Celebrities on Boat Holidays – How the Rich and Famous Relax

celebrity and luxury yachts

Nothing says “status” like vacationing on a private yacht. Maybe that’s because we usually associate it with world-famous celebrities on boat holidays posting flawless selfies from the decks of their luxury superyachts.

But it’s not just the opulence that inspires our Instagram envy. It’s the novelty and privacy, the thrill and freedom of a boat holiday that make it look like such an amazing way to travel — and a choice way for celebrities, like those listed below, to relax on vacation.

Celebrities on boat holidays

Chrissy Teigen & John Legend

The model and cookbook author and her Grammy-winner singer-songwriter husband, along with their kids, recently enjoyed a super relaxing and super fun vacation on a superyacht (complete with a slide!) in December 2020 in St. Barts.

luxury yacht

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Leonardo DiCaprio

This A-list actor is all about boats, as evidenced by his habit of renting extravagant luxury liners, and in June 2020 he attended a yacht party on a 140-foot Leight Star superyacht in Los Angeles for his girlfriend’s birthday.

celebrity luxury yachts

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Kylie Jenner

No “celebrities on boat holidays” list would be complete without at least one member of the Kardashian family — such as the billionaire makeup mogul who chartered the 300-foot Tranquility to cruise the Mediterranean for her 22nd birthday in August 2019.

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Beyoncé & Jay Z

The music industry’s top power couple hit one of the most incredible sailing destinations, Croatia, in September 2020 on a chartered new 350-foot Benetti superyacht.

luxury yacht

Find a good deal on a sailing holiday in Croatia

Heidi Klum

The supermodel and Project Runway host celebrated her wedding in August 2019 in Capri, Italy onboard Christina O — the 325-foot superyacht made famous by Jacqueline Kennedy Onassis’s own wedding in 1968. (See more on celebrity yacht holidays of the ‘50s and ‘60s here.)

Check out boats to book for an affordable holiday in Italy

LeBron James

In July 2018 the NBA superstar famously celebrated signing his lucrative deal with the Los Angeles Lakers by whisking his family off for a luxury yacht vacation along the Amalfi Coast.

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Jennifer Lopez

The actress and singer chartered the 180-foot luxury motor superyacht known as Quite Essential for her September 2019 getaway in Monaco along with her former-professional-baseball-player fiancé Alex Rodriguez.

Check out deals on boat holidays on the French Riviera

Elton John & Victoria & David Beckham

Yacht holidays are perfect for vacationing with friends and family — like when the soccer legend and his fashion designer wife, along with their kids, joined the legendary Grammy-Awarded musician and his family on his 164-foot cruiser known as the Wabi Sabi to enjoy a day in the sun in the South of France in August 2019.

luxury yacht
Elton John & Victoria & David Beckham spend their day on a similar yacht

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Boat holidays on a realistic budget

While living vicariously through the Instagram accounts of our favorite celebrities on boat holidays (or watching our favorite sailing movies) is one thing, being able to experience the bliss of sailing, relaxing, and adventuring in gorgeous locations on beautiful yachts ourselves…well, that’s just fantastic.

And while we can’t all afford the millions-per-week prices of celebrity-loved super yachts (or the 10 million to buy an island, like these stars), there are plenty of affordable private yacht charter options out there. So we, too, can visit these beautiful holiday spots, and we too can (almost) vacation like a Kardashian.