Joshua Goldman
Joshua Goldman
min read · August 18, 2025 · Entertainment

Leonardo DiCaprio Reflects on Middle-Aged Dating: Bored On Yacht With Vittoria Ceretti

Leonardo DiCaprio looked unimpressed as he whiled away another day at sea with girlfriend Vittoria Ceretti in Ibiza recently

Leo's Love Life: A Sea of Secrets and Scandals

Billionaire bachelor Leonardo DiCaprio is back on the market, but it seems he's having a whale of a time while waiting for his next conquest. The Oscar-winning actor was spotted lounging on a luxury yacht in Ibiza with his stunning new flame, Vittoria Ceretti. Sources close to the couple claim they're getting cozy, but insiders say their relationship is still in its early stages.

DiCaprio's got a reputation for dating younger women - and it looks like he's continuing down that path. The 50-year-old heartthrob has been linked to several models under the age of 25, including Camila Morrone, Gisele Bundchen, and Bar Refaeli. But is this aging bad boy finally ready to settle down? Not so fast.

The Oscar-winner, who recently made rare remarks about dating at 50 , cut a bored figure as he sat on the deck of a luxury yacht with a towel wrapped around his waist

A Sizzling Summer Romance

The Revenant star was seen enjoying a dip in the sea with his gorgeous girlfriend Ceretti, who flashed her toned physique in a thong bikini. Meanwhile, DiCaprio looked like he'd rather be anywhere else - a far cry from the dashing ladies' man we're used to seeing on our screens.

According to sources close to the couple, their romance began in August 2023 with an ice cream date in Santa Barbara. "They just clicked," says an insider. "Leo was immediately drawn to Vittoria's confidence and beauty."

Ceretti flashed her posterior in a thong bikini as she enjoyed a dip in the sea

A History of Scandals

But DiCaprio's love life has been a hot topic for years - and not always for the right reasons. Remember his infamous split from Camila Morrone, which came just weeks after she turned 25? Or his alleged romance with Eden Polani, who's a whopping 29 years his junior?

Despite the criticism, DiCaprio insists he's not looking to waste time on relationships that aren't genuine. "I want to be honest and upfront," he told Esquire UK in an unfiltered interview. "When you're my age, you've got no choice but to be more straightforward about what you want."

DiCaprio stared into the distance in a moment of quiet contemplation after enjoying a dip with supermodel love Ceretti, 27

A Candid Conversation

The actor opened up about his dating habits and expectations for the coming decades. "Turning 50 creates a feeling like you have a desire to just be more honest and not waste your time," he explained. "I look at my mother, for example, and she just says exactly what she thinks and wastes no time."

DiCaprio's words were music to the ears of many fans who've grown tired of his reputation for dating younger women. But will this newfound honesty translate into real-life romance? Only time (and Vittoria Ceretti) will tell.

The star showed off his weight loss in a pair of blue swimming trunks

A Sparkling Engagement Ring

Rumors have been circulating about a potential engagement between DiCaprio and Ceretti, but sources insist they're not yet ready to take the plunge. Ceretti was previously married from 2020 until 2023 to Italian DJ Matteo Milleri - but insiders claim she's still got her eyes on the prize.

"Leo's looking for something more mature in a relationship," says an insider. "He wants someone who can keep up with him intellectually and emotionally."

The model showed off her lithe frame on the day

The Verdict: A Love That Will Last?

Only time will tell if DiCaprio's newfound honesty will lead to a long-lasting romance. But one thing's for sure - his love life is always making headlines.

As the summer of 2023 comes to a close, one thing's clear: Leonardo DiCaprio's got a reputation to uphold as a ladies' man, but it looks like he's finally ready to settle down with someone who can keep up with him. Will Vittoria Ceretti be his partner in crime?

She looked stylish in a black bikini

DiCaprio wore his signature gold chain at sea

Ceretti looked in great spirits as she relaxed at sea

The star looked ready for the runway in her chic beach look

DiCaprio showed off his beach body on the yacht

Ceretti showed off her toned midriff on the beach

The star donned a crochet cover-up as she headed for land

Speaking in the unfiltered interview, Leonardo said: 'Turning 50 creates a feeling like you have a desire to just be more honest and not waste your time'; Leonardo and Vittoria seen in July in France

The Hollywood star had also been linked to Gigi Hadid after they fueled romance speculation in September 2022; Gigi seen in May in NYC