Google cofounder Sergey Brin has a flotilla of yachts, boats, and water toys known as the "Fly Fleet." The latest addition is his largest vessel yet.

At 142 meters long, Dragonfly was delivered in December 2024.

Built by the prestigious German shipyard Lürssen, Dragonfly has been lauded for its design, which earned it the 2025 Yacht Style award in its length class.

It comes equipped with a full suite of amenities, including a glass-bottomed pool, cinema, spa, gym, business deck with a home office, and a helicopter hangar.

The superyacht is Brin's second of the same name. The former Dragonfly was about half the length of the new one, at 73 meters long. It was listed for sale last year with an asking price of $30 million. It has since been renamed Capricorn.

Brin's fleet also includes Butterfly, a 38-meter-long yacht. Often moored in the Bay Area, its crew members spend their downtime kitesurfing and teaching swimming lessons to local kids.

The rest of the armada, which requires a team of 50 full-time employees, consists of a smaller boat named Firefly, Jet Skis, foil boards, dinghies, and kiteboards.

Bezos' $500 million megayacht, the 127-meter Koru, made a splash when it was delivered in 2023.

The sailing yacht is hard to miss thanks to its massive size and unique design. It also travels with Abeona, its 75-meter support vessel, in tow.

"I heard back in 2018 or something that somebody had ordered a classic sailing yacht," one superyacht aficionado told Business Insider. "You order 125 meters, that's not really going to be classic. But it is. I think it's pretty cool."

The yacht has hosted several of Bezos and Lauren Sánchez Bezos' famous friends for various occasions, including an engagement party that drew Bill Gates and Leonardo DiCaprio on board and a pre-wedding foam party to celebrate Sánchez Bezos' son's birthday.

Before its completion, Koru made headlines for drawing the ire of some Dutch people, who vowed to hurl eggs at it after it was announced that a historic bridge in Rotterdam might be taken apart to allow the Oceanco-built boat through. (The shipyard made alternative plans, and an egg crisis was averted.)

The yacht has since been criticized for the liberal use of teak on its decks and interiors. The wood has gained a reputation for its connection to Myanmar, a country with a checkered human rights record.

In 2024, Oceanco was fined for violating the European Timber Regulation and not properly tracing the teak used to craft some of Koru's furniture and interiors.

"Oceanco deeply regrets these oversights," and never intended to violate the regulations, a company spokesperson said in a statement to Business Insider. "We have enhanced our due diligence processes to ensure this does not occur again."

Following months of rumors, Zuckerberg debuted Launchpad in 2024. The 118-meter superyacht was originally designed for a sanctioned Russian businessman.

The ship made its maiden voyage in March 2024, going from Gibraltar to St. Maarten and mooring in Fort Lauderdale, Florida. It has since visited Panama for Zuckerberg's 40th birthday and spent summers in the Mediterranean.

Little is known about its interior, but photos show a large swimming pool and helipad, and its shipyard, Feadship, has written about its "fully enclosed pod-like observation lounge" and two helipads.

Its price has been kept under wraps, but a yacht of that size would typically cost nine figures.

Former Google CEO Eric Schmidt purchased Kismet, a 95-meter-long superyacht formerly owned by the Jacksonville Jaguars' billionaire owner Shahid Khan, in 2023, and renamed the Lürssen-built vessel Whisper.

He'd originally agreed to purchase the Alfa Nero, the yacht of a sanctioned Russian oligarch, for $67 million in an auction conducted by Antigua and Barbuda. But he backed out of the deal following legal issues over its true ownership.

The ship can accommodate 12 guests and a crew of 28, according to Moran Yacht & Ship, which oversaw its construction. It features a master deck with a private jacuzzi, full-service spa, lap pool, movie theater, and outdoor fireplace.

While its final sale price was not public, it was listed for 149 million euros, or about $158 million at the time of the sale.

Schmidt charters the yacht for about $1.4 million a week — an opportunity his fellow billionaire, Magic Johnson, has taken advantage of. In the summer of 2025, he posted videos and photos from a weekslong Mediterranean vacation aboard Whisper, including workouts in the outdoor gym and a toga party with the crew.

Billionaire Barry Diller, the chairman of digital media company IAC, co-owns the megayacht Eos with his wife, fashion designer Diane von Furstenberg, who is immortalized by a figurehead sculpture by Anh Duong.

One of the largest private sailing yachts in the world, the three-masted Lürssen schooner measures 93 meters long. It took three years to build before being delivered to Diller in 2009, and little has been revealed about its interior and features since then.

The power couple has hosted many celebrities on the Eos, which spends its summers crisscrossing the Mediterranean and New Year's Eve in St. Barts. Over the years, guests have included Oprah Winfrey, Emma Thompson, Anderson Cooper, and Bezos, leading some to believe it provided inspiration for his Koru.

Netscape founder Jim Clark purchased the 90-meter sailing yacht Athena in 2004.

"I could easily have built a 50- or 60-meter motor yacht that would have had the same space as Athena, but I was never really interested in building a motor yacht," he told Boat International in 2016. "To my eye, she's one of the most gorgeous large sailing yachts, maybe the most gorgeous large sailing yacht in the world."

Athena has room for 10 guests and 21 crew members.

"If I was forced to change something, I would convert the office on the lower deck into a children's room," he said.

The former Stanford professor tried to sell it at various points — listing it for $95 million in 2012, $69 million in 2016, and $59 million in 2017 — but it has yet to change hands.

Oracle founder Larry Ellison has owned several superyachts over the years, including the Katana, the Ronin, and the Rising Sun, which he sold to fellow billionaire David Geffen.

He purchased his current boat, Musashi, in 2011 for a reported $160 million from custom-yacht giant Feadship.

Named after a famous samurai warrior, the 88-meter-long yacht has both Japanese and Art Deco-inspired design elements. It also boasts amenities such as an elevator, swimming pool, beauty salon, gym, and basketball court.

Ellison is known for his extravagant spending — private islands, jets, a tennis tournament — and yachting is among his favorite and most expensive hobbies. He took up racing them in the 1990s and financed the America's Cup-winning BMW Oracle Racing team.

Steve Jobs' widow, investor and philanthropist Laurene Powell Jobs, inherited a nearly finished 78-meter yacht named Venus when the Apple cofounder died in 2011.

After spending years vacationing on Ellison's yachts — Venus and Musashi come from the same shipyard, Feadship — Jobs wanted one for himself. He designed Venus with French starchitect and decorator Philippe Starck, and it was worth $130 million at completion.

"Venus comes from the philosophy of minimum," Starck said of its design. "The elegance of the minimum, approaching dematerialization."

Jobs and Starck began working together in 2007, the designer told Vanity Fair, and held monthly meetings over four years. Venus was delivered in 2012 to Jobs' specification: six identical cabins, a design to ensure spaces of absolute silence, and the most up-to-date technology.

"There will never again be a boat of that quality again. Because never again will two madmen come together to accomplish such a task," Starck told the magazine. "It was not a yacht that Steve and I were constructing, we were embarked on a philosophical action, implemented according to a quasi-religious process. We formed a single brain with four lobes."

Early Microsoft employee Charles Simonyi has purchased two megayachts from the German shipyard Lürssen: the 90-meter Norn and 71-meter Skat.

Delivered in 2023, Norn is full of luxe features, including an outdoor cinema and a pool floor that lifts to become a light-up dancefloor. It shares a militaristic style with Skat, which Simonyi sold in 2021 after listing it for 56.5 million euros.

"The yacht is to be home away from my home in Seattle, and its style should match the style of the house, adapted for the practicalities of the sea," Simonyi once said of Skat.

Sindhu Sundar contributed to an earlier version of this story.

Correction: May 6, 2024 — An earlier version of this story misstated Giovanna Vitelli's title. She is the chair of the Azimut Benetti Group, not a vice president.

Gates and Buffett's friendship can be traced back to a single day: July 5, 1991.

Gates' mother, Mary, invited the late Meg Greenfield, a Washington Post editor, to her home. Greenfield planned to bring her friend Buffett, Business Insider previously reported.

Mary Gates pressed her son to join them, but he didn't want to take the day off work, Business Insider reported.

"What were he and I supposed to talk about, P/E ratios?" Gates later wrote in a column for Fortune. But he chose to show up because Greenfield was also planning to bring legendary Post publisher Katharine Graham, with whom Gates wanted to speak.

Buffett didn't particularly want to meet Gates, either.

"While we're driving down there, I said, 'What the hell are we going to spend all day doing with these people? How long do we have to stay to be polite?" Buffett recalled years later to Fortune.

To the surprise of both men, they hit it off, Fortune reported.

Gates recalled being impressed by Buffett's questions, such as, "If you were building IBM from scratch, how would it look different?"

Gates told Buffett to buy stock in Intel and Microsoft. It was the beginning of a deep friendship and a mutual mentorship.

Buffett has attended multiple Microsoft events, but he's never served on the company's board or invested in the tech company, Business Insider previously reported.

In 2018, he said it would be a conflict of interest due to their close friendship.

Gates didn't seem to worry as much about a conflict of interest.

He joined Berkshire Hathaway's board in 2004 after the passing of Buffett's first wife, who was a board member, Market Watch reported.

Both credit their tremendous success to a laser focus, Alice Schroeder wrote in a biography of Buffett. Gates has written that he's learned from Buffett how to manage his time by prioritizing certain people and tasks.

Shortly after they first met, Gates said he asked Buffett for his favorite business book recommendation, and Buffett lent Gates his copy of "Business Adventures" by John Brooks.

It's now Gates' favorite business book, too, and he still has Buffett's copy.

They've often joined forces for political and philanthropic causes.

In 2010, Gates and Buffett, along with Gates' then-wife, Melinda French Gates, started The Giving Pledge, which encourages billionaires to donate most of their wealth to charitable causes in their lifetimes or in their wills. To date, about $600 billion has been pledged.

Gates also credits Buffett with inspiring him to found the Bill & Melinda Gates Foundation in 2000.

Buffett has given part of his fortune, including Berkshire stocks, to the Bill and Melinda Gates Foundation.

In 2006, he committed to giving 99% of his wealth to philanthropy and said the Gates Foundation would be the biggest recipient of his donations in his lifetime.

Buffett's contributions to Gates' foundation from 2006 through 2023 total at least $39 billion, accounting for the appreciation of Berkshire stock over time, The New York Times reported.

In 2014, Gates, Buffett, and Casino magnate Sheldon Adelson published a New York Times op-ed pushing for immigration reform.

During the COVID-19 pandemic, Buffett called Gates his "science advisor." In February 2020, the Bill and Melinda Gates Foundation pledged $100 million to fight the pandemic.

Pre-pandemic, they'd been seen trying out mattresses in Buffett's hometown, enjoying Dairy Queen, and playing ping pong.

In July 2020, Yahoo's Andy Serwer wrote that during the pandemic Warren and Gates were "talking on a more regular basis." Buffett told Serwer that the two men scheduled a weekly hourlong call, but they usually exceeded the allotted time.

That same year, Gates resigned from his roles at Berkshire Hathaway and Microsoft. The billionaire said he wanted "to dedicate more time to philanthropic priorities."

Over the years, Buffett's feelings about Gates appeared to have cooled. The New York Times reported in August that Buffet began to believe the Gates Foundation had become bureaucratically bloated, hindering philanthropic productivity. He was disheartened to hear some people found Gates rude.

Following the death of disgraced financier and sex offender Jeffrey Epstein in 2019, news emerged that Gates met with Epstein repeatedly. Gates later said the meetings were for philanthropic purposes and were a "huge mistake."

In 2021, Gates and his wife announced their divorce after 27 years of marriage. Shortly after, Buffett resigned from the three-person board at the Bill and Melinda Gates Foundation.

"My goals are 100% in sync with those of the foundation, and my physical participation is in no way needed to achieve these goals," Buffett said at the time.

In a 2022 blog post, Gates said half of the Gates Foundation's resources had come from Buffett's gifts.

However, Buffett, who is 93 years old, said recently that his 2006 commitment to the foundation would remain only while he lived.

In 2023, he detailed plans for his wealth distribution after his death, leaving it to his three children to disseminate. Buffett made no mention of the Gates Foundation, and The New York Times reported his children have unanimously agreed that none of the remaining Berkshire shares will go to the foundation.

On his blog, Gates once wrote regularly about Buffett.

In 2018, he wrote about how the two friends visited a "fantastic" candy store in Ohama, where Buffett lives and works. In 2019, Gates wrote a post titled "Grilling and chilling with Warren." In 2020, Gates wished Buffet a happy 90th birthday. It included a photo of him holding a cake with Buffett's face on it.

But the few posts from 2021 and 2022 that mention Buffett are strictly business. Instead of writing about goofy guys' trips, Gates thanked Buffett for his generous contributions to the Gates Foundation. In 2023, Gates didn't mention Buffett in a single post. And in his 20-plus posts so far in 2024, Gates has only mentioned Buffett once, again focusing solely on philanthropy.

Buffett, who announced in May that he would step down from Berkshire Hathaway at the end of the year, announced on June 27 that he would donate about 12.4 million Class B shares — common stock of a corporation — to five foundations. That's about $6 billion in total.

Despite the cooled friendship, the biggest beneficiary of Buffett's donation will be the Bill & Melinda Gates Foundation Trust, which will receive 9.4 million shares worth about $4.6 billion.