And what do you wear if you're a billionaire taking trips to Venice and yachting around the coast of Spain? In Bezos' case, it looks like the answer is octopus-print Vilebrequin swim trunks and Prada flip flops that retail for roughly $500.
Keep reading to take a look at what Bezos has been up to this summer, from the exotic locales he's visited to the famous friends he's spent time with.
A company spokesperson declined to comment on Bezos' summer travels when reached by Business Insider.
In January, Jeff and MacKenzie Bezos announced that they were divorcing after 25 years of marriage. Their record-breaking divorce agreement was finalized in July, kickstarting a new phase a life for the Amazon CEO.
That new phase of Bezos' life includes exclusive events and traveling extensively with his girlfriend, Lauren Sanchez.
Bezos started the summer early by attending the Met Gala in May. While he didn't participate in the "camp" theme, he did mingle with several members of the Kardashian family and Jared Leto.
Later in the month, he continued to rub elbows at the Statue of Liberty Museum Opening, where he shared a laugh with Hillary Clinton and hung out with David Letterman, Michael Bloomberg, and Oprah Winfrey.
Bezos and Sanchez attended Wimbledon in early July.
They were all smiles at their first public outing post-divorce.
Since then, Bezos and Sanchez have been traveling all over together. In early August, they were pictured partying with entertainment mogul David Geffen aboard his superyacht off the coast of Spain in the Balearic Islands.
Geffen's Rising Sun reportedly cost $590 million. It can accommodate 18 guests and even has a basketball court onboard.
Bezos continued to spend plenty of time on yachts this summer. Shortly after cruising the Balearics with Geffen, he and Sanchez were also seen off the coast of Italy on Diane von Furstenberg's sailing yacht.
Diller and von Furstenberg's superyacht is the largest privately owned sailing yacht in the world at 305 feet, according to Architectural Digest.
Bezos also partied with Katy Perry and Lil Nas X in Seattle at the end of August. The two celebrities performed at a concert for roughly 45,000 Amazon employees to celebrate a successful Prime Day.
Bezos even threw on the graffiti jacket Lil Nas X wore to perform for a fun Instagram post.