Peter Jackson – ~$68 million, Gulfstream G550
Thanks to the success of the The Lord of the Rings and The Hobbit series of films, Peter Jackson has become one of the most successful filmmakers ever. He regularly travels between his native New Zealand and Los Angeles, so he finally bit the bullet and splurged on his very own Gulfstream G550. It has sleeping accommodations and can carry as many as 19 people, as well as a built-in studio space. It’s well worth the $68-million price tag and even the pricey insurance that comes with it.