Leonardo DiCaprio, 49, Kicks Off Summer with $32M Yacht and Caribbean Getaway with 20-Year-Old Models: “Life Is Good”

He's a jet-setter who can often be found kicking back on billionaires' luxurious yachts in the world's most stunning ports. 

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

The Oscar winner has dated a string of models since becoming an international star thanks to his role as Jack in 1997's Titanic, but is yet to marry. 

The actor, 48, was most recently linked to model Victoria Lamas, 23, after they were seen together three times in a week late last month following reports that Gigi Hadid was not 'serious' about their short-lived romance.

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

 As he sets sail on another trip, MailOnline looks back at his yacht holidays over the years with very glamorous companions. 

Getaway: Newly-single Leonardo DiCaprio has once again set sail on another boat trip with a host of bikini-clad beauties

January 2023 in St Barts 

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

Among the guests on Leo's lavish getaway is model Madison Headrick, 29, who was spotted aboard the vessel, as well as his longtime A-list friend Tobey Maguire. 

He appeared relaxed and tranquil as he chatted with his pals on board the boat, including Charlie's Angels actress Ella Balinska.

Ex: It comes after he ended his four year relationship with Camila Morrone, 25, in August, a source close to Leo claimed to The Sun (pictured in Italy in August 2019)

July 2022 in Italy 

During a trip around Europe, Leo was spotted in Nerano, Italy with a host of female friends during a fun-filled summer break.

At the time, Leo was dating ex girlfriend Camila, who had just turned 25, with fans joked that he would soon be ditching the model because of his tendency to date much younger.

The island-hopping trip across Europe appeared to be another solo one as Camila was no where to be seen.

Meeting up with A-list pals along the way, he headed to celeb hotspot Club 55 with close friend Tobey Maguire and his ex-wife Jennifer Meyer, while also meeting Jamie Foxx.

Single: The Revenant Oscar winner has dated a string of models since becoming an international star thanks to his role as Jack in 1997's Titanic, but is yet to marry (pictured in St Tropez in July 2022) 

May 2022 in the South of France 

Leo was spotted enjoying the South Of France from on board his friend Sir Philip Green's £100million superyacht Lionheart. 

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

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

Luxury: He's a jet-setter who can often be found kicking back on billionaires' luxurious yachts in the world's most stunning ports (pictured in the South of France in May 2022)

January 2022 in St Barts 

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

The Wolf Of Wall Street star soaked up the sun after a whirlwind week on the Caribbean Sea where he joined Amazon billionaire Jeff Bezos, girlfriend Lauren Sanchez, Drake, and a slew of famous faces for New Year's Eve celebrations.

The impressive 315ft Vava II vessel features a helipad, swimming pool, gym and cinema across its six decks.

Pals: Leo topped up his tan from the back of a massive $150 million yacht while out at sea with his best buddy, actor and musician Lukas Haas (pictured in St Barts in January 2022)

Romance: The Wolf Of Wall Street star soaked up the sun after a whirlwind week on the Caribbean Sea with ex Camila

August 2019 in Positano

The star enjoyed a romantic break with Camila as they got cosy in a hot tub during the getaway to Positano in Italy.

The Once Upon A Time in Hollywood star went shirtless as he cosied up to the model, 22, among the bubbling water, while she paraded her slender physique in a tight white swimsuit.

The couple were later joined by Leo's pal Sean Penn, who was spending first holidays with his girlfriend Leila George.

Cosy: The star enjoyed a romantic break with Camila as they got cosy in a hot tub during the getaway to Positano in Italy (pictured in August 2019) 

Relationship: Leo was dating ex girlfriend Camila, who had just turned 25, with fans joked that he would soon be ditching the model because of his tendency to date much younger

Stunning: He is known for hosting bikini-clad models on billionaires' luxurious yachts