1. Casablanca …
Year: 1942
Actors: Humphrey Bogart, Ingrid Bergman, Claude Rains
Why Cry: Casablanca is absolutely, without a doubt, the classiest romance of all time. Rick (Bogart) is a jaded American who runs a cafe and club in Casablanca. He was jilted by his lover, Lund (Bergman), and has never recovered. Suddenly, Lund and her husband show up at the club, desperately in need of Rick’s help.
The tension between Bogart and Bergman is incredible, the background of World War II brings up a whole other set of emotions, and the ending… well, let’s just say that farewell scene is enough to get the tears flowing!
Link on Amazon: Casablanca DVD
2. Meet Joe Black …
Year: 1998
Actors: Brad Pitt, Anthony Hopkins, Claire Forlani
Why Cry: This is a beautiful story about the journey through life and death. Joe Black (Pitt), also known as the Angel of Death, comes to take the life of Bill (Hopkins). Instead, Bill leads Black on a journey through life, allowing him to experience all he’s missing.
Along the way, Black falls in love with Bill’s daughter (Forlani). The touching story and dramatic ending will definitely be one you’ll cry over! Plus, Brad Pitt is absolutely gorgeous in this one… another bonus!
Link on Amazon: Meet Joe Black DVD
3. Roman Holiday …
Year: 1953
Actors: Audrey Hepburn, Gregory Peck, Eddie Albert
Why Cry: This Cinderella-in-reverse tale is a charming romance between a rebellious princess (Hepburn) and a cynical journalist (Peck). Peck falls for Hepburn’s innocence and beauty, but so does his good friend (Albert). The bittersweet ending will bring tears to your eyes.
Link on Amazon: Roman Holiday DVD
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4. What Dreams May Come …
Year: 1998
Actors: Robin Williams, Annabella Sciorra, Cuba Gooding, Jr.
Why Cry: Chris (Williams) and Annie (Sciorra) share a love so passionate that nothing can divide them – not even death. This movie is not only a tear-jerker, but the ideas presented about life, death, and the afterlife will get you thinking.
The lengths that Williams’ character goes to rescue his true love will move you to tears more than once in this film.
Link on Amazon: What Dreams May Come DVD
5. The Princess Bride …
Year: 1987
Actors: Cary Elwes, Robin Wright
Why Cry: This classic lovers’ tale of Buttercup (Wright) and Westley (Elwes) is beautifully told by director Rob Reiner. Even through their separation, and when Buttercup thinks Westley dead, their love for each other does not stop.
When Westley returns and must save Buttercup from the evil Prince Humperdink, you get lots of romance, lots of tears, and lots of laughs! The perfect romantic movie, The Princess Bride is a must-see.
Link on Amazon: The Princess Bride DVD
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What Dreams May Come is def a tear jerker. From the start to the end of the movie. His love for his wife is so amazing.
the notebook should be number 1 =*( that movie always makes me cry no matter how many times i watch it.
i love a “Walk to remeber by moady moore” its also a tear jerker for me..
omg you are so right thoes are the best romance movie ever! my fav is note book :) just want to say great job!
a walk to remember the best movie everr
you have to add ‘if only’ and ‘ps i love you’
they’re amazing!
Thanks for the list! Really helped!…
Glad you liked the list, Joshan. Those are my all time favorites too :))
The Notebook should be number one!!! I always cry in that movie. It’s so romantic that I cry also in it’s trailer. Best movie of all times.