Actor Leonardo DiCaprio arrives for the 20th Annual Palm Springs International Film Festival Awards Gala in Palm Springs, California.
The winner will get the chance to pose for photographs with DiCaprio during a brief meet-and-greet session.
The Charity Buzz auction, which ends on February 9 is expected to fetch as much as 15,625 pounds for the J/P Haitian Relief Organization.
Penn founded the charity to help Haitian families rebuild their lives in the wake of the devastating 2010 earthquake.