stress’

According to yacht crew insiders, DiCaprio’s days aboard La Dolce Vita are a carefully curated mix of sunrise yoga, late-night dance parties, seafood feasts prepared by a Michelin-starred chef, and open-water diving excursions.

“Leo likes experiences,” said a crew member.

“It’s not just the glam — it’s also about nature, peace, and freedom.

He’s not a 24/7 party guy.

He’ll disappear for an hour just to watch the sunset.”

That said, the parties are real.

DJs flown in from Ibiza, celebrity chef pop-ups, even a rumored surprise performance from a famous rapper.

One model reportedly posted (then deleted) a story captioned: “Zero stress, just vibes.

 Leo’s world is unreal.”

What’s next for the Hollywood icon?

Professionally, DiCaprio continues to line up major projects — including a rumored reunion with Martin Scorsese for a 2026 period thriller — but insiders say he’s currently in no rush to return to work.

“He’s taking a well-earned break.

He’s nearly 50, he’s worth hundreds of millions, and he’s made cinematic history,” the source said.

“This is his version of retirement — even if it’s temporary.”

As for settling down or changing his lifestyle? Don’t count on it.

“I’ll stop when I’m tired,” DiCaprio was reportedly overheard saying on a dock in Antigua.

“Right now, I’m just getting started.”