Paris Hilton – Boeing 747

With her great-grandfather being the founder of the Hilton Hotels, it’s safe to say that Paris Hilton already had quite a fortune before she could even start making any investments. Even so, that didn’t stop this celebrity from finding her own source of living. Paris began her career as a model, eventually landing a spot in an issue of Vanity Fair before she found her way to starring in the reality show, The Simple Life. Along the way, she also found work as a DJ and performed in festivals like Tomorrowland and Summerfest.

With her and her family’s fortune, Paris Hilton can afford to charter a ride on the gorgeous Boeing 747. With that said, Paris has also been spotted riding the $270 million aircraft more than once, with one occasion being when she went to South Africa to watch the World Cup.