Discourse Tech

Inside the 'Fly Fleet': billionaire Google founder Sergey Brin's growing flotilla of megayachts, boats, and jet skis

photo of Sergey Brin's yacht on a neutral background with triangles in the Google colors
The Google founder Sergey Brin has spent the past few years building up his "Fly Fleet," including the 40-meter Butterfly. Insider; Marianne Ayala/Insider
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In a quiet harbor in California's Redwood City, 30 miles south of San Francisco, there often sits a gleaming 40-meter yacht flying the flag of the Marshall Islands.

The sleek, silver-and-white vessel sits among a smattering of other high-end cruisers, but this boat is a bit different: Butterfly, as the yacht is known, is owned by the world's 13th-richest person, Google's cofounder Sergey Brin.

Butterfly isn't the tech mogul's only oceangoing investment. Brin has quietly collected a fleet of luxury yachts and water-sports vehicles that those in his inner circle call the "Fly Fleet," a recent Insider investigation into the post-Google lives of the 49-year-old and his fellow Google founder, Larry Page, found.

The blossoming armada is just one part of how he's keeping busy since stepping back from Google's parent company, Alphabet, in 2019 — along with a string of high-flying parties, an effort to build a new generation of zeppelins, and hundreds of millions of dollars in philanthropic donations.

Butterfly, a yacht owned by Sergey Brin
Business Insider

According to people close to Brin, the Fly Fleet consists of three major vessels and a coterie of small craft and water-sports equipment. First, there's Dragonfly — a 73-meter flagship yacht that features a helipad and movie theater and that was once described by Boat International as the "fastest, most fuel-efficient long-range cruising superyacht on the water."

There's also the 40-meter Butterfly, which is often moored in the Bay Area, can sleep up to eight guests, and was built by Danish Yachts.

According to associates of Brin, Butterfly's crew members often spend their afternoon downtime kitesurfing in the bay off Redwood City and have gotten involved in the local community, from helping out with scientific research to giving swimming lessons to kids.

Rounding out the main trio is a smaller pleasure craft called Firefly, the lowest profile of the three vessels.

To maintain the fleet, along with a whole flotilla of jet skis, dinghies, kiteboards, and other sports vessels that Brin splashes around on, the Google founder employs a 50-person team around the globe, led by the master mariner Mike Gregory.

Butterfly, a yacht owned by Sergey Brin
To maintain the fleet, Brin employs a 50-person team around the globe, led by the master mariner Mike Gregory.  Insider

Many of Brin's smaller water-sports toys — as well as Page's — have been supplied by Kai Concepts, a startup that builds high-tech aquatic vehicles, including foilboards and a kite-propelled boat. Based in Alameda, California, the company is run by the world-champion windsurfer Don Montague, who cofounded a wind-power company called Makani, which Google acquired in 2013 and later shut down.

Brin is believed to have put money into the business — and Kai employees have helped out with manufacturing projects for Page's now defunct flying-car startup Kittyhawk, two people familiar with the arrangement said.

Page is taking a different approach to boating, sources said. While he spends much of his time at his collection of tropical islands around the world, he has sold his superyacht Senses and downsized to an assortment of smaller vessels.

Read Insider's full investigation into Sergey Brin's and Larry Page's post-Google lives»

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Rob Price was a senior correspondent at Business Insider, based in San Francisco. He wrote investigations and long-form features about platforms, people, and power in Silicon Valley.His stories variously led to attorney general investigations, large-scale internal reviews at major tech companies, high-profile personnel departures, citation by state and federal lawmakers, and the closure of a well-funded startup. His 2022 story on the Bitfinex hack is being adapted into a feature film, and in 2024 he received an SPJ NorCal Excellence in Journalism award for his reporting on AI and relationships.Rob's scoops and exclusive stories were cited by The New York Times, Bloomberg, the BBC, Associated Press, Reuters, CNBC, Politico, The Guardian, Axios, and many other national and international publications. His writing has also been published in or syndicated by The Washington Post, The Independent, Vice, Slate, and elsewhere, and he appeared on CNN, the BBC, CBS, Reuters, ABC Australia, and other broadcast media to discuss technology, business, and culture.He worked for Business Insider from 2015 to 2025. Prior to joining the features team, Rob covered Facebook and Silicon Valley, and before that wrote about tech business, policy, and the gig economy in London. Between September and October 2019, he was acting executive editor for Business Insider's UK bureau. He also sat on the board of directors for the San Francisco Press Club, the leading non-profit media advocacy group in the Bay Area, and was a volunteer crew member at the Marine Mammal Center, the world's largest animal hospital for marine mammals. You can contact Rob Price via email at robaeprice@gmail.com, or +1 650-636-6268 (Signal / WhatsApp / Cell). Selected stories:— They spoke out against their employer. Then they were hit with trade secrets suits. The rise of 'shadow stand-ins'App, Lover, Muse: Inside a 47-year-old Minnesota man's three-year relationship with an AI chatbotDeel Speed: The inside story of a $12 billion HR startup's breakneck growthPrivate islands, flying cars, and psychedelic parties: Inside the wild post-Google lives of Larry Page and Sergey Brin'I want your Instagram account': First came the threatening texts, followed by the SWAT teams. Then someone wound up dead.Inside Iconiq: How Mark Zuckerberg's banker built a secret Silicon Valley empire and made billionsGaia was a wildly popular yoga brand. Now it's a publicly traded Netflix rival pushing conspiracy theories while employees fear the CEO is invading their dreamsA drunken late-night assault allegation has roiled the secretive world of Mark Zuckerberg's private family office. Personal aides are speaking out about claims that household staff endured sexual harassment and racism from their colleagues.
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Hugh is a senior correspondent at Business Insider where he writes about Google, tech, and wealth. His work has been cited by The New York Times, Bloomberg, Reuters, The Wall Street Journal, and other outlets.Get an alert whenever I publish a story.Got a tip? You can reach him using the secure messaging app Signal (hughlangley.01) or email (hlangley@bjinnox.com). We can keep sources anonymous.