Name: Octopus
Value: $325 million*

The Drive described Paul Allen’s megayacht as the “smartest…of them all.” Titled Octopus, this megayacht is owned by the late CEO’s estate. It has a length of 414 feet, making it one of the largest yachts in the world. It costs $200 million and requires a crew of 57. Octopus’ capacity is 26 people.

The yacht is registered in the Cayman Islands, and it is the late Microsoft Corporation executive’s private vessel. His estate loans it out for scientific research missions, exploration projects, and even rescue missions. Octopus launched in 2003. It was designed by Lurrsen, a famous yacht-making company.