Scott Caan, Jon Hamm, and Jennifer Westfeldt

Scott Caan at an event for Meet Dave (2008)

Scott Caan, Brian Robbins, and Elizabeth Banks at an event for Meet Dave (2008)

Balthazar Getty, Scott Caan, and Rumer Willis

Scott Caan at an event for Gone Baby Gone (2007)

Scott Caan at an event for Into the Wild (2007)

Giovanni Ribisi and Scott Caan at an event for Into the Wild (2007)

Scott Caan at an event for Ocean's Thirteen (2007)

Virginia Madsen, Scott Caan, and Marianne Rendón in One Day as a Lion (2023)

Scott Caan and Marianne Rendón in One Day as a Lion (2023)

Scott Caan and Alex O'Loughlin in E ho'i na keiki oki uaua o na pali (2020)

Scott Caan, Alex O'Loughlin, and Cassie Dzienny in Hawaii Five-0 (2010)

Scott Caan, Nazneen Contractor, Alex O'Loughlin, and Sarah Dumont in Hawaii Five-0 (2010)

Scott Caan, Eddie Cahill, and Kimee Balmilero in Hawaii Five-0 (2010)

Scott Caan, Jorge Garcia, Dennis Chun, and Alex O'Loughlin in Ho'okahi no la o ka malihini (2019)

Scott Caan and Alex O'Loughlin in Hawaii Five-0 (2010)

Scott Caan, Dennis Chun, and Alex O'Loughlin in Hawaii Five-0 (2010)

Scott Caan, Meaghan Rath, and Alex O'Loughlin in Hawaii Five-0 (2010)

Scott Caan, Chris Vance, and Alex O'Loughlin in Hawaii Five-0 (2010)

James Van Der Beek, Scott Caan, Ali Larter, Amy Smart, Ron Lester, Eliel Swinton, and Paul Walker in Varsity Blues (1999)

Robert Downey Jr., Claudia Schiffer, Elijah Wood, Scott Caan, Mike Tyson, and Method Man in Black & White (1999)

Lauren Holly, William H. Macy, and Scott Caan in In Enemy Hands (2004)

Brad Pitt, George Clooney, Matt Damon, Andy Garcia, Casey Affleck, Elliott Gould, Scott Caan, Bernie Mac, Carl Reiner, Eddie Jemison, and Shaobo Qin in Ocean's Eleven (2001)

David Arquette and Scott Caan in Ready to Rumble (2000)

Brad Pitt, George Clooney, Don Cheadle, Matt Damon, Andy Garcia, Casey Affleck, Elliott Gould, Scott Caan, Bernie Mac, Carl Reiner, Eddie Jemison, and Shaobo Qin in Ocean's Thirteen (2007)

Alicia Witt, Scott Caan, Andy Dick, Brittany Murphy, Luke Wilson, and Jack Black in Bongwater (1998)

Giovanni Ribisi, Mena Suvari, Scott Caan, and Lynn Collins in The Dog Problem (2006)