Best Valentines Day Movies

A list of my top favorite Valentines Day films (Romance and Romantic Comedies strictly)
View:
Log in to copy items to your own lists.
1.
Titanic (1997)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A seventeen-year-old aristocrat falls in love with a kind but poor artist aboard the luxurious, ill-fated R.M.S. Titanic. (194 mins.)
Director: James Cameron
 
2.
When Harry Met Sally... (1989)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship. (96 mins.)
Director: Rob Reiner
 
3.
(500) Days of Summer (2009)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
An offbeat romantic comedy about a woman who doesn't believe true love exists, and the young man who falls for her. (95 mins.)
Director: Marc Webb
 
4.
The Perks of Being a Wallflower (2012)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
An introvert freshman is taken under the wings of two seniors who welcome him to the real world. (102 mins.)
Director: Stephen Chbosky
 
5.
The Bachelor (1999)
    1 2 3 4 5 6 7 8 9 10 5.0/10 X  
A committment-phobic man goes in search of a bride including his fed up girlfriend, to inherit his grandfather's $100 million inheritance. (101 mins.)
Director: Gary Sinyor
 
6.
How to Lose a Guy in 10 Days (2003)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." They meet in a bar shortly after the bet is made. (116 mins.)
Director: Donald Petrie
 
7.
HouseSitter (1992)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
Con artist Gwen moves into Newton's empty house without his knowledge, and begins setting up house posing as his new wife. (102 mins.)
Director: Frank Oz
 
8.
Pretty Woman (1990)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love. (119 mins.)
Director: Garry Marshall
 
9.
My Best Friend's Wedding (1997)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding. (105 mins.)
Director: P.J. Hogan
 
10.
The Proposal (2009)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. and avoid deportation to Canada. (108 mins.)
Director: Anne Fletcher
 
11.
Sweet Home Alabama (2002)
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
A young woman who's reinvented herself as a New York socialite must return home to Alabama to obtain a divorce from her husband, after seven years of separation. (108 mins.)
Director: Andy Tennant
 
12.
Mr. & Mrs. Smith (2005)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
A bored married couple is surprised to learn that they are both assassins hired by competing agencies to kill each other. (120 mins.)
Director: Doug Liman
 
13.
Moulin Rouge! (2001)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
A poet falls for a beautiful courtesan whom a jealous duke covets. (127 mins.)
Director: Baz Luhrmann
 
14.
My Fair Lady (1964)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
A misogynistic and snobbish phonetics professor agrees to a wager that he can take a flower girl and make her presentable in high society. (170 mins.)
Director: George Cukor
 
15.
Strictly Ballroom (1992)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A maverick dancer risks his career by performing an unusual routine and sets out to succeed with a new partner. (94 mins.)
Director: Baz Luhrmann
 
16.
Romeo + Juliet (1996)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Shakespeare's famous play is updated to the hip modern suburb of Verona still retaining its original dialogue. (120 mins.)
Director: Baz Luhrmann
 
17.
Crazy, Stupid, Love. (2011)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars. (118 mins.)
 
18.
Dan in Real Life (2007)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A widower finds out the woman he fell in love with is his brother's girlfriend. (98 mins.)
Director: Peter Hedges
 
19.
Lars and the Real Girl (2007)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
A delusional young man strikes up an unconventional relationship with a doll he finds on the Internet. (106 mins.)
Director: Craig Gillespie
 
20.
You've Got Mail (1998)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
Two business rivals who despise each other in real life unwittingly fall in love over the Internet. (119 mins.)
Director: Nora Ephron
 
21.
Sleepless in Seattle (1993)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A recently widowed man's son calls a radio talk-show in an attempt to find his father a partner. (105 mins.)
Director: Nora Ephron
 
22.
This Means War (2012)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
A pair of CIA operatives wage an epic battle against one another when they discover they are dating the same woman. (103 mins.)
Director: McG
 
23.
While You Were Sleeping (1995)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A hopeless romantic Chicago Transit Authority token collector is mistaken for the fiancée of a coma patient. (103 mins.)
Director: Jon Turteltaub
 
24.
50 First Dates (2004)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Henry Roth is a man afraid of commitment up until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams, until he discovers she has short-term memory loss and forgets him the very next day. (99 mins.)
Director: Peter Segal