59. Angelina Jolie and Brad Pitt

Location: Chicago Field Museum

Initial cost: Unknown

Amount added: $300*

Like many, celebrities relish in engaging their children in enriching experiences. Brad Pitt and Angelina Jolie, known collectively as Brangelina, took their four children on an exclusive tour of the Chicago Field Museum in summer 2007, earning praises for their amiability.

Their visit to the museum was marked not only by their thirst for knowledge but also by their generosity. Opting for a private tour post-closing, to avoid public attention, Brad Pitt concluded their unique museum journey with a gracious $300 tip to their guide.