Name: Flag
Value: $45 million*

Tommy Hilfiger made his millions, $450 of them, to be exact, through his work building a global fashion empire centered around sporty-chic clothes and fragrances. He bought his yacht from his business partner Lawrence Stroll in 2017, renaming her “Flag” because of the logo of his business. 

While Hilfiger probably isn’t selling her anytime soon, the yacht is available for charter for over 370,000 euros a week. In 2019, Kendall Jenner was spotted aboard the yacht, which can accommodate 14 guests and 17 crew members.