Leonardo DiCaprio’s many yacht holidays with bikini-clad beauties

He’s a jet-setter who can often be found lounging on billionaires’ luxurious yachts in the world’s most impressive harbors.

And newly single Leonardo DiCaprio once again set sail on another boat trip with a host of bikini-clad beauties.

The Oscar winner has dated a number of models since he became an international star thanks to his role as Jack in 1997’s Titanic, but he has yet to tie the knot.

The actor, 48, was most recently linked to model Victoria Lamas, 23, after they were spotted together three times in one week late last month following reports that Gigi Hadid wasn’t “serious” about their brief romance.

It comes after he ended his four-year relationship with Camila Morrone, 25, in August.

As he embarks on another voyage, MailOnline reminisces about his yachting vacations over the years with very glamorous companions.

January 2023 in Saint Barthélemy

Leo enjoyed some fun in the sun as he ringed in the New Year off the coast of St. Barts on Monday with several stunning girlfriends.

Guests at Leo’s lavish getaway include model Madison Headrick, 29, who was spotted aboard the boat, as well as his old A-list pal Tobey Maguire.

He appeared relaxed and easygoing as he chatted with friends on board the ship, including Charlie’s Angels actress Ella Balinska.

July 2022 in Italy

During a trip through Europe, Leo was spotted in Nerano, Italy with a host of girlfriends for a fun summer vacation.

At the time, Leo was dating his ex-girlfriend Camila, who had just turned 25, and fans joked that he would soon dump the model due to her tendency to date much younger people.

The island hopping trip across Europe seemed to be another solo, as Camila was nowhere to be seen.

Reuniting with A-list friends along the way, he headed to the Club 55 celebrity club with close friend Tobey Maguire and ex-wife Jennifer Meyer, around the same time he met Jamie Foxx.

May 2022 in the South of France

Leo was seen enjoying the south of France aboard his friend Sir Philip Green’s £100m superyacht Lionheart.

He showed off his physique as he stripped down to a pair of blue swimming trunks while sharing drinks and smoking with friends, including the billionaire founder of Topshop.

There was no sign of his girlfriend Camila at the time, but instead the Hollywood star was joined by his mother Irmelin Indenbirken and a group of friends, including yacht owner Green, 70.

January 2022 in Saint Barthelemy

Leo finished off his tan from the back of a massive $150 million yacht while out at sea with his best friend, actor and musician Lukas Haas.

The Wolf Of Wall Street star soaked up the sun after a busy week in the Caribbean Sea, where he was joined by Amazon billionaire Jeff Bezos, his girlfriend Lauren Sanchez, Drake and a host of other famous faces for New Year’s Eve celebrations.

The impressive 315-foot Vava II has a helipad, swimming pool, gym and cinema on its six decks.

August 2019 in Positano

The star enjoyed a romantic getaway with Camila as they cozy up in a jacuzzi during the getaway to Positano in Italy.

The Once Upon a Time in Hollywood star went shirtless as he approached the 22-year-old model through the bubbling water as she paraded her slender physique in a skintight white bathing suit.

Later, the couple was joined by Leo’s friend Sean Penn, who was spending the first vacation with his girlfriend Leila George.

December 2019 in Italy

Leo and his ex Camila looked like they were having the time of their lives as they settled into a jet ski during another yachting trip in Ponza, Italy.

The pair took turns on the jet ski, with Leonardo taking the handles part of the way before swapping positions and Camila leading them around the water.

With his jet ski complete, Leonardo hopped on a pedal board and rode around the water while Camila surfed.

July 2017 in St Tropez

Once again he was surrounded by a bevy of beauties while living in St Tropez with his best friend Tobey Maguire.

Joining the gentlemen were a number of stunning models, all of whom looked sensational in various states of undress while sporting sizzling bathing suits.

This escapade was just months after Leo split from Nina Agdal after a year together, with friends claiming the duo were still friends but the actor wasn’t ready to settle down.

A source told People at the time: ‘Leo thought Nina was a super cool girl. It almost seemed different this time because he was much more affectionate and public with her than he normally is with her, but her friends knew it wouldn’t last.