During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.
Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.
London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.
When the popular, restless Landon Carter is forced to participate in the school drama production, he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life, as well as a very big secret she must keep from Landon.
While on a business trip in Los Angeles, Edward Lewis, a millionaire entrepreneur who makes a living buying and breaking up companies, picks up a prostitute, Vivian, while asking for directions; after, Edward hires Vivian to stay with him for the weekend to accompany him to a few social events, and the two get closer only to discover there are significant hurdles to overcome as they try to bridge the gap between their very different worlds.
Two musicians witness a mob hit and struggle to find a way out of the city before they are found by the gangsters. Their only opportunity is to join an all-girl band as they leave on a tour. To make their getaway they must first disguise themselves as women, then keep their identities secret and deal with the problems this brings - such as an attractive bandmate and a very determined suitor.
A bittersweet memory of a Valentine's Day.
An epic love story centered around an older man who reads aloud to a woman with Alzheimer's. From a faded notebook, the old man's words bring to life the story about a couple who is separated by World War II, and is then passionately reunited, seven years later, after they have taken different paths.
When ambitious reporter Allie Rusch is recruited by vindictive music manager Vivian Cartwright to play cupid to famous pop musicians Caleb Greene and Carson Peet in return for an exclusive story over Valentine's weekend, Allie soon realizes Caleb has his sights set on her. Now, torn between her big career move and her growing feelings for Caleb, Allie is left to question whether she can coerce Caleb into something his heart does not desire, or if she should fall in love and make him her very own Valentine.
A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.
Nick Stars with the help of Santa Claus and others save Valentine's day from a villainous Cupid.
On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.
After the death of his mother, a young boy calls a radio station in an attempt to set his father up on a date. Talking about his father’s loneliness soon leads to a meeting with a young female journalist, who has flown to Seattle to write a story about the boy and his father.
One night on Valentine's Day, Rúben take dinner in a restaurant until someone spills accidentally a glass of wine on his shirt. Within the quiet of the street he smokes a cigarette with Jorge. Between cigarette puffs Jorge asks him a simple question for a complex answer: How long can he continue to run away from his problems?
Nelson is a man devoted to his advertising career in San Francisco. One day, while taking a driving test at the DMV, he meets Sara. She is very different from the other women in his life. Nelson causes her to miss out on taking the test and later that day she tracks him down. One thing leads to another and Nelson ends up living with her through a November that will change his life forever.
When a lonely serial killer ventures to find love on Halloween eve, she must find a suitor that will love her exactly for who she is before the night is over.
When the "Heart Eyes Killer" strikes Seattle, a pair of co-workers pulling overtime on Valentine's Day are mistaken for a couple by the elusive couple-hunting killer. Now, they must spend the most romantic night of the year running for their lives.
Valentin is a shy and reserved guy, everyone things he is a loser with the girls, but now, he is preparing himself for a date.
It's Valentine's Day again and Charlie Brown dreams the seemingly hopeless dream to receiving a valentine from anyone. All the while, the rest of the gang have their own trials whether it be Linus' struggle to get the biggest card he can for his beloved teacher, or Lucy trying to get some token from Schroeder while Snoopy and Woodstock are having fun spearing valentines on each other's nose.
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.