17. Mark Cuban: Private Planes
In addition to his fabulous yacht, Mark Cuban owns not one, but several private planes. His collection includes a Gulfstream V, Boeing 757, and a Boeing 767. Obviously, Cuban enjoys traveling in comfort as his planes have even landed him in the Guinness Book of World Records.
Cuban made the record after purchasing the $40 million Gulfstream online in 1999 as the biggest e-commerce purchase ever.