The music played during the scene where Gene Hackman gives Sigourney Weaver the gift of a lighter is the same classical piece that was used as incidental music in Weaver's debut film, Alien (it's playing while Dallas is sitting alone relaxing in the shuttle). This has to be an in-joke intended by the filmmakers.
The card handling that Jennifer Love Hewitt does in the restaurant (saying it relaxes her) was taught to her by stage magician Ricky Jay. She actually learned more tricks than that, but was unable to do them in the movie because she broke her finger.
The most expensive shot in the movie was when Jennifer Love Hewitt leaned against the car to talk to Ray Liotta near the end of the movie. Because it was cold on set, she had a white sweatshirt around her waist that was in the shot, and it had to be digitally taken out.
The film was originally entitled "The Breakers", after the swank Palm Beach, Florida resort. The company passed on the rights to include their name as the title of the movie, and removed all clear association with the production - except that they allowed MGM to film on the hotel's premises.
In the DVD commentary, director David Mirkin states that being a native New Yorker, Sigourney Weaver did not know how to drive, which made her extremely nervous during her driving scenes in the film.