Random Trivia For This Title:
- The scene between Tom HanksTom Hanks and Victor GarberVictor Garber crying over the movie The Dirty Dozen was completely improvised during the take.
- Meg RyanMeg Ryan and Tom HanksTom Hanks only share approximately two minutes screen time together.
- The role of Annie was originally offered to Julia RobertsJulia Roberts, who turned it down. Kim BasingerKim Basinger was also offered the role in the early script process, but turned it down because she thought the premise was ridiculous. After Michelle PfeifferMichelle Pfeiffer, [?] Jennifer Jason Leigh and Jodie FosterJodie Foster declined as well, Meg RyanMeg Ryan landed the role.
- A pre-Seinfeld reference to the real-life "Soup Nazi": A male journalist is speaking as Meg RyanMeg Ryan enters an office at her newspaper, saying, "...he's the meanest guy in the world, but he makes the best soup you've ever eaten."
- This film's director (Nora EphronNora Ephron) wrote When Harry Met Sally..., which also starred Meg RyanMeg Ryan and was directed by Rob ReinerRob Reiner, who appears in Sleepless in Seattle.
- Parker PoseyParker Posey was originally cast in the movie but later cut. She appeared with Meg RyanMeg Ryan and Tom HanksTom Hanks years later in You've Got Mail. Dennis QuaidDennis Quaid was considered for the male lead. Jason SchwartzmanJason Schwartzman auditioned for the role of Jonah Baldwin
- The silhouette of the couple on the box of chocolates in a shop window outside Annie's house is, in fact, a silhouette of Tom HanksTom Hanks and Meg RyanMeg Ryan.
- The second of three films that Tom HanksTom Hanks and Meg RyanMeg Ryan have made together.
- Garry MarshallGarry Marshall was originally slated to direct the film. He is the brother of actor/director Penny MarshallPenny Marshall, who directed Tom HanksTom Hanks in Big and A League of Their Own. She is the ex-wife of Rob ReinerRob Reiner, who plays Jay in the film.
- David Hyde PierceDavid Hyde Pierce, Victor GarberVictor Garber, Rita WilsonRita Wilson and Tom McGowanTom McGowan have all starred in [Frasier] which is also set in Seattle
- Director Cameo - Nora EphronNora Ephron: When Meg RyanMeg Ryan's character is in the kitchen in the middle of the night listening to the 'best of' radio callers, the caller 'Disappointed in Denver' is voiced by Ephron.