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The Worst Movies Released on Valentine's Day 

Ranker Film
Updated February 18, 2020 1.3k votes 115 voters 5.9k views 44 items

List Rules Only films released on February 14th. Upvote the worst movies.

The absolute worst movies ever released on Valentine’s Day, ranked by the Ranker community. This list has films that hit theaters on Valentine’s Day, with terrible reviews, poor box office takes, and that are generally regarded as awful movies. Studios take advantage of the romantic holiday, hoping that couples will choose a movie for their big date night, but sometimes forget to make the films any good. What are the absolute worst films ever released on February 14th?
 
This list features the most embarrassing Valentine’s Day releases that were ever made, including titles such as The Wedding Date, Date Movie, Music and Lyrics, Norbit, Confessions of a Shopaholic, Valentine’s Day, Just Go with It, The Vow, and Cross Roads. Vote up the worst films on the list below or add a film you truly hate that was released on Valentine's Day.
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1
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Jessica Alba, Taylor Swift, Anne Hathaway

Released: 2010

Directed by: Garry Marshall

Valentine's Day is a 2010 American romantic comedy film directed by Garry Marshall. The screenplay and the story were written by Katherine Fugate, Abby Kohn and Marc Silverstein. The film ...more

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2
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Eddie Murphy, Thandie Newton, Cuba Gooding Jr.

Released: 2007

Directed by: Brian Robbins

Norbit is a 2007 American romantic comedy film directed by Brian Robbins, and written and produced by Eddie Murphy, who also starred in the film. The film co-stars Thandie Newton, Terry Crews, ...more

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3
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Carmen Electra, Alyson Hannigan, Jennifer Coolidge

Released: 2006

Directed by: Aaron Seltzer, Jason Friedberg

Date Movie is a 2006 American parody film directed by Aaron Seltzer. Much of the story line was based on that of the romantic comedy My Big Fat Greek Wedding and Meet the Fockers. It stars ...more
4
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Amy Adams, Debra Messing, Dermot Mulroney

Released: 2004

Directed by: Clare Kilner

The Wedding Date is a 2005 American romantic comedy film directed by Clare Kilner and starring Debra Messing, Dermot Mulroney, and Amy Adams. Based on the novel Asking for Trouble by Elizabeth ...more

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5
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Isla Fisher, John Goodman, John Lithgow

Released: 2009

Directed by: P. J. Hogan

Confessions of a Shopaholic is a 2009 American romantic comedy film based on the Shopaholic series of novels by Sophie Kinsella. Directed by P. J. Hogan, the film stars Isla Fisher as the ...more

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6
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Jennifer Lopez, Ralph Fiennes, Bob Hoskins

Released: 2002

Directed by: Wayne Wang

Maid in Manhattan is a 2002 romantic comedy film directed by Wayne Wang about a hotel maid and a high profile politician who fall in love starring Jennifer Lopez, Ralph Fiennes, and Natasha ...more

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7
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Ellen DeGeneres, Joan Cusack, Casey Kasem

Released: 1996

Directed by: Gaylene Preston, Nick Castle

Mr. Wrong is a 1996 American romantic/black comedy film starring Ellen DeGeneres and Bill Pullman. Ellen DeGeneres still mentions this film occasionally in her talk show, The Ellen DeGeneres ...more
8
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Jennifer Aniston, Nicole Kidman, Brooklyn Decker

Released: 2011

Directed by: Dennis Dugan

Just Go with It is a 2011 American romantic comedy film directed by Dennis Dugan, and produced by Adam Sandler, who also starred in the film. The film co-stars Jennifer Aniston, Nicole Kidman, ...more

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9
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Gwyneth Paltrow, Joaquin Phoenix, Isabella Rossellini

Released: 2008

Directed by: James Gray

Two Lovers is a 2008 American romantic drama film, taking its inspiration from Fyodor Dostoyevsky's short story "White Nights", which had already been turned into a film 7 times, first ...more
10
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Channing Tatum, Cassie Ventura, Briana Evigan

Released: 2008

Directed by: Jon M. Chu

Step Up 2: The Streets is a 2008 American dance film. It is the sequel to the 2006 film Step Up from Touchstone Pictures. The film was directed by Jon M. Chu and choreographed by Jamal Sims, ...more

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11
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Anne Hathaway, Kate Hudson, Chris Pratt

Released: 2009

Directed by: Gary Winick

This film is a 2009 American romantic comedy film directed by Gary Winick and written by Greg DePaul, June Diane Raphael and Casey Wilson. The film stars Kate Hudson, Anne Hathaway, Candice ...more

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12
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Britney Spears, Zoe Saldana, Dan Aykroyd

Released: 2002

Directed by: Tamra Davis

Crossroads is a 2002 American comedy-drama road film set in Georgia. Directed by Tamra Davis and written by Shonda Rhimes, the film stars Britney Spears, Anson Mount, Zoe Saldana, Taryn Manning, ...more

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13
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Rachel Dratch, Nia Vardalos, John Corbett

Released: 2009

Directed by: Nia Vardalos

I Hate Valentine's Day is a 2009 romantic comedy film written and directed by Nia Vardalos. The film stars Vardalos and John Corbett, previously seen together in Vardalos' hit 2002 film My Big ...more
14
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Matthew Perry, Neve Campbell, Dylan McDermott

Released: 1999

Directed by: Damon Santostefano

Three to Tango is a 1999 romantic comedy film starring Matthew Perry, Neve Campbell, Dylan McDermott and Oliver Platt.

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15
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Drew Barrymore, Hugh Grant, Matthew Morrison

Released: 2007

Directed by: Marc Lawrence

Music and Lyrics is a 2007 American romantic comedy film written and directed by Marc Lawrence. It focuses on the relationship that evolves between a former pop music idol and an aspiring writer ...more

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16
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Scarlett Johansson, Jennifer Aniston, Jennifer Connelly

Released: 2009

Directed by: Ken Kwapis

He's Just Not That into You is a 2009 American romantic comedy-drama film directed by Ken Kwapis, based on the self-help book by Greg Behrendt and Liz Tuccillo. This Baltimore-set movie of ...more

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17
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Chevy Chase, Christie Brinkley, Randy Quaid

Released: 1997

Directed by: Stephen Kessler

Vegas Vacation is a 1997 comedy film directed by Stephen Kessler. It is the fourth installment in National Lampoon's Vacation film series, and was written by Elisa Bell, based on a story by Bell ...more
18
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Phil Collins, John Goodman, Haley Joel Osment

Released: 2003

Directed by: Steve Trenbirth

The Jungle Book 2 is a 2003 American-Australian animated musical film produced by DisneyToon Studios and released by Walt Disney Pictures and Buena Vista Distribution. The theatrical version of ...more

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19
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Eliza Dushku, Casey Affleck, Luke Wilson

Released: 2001

Directed by: Stephen Carpenter, Steve Carpenter

Soul Survivors is a 2001 psychological thriller film starring Melissa Sagemiller as college student Cassie, whose boyfriend Sean dies in a car accident that results from her driving after a ...more

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20
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Jennifer Lopez, Matthew McConaughey, Judy Greer

Released: 2001

Directed by: Adam Shankman

The Wedding Planner is a 2001 romantic comedy film directed by Adam Shankman, written by Michael Ellis and Pamela Falk, and starring Jennifer Lopez and Matthew McConaughey.

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21
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Downhill Will Ferrell, Julia Louis-Dreyfus, Miranda Otto

Released: 2020

Directed by: Nat Faxon, Jim Rash

Downhill is a 2020 American black comedy-drama film directed by Nat Faxon and Jim Rash, it is a remake of the 2014 Swedish film Force Majeure. After escaping an avalanche, a married couple must ...more

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22
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Amanda Seyfried, Vanessa Redgrave, Oliver Platt

Released: 2010

Directed by: Gary Winick

Letters to Juliet is a 2010 American romantic drama film starring Amanda Seyfried, Christopher Egan, Vanessa Redgrave, Gael García Bernal, and Franco Nero. This was the final film of ...more

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23
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Sharon Stone, Samuel L. Jackson, Dustin Hoffman

Released: 1998

Directed by: Barry Levinson

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24
Jumper is listed (or ranked) 24 on the list The Worst Movies Released on Valentine's Day
Kristen Stewart, Rachel Bilson, Samuel L. Jackson

Released: 2008

Directed by: Doug Liman

Jumper is a 2008 American science fiction film directed by Doug Liman, loosely based on the 1992 science fiction novel of the same name written by Steven Gould. The film is directed by Doug ...more

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25
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Michael Peña, Lucy Hale, Maggie Q

Released: 2020

Directed by: Jeff Wadlow

Fantasy Island is a 2020 American supernatural horror film directed by Jeff Wadlow, based on the 1970s television series. The mysterious Mr. Roarke (Michael Peña) grants the fantasies of ...more