Name: Highlander
Value: $4.99 million*

Highlander is one of the most classic yachts on this list. Described as one of the most iconic yachts in the modern era, its guest list also fits that bill. Liz Taylor was one of the biggest stars of her day, if not the biggest, and as such her guest list did not disappoint.

It has welcomed on-board famous actors such as Harrison Ford and Robert De Niro, as well as members of the royal family. The enormous ship was no doubt home to many legendary parties.

Highlander was built in 1986 by Feadship and designed by Jon Bannenberg. Highlander was built for Malcolm Forbes (the publisher of Forbes Magazine). It became, according to Edmiston, a symbol of “big business” as it cruised the U.S.’s East Coast.