"RFK 575" is the license plate used in the film for the dead terrorist's car. It's also the license plate used by Derek Zoolander's roommate in Zoolander (2001) and in a car in Final Destination (2000).
One of the movie's original locations was a historic, grand hotel in Muskoka, Ontario, Canada - the 100-year-old Windermere House. During filming, however, the hotel caught fire and burned to the ground. The heat from the film lights were initially blamed for causing the blaze, but it was never proven that the lights started the fire.
Both this film and Cutthroat Island (1995) were attempts by director Renny Harlin and his then-wife, star Geena Davis, to not only further her career, but to generate more public interest in female action stars.
The resort Windemere House in the Muskoka region of Ontario, Canada burned down while filming scenes there. Production company had to rework the scenes in Collingwood, Ontario. Windemere House has since been rebuilt.
The ice skating scene was scripted to end with Samantha performing a double-axel flip and simultaneously firing over her upside-down head. After two aerial-rig configurations (in sub-zero conditions) and several attempts at green-screening failed to hold any convincing fluency to the action, it was dropped from the final cut of the film
Female rapper and Murder Inc. recording artist Tiffany Lane, uses the name "Charli Baltimore" (sic) as her moniker. Lane was a lover of famous New York rapper The Notorious B.I.G who had recorded a song called "Long Kiss Goodnight" for his 1997 album "Life After Death".
According to the CIA personnel file shown during the opening credits, Charlene Baltimore was born in New York City, is 6 feet tall and her social security number is 079-48-6884. What appears to be a date of birth is mostly obscured but the year 62 (for 1962) is visible. Geena Davis was born in January 1956.
The song "Let It Snow, Let It Snow, Let It Snow" by Dean Martin plays in Samantha's car radio. The same song, sung by Vaughn Monroe, also featured at the end of Die Hard 2 (1990) also directed by Renny Harlin.
When Mitch and Trin pull their scam on the "Man in bed", Mitch and 2 other actors pretend to be police detectives. Ironically enough the room was full of actors who have portrayed cops (at least once) in popular movies and television shows. Rex Linn (man in bed) portrayed a Detective on "CSI: Miami". Melina Kanakeredes (Trin) portrayed a detective on CSI:NY. Shawn Doyle (Bum Cop) portrayed a detective in the movie "Frequency." Samuel Jackson (Mitch) portrayed a cop in the movie "The Negotiator."
The film is famous for being one of the three big-budget" films that came out of indie studio New Line Cinema in 1996 and underperformed. The other two pictures were "The Island of Dr. Moreau" and Last Man Standing". Up until their releases, New Line had specialized in low-to-medium-budgeted genre pictures.
In the scene where Charly is supposed to be killed by Jack, you can see in the background a Mercedes Benz W 111 Hardtop Coupé, according to a shortly seen chrome blink on the right side of the trunk lid probably a 280 SEb 3.5 liter V8.
Shane Black's original script of The Long Kiss Goodnight was darker and more graphic than the final film. Amongst many differences it included some alternate action sequences and more violence like the scene where Mitch and Charly are captured and get tortured. Both characters also had bigger backstories in original script, Mitch at one point tells Charly how he was gang raped in prison and how his wife refuses to let him see his son because of what happened to him, and Charly also had similar dark backstory in the script.
One scene is clearly shot in Toronto,Ontario, not the U.S. This is at the corner of Bathurst and Bloor Streets. The Honest Ed's storefront is clearly visible. Honest Ed's is a well-known store, owned by businessman Ed Mirvish.