The release date for the film was pushed back after the similarly themed Chasing Liberty (2004) flopped at the box office.
Vera Wang designed all of Katie Holmes' ballgowns for this film. (Her originals usually retail for over $10,000 each.)
This film is dedicated to Michael Kamen, the film's composer.
The movie James and Samantha are watching in the movie theater is The Girl Can't Help It (1956). Director Forest Whitaker was originally set to direct a remake of the 1956 comedy after the release of "First Daughter".