Archie is retired from the U.S. Air Force, the same branch of service of which Morgan Freeman is a veteran. The two pictures seen at the beginning of the film of Archie in uniform were actually of Morgan during his time in the service.
Michael Douglas and Mary Steenburgen were on the Stratosphere ride, and had to do it over and over in order to get the shot.
All four leading actors have won at least one Academy Award for acting. Michael Douglas for Wall Street (1987), Morgan Freeman for Million Dollar Baby (2004), Kevin Kline for A Fish Called Wanda (1988), and Robert De Niro for Raging Bull (1980) and The Godfather Part II (1974). Mary Steenburgen has also won for Melvin and Howard (1980). In addition, Douglas has another Oscar for producing One Flew Over the Cuckoo's Nest (1975), which won the Best Picture Academy Award.
Was originally rated R by the MPAA for "brief sexual content" but was later overturned to PG-13 for "sexual content and language". According to director Jon Turteltaub, the initial R-rating was due to one use of the word "blowjob". During the discussions with the MPAA, he had to explain to them why a use of this word is appropriate for a PG-13 rated movie.
Originally, Rapper T.I. had a role in the film, but was fired by Morgan Freeman due to being intoxicated at the initial table read for the film. He stated that at the read, he kept nodding off the entire time, prompting Freeman to chastise him.