1 Drake's Boeing 767 - $200 million At the top of the list is the rapper, singer, and songwriter Drake, who flies in a Boeing 767 valued at an astounding $185 million. The jet is also fitted out with $80 to $100 million worth of customization, bringing its total value up to about $200 million.

As of early 2026, the celebrity with the most expensive private jet is the rapper Drake, whose custom Boeing 767-200, known as "Air Drake," is valued at approximately $185 million. Originally a cargo plane, the aircraft was gifted to him through a partnership with CargoJet and underwent a massive, multi-million dollar luxury conversion featuring velvet sofas, gold-accents, and multiple private suites. Following close behind is Kim Kardashian, whose custom Gulfstream G650ER, dubbed "Kim Air," is valued at around $150 million and is famous for its minimalist, all-cashmere interior. Other top-tier owners include Jeff Bezos, who recently upgraded to a $80 million Gulfstream G700, and Donald Trump, whose iconic Boeing 757, "Trump Force One," is estimated to be worth over $100 million. While these jets are ultimate status symbols, they are also functional business tools that allow these high-profile individuals to manage global empires with total privacy and security.