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The Best Romantic Comedies of 2006 

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278 votes 36 voters 3.2k views 50 items

List of the best 2006 romantic comedy movies, ranked by how many upvotes they've received by other fans of the genre. Some of these romantic-comedies are more comedy than romance, while others focus more on the hardships of relationships and the theme of love conquers all. These are all the romantic comedy movies that defined the year 2006, so vote for your favorites and help them rise to the top. This poll is also a great resource for finding new movies that you haven't already seen, especially since you can watch trailers for each film right on this page. To make sure this list is as accurate as possible, please don't downvote a movie if you haven't seen it.

List features movies like She's the Man, The Break-Up. This isn't necessarily a list of all romantic comedy movies from 2006, but it does contain all the ones worth watching.
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Aly Michalka, Christian Serratos, AJ Michalka
Cow Belles is a 2006 romantic teen comedy film that stars American pop recording artists Alyson Michalka and Amanda Michalka, better known as sister duo Aly & AJ. It premiered on March 24, ...more
2
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Luke Mably, Maryam d'Abo, Pavlína Němcová
The Prince & Me 2: The Royal Wedding is a 2006 romantic comedy sequel to The Prince & Me and was released direct-to-video. Directed by Catherine Cyran, the film features Luke Mably ...more

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#176 of 257 The Best Teen Romance Movies #181 of 206 The Best Comedies Rated PG

3
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Amanda Bynes, Kathy Griffin, Jamie Lynn Sigler
Love Wrecked is a 2005 film directed by Randal Kleiser. Starring Amanda Bynes, it is a romantic comedy about a girl getting stranded with a rock star on a beach in the Caribbean. Originally ...more

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#134 of 257 The Best Teen Romance Movies #53 of 95 The Best Romantic Comedies Rated PG-13 #120 of 202 The Best Romantic Comedies Rated PG

4
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Amanda Bynes, Channing Tatum, Jessica Lucas
She's the Man is a 2006 American romantic comedy film directed by Andy Fickman, inspired by William Shakespeare's play Twelfth Night. The film stars Amanda Bynes, Channing Tatum, Laura Ramsey, ...more

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#211 of 624 The Greatest Guilty Pleasure Movies #1,103 of 1,196 The Absolute Funniest Movies Of All Time

5
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Lindsay Lohan, Cameron Diaz, Kate Winslet
The Holiday is a 2006 American Christmas-themed romantic comedy film written, produced and directed by Nancy Meyers. Distributed by Columbia Pictures and Universal Pictures and filmed in both ...more

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#30 of 172 The Greatest Date Movies of All Time #63 of 109 The Best Christmas Movies of All Time

6
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Vanessa Hudgens, Ashley Tisdale, Zac Efron
High School Musical is a 2006 American teen/children's romantic comedy musical television film and the first installment in the High School Musical trilogy. Upon its release on January 20, 2006, ...more

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#153 of 376 The Best Musical Movies of All Time #22 of 258 The Best Teen Romance Moviesfeaturing The Best Songs From The 'High School Musical' Trilogy

7
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Vince Vaughn, Jennifer Aniston, Ann-Margret
The Break-Up is a 2006 American romantic comedy-drama film directed by Peyton Reed. In a bid to keep their luxurious condo from their significant other, a newly broken up couple (Vince Vaughn ...more

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#731 of 1,009 The All-Time Greatest Comedy Films #1,100 of 1,196 The Absolute Funniest Movies Of All Time

8
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Jenny McCarthy, Sophia Bush, Brittany Snow
This film is a 2006 American high school comedy romance film, directed by Betty Thomas. The film is about a trio of girls who plot to break the heart of manipulative basketball star John Tucker ...more

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#1,423 of 1,699 The Most Rewatchable Movies #46 of 803 The Greatest Chick Flicks Ever Made #21 of 66 The Best Movies About Getting Dumped

9
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Queen Latifah, LL Cool J, Alicia Witt
Last Holiday is a 2006 American comedy film starring Queen Latifah and directed by Wayne Wang. Latifah plays a humble store assistant, Georgia, who is told that she has a rare brain condition, ...more

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#151 of 803 The Greatest Chick Flicks Ever Made #15 of 31 The Greatest Comedy Movie Remakes

10
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Kate Hudson, Seth Rogen, Michael Douglas
You, Me and Dupree is a 2006 American romantic comedy film directed by Anthony Russo and Joe Russo, written by Mike LeSieur, and produced by Mary Parent, Scott Stuber, and Owen Wilson. The film ...more

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#719 of 1,009 The All-Time Greatest Comedy Films #31 of 68 Movies That Sparked Off-Screen Celebrity Romances

11
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Russell Crowe, Marion Cotillard, Abbie Cornish
A Good Year is a 2006 British romantic comedy-drama film, set in London and Provence. Directed by Ridley Scott, starring Russell Crowe, Marion Cotillard, Didier Bourdon, Abbie Cornish, Tom ...more
12
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Uma Thurman, Anna Faris, Wanda Sykes
My Super Ex-Girlfriend is a 2006 American romantic comedy superhero film, directed by Ivan Reitman and starring Uma Thurman, Luke Wilson, Anna Faris, Eddie Izzard, Rainn Wilson and Wanda Sykes.

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#153 of 184 The Best Superhero Movies Ever Made #40 of 60 The Funniest Superhero Movies Ever Made

13
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Hilary Duff, Anjelica Huston, Haylie Duff
Material Girls is a 2006 American teen comedy film starring Hilary and Haylie Duff. It is based on a script written by John Quaintance and is directed by Martha Coolidge. It also stars Anjelica ...more

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#112 of 258 The Best Teen Romance Movies #28 of 34 Best Movies and Shows Based on Jane Austen Books #84 of 117 The Best Satire Movies

14
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Jessica Simpson, Andy Dick, Dane Cook
Employee of the Month is a 2006 American comedy film directed by Greg Coolidge, written by Don Calame, Chris Conroy, and Coolidge, and starring Dane Cook, Jessica Simpson and Dax Shepard. The ...more
15
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Jennifer Garner, Juliette Lewis, Timothy Olyphant
Catch and Release is a 2007 romantic comedy film released by Columbia Pictures. It is the directorial debut of Susannah Grant, who wrote the film Erin Brockovich. It stars Jennifer Garner as a ...more
16
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Zooey Deschanel, Sarah Jessica Parker, Matthew McConaughey
Failure to Launch is a 2006 American romantic comedy film. In the movie a 35-year-old man lives in the home of his parents and shows no interest in leaving the comfortable life his parents, ...more

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#266 of 624 The Greatest Guilty Pleasure Movies #187 of 803 The Greatest Chick Flicks Ever Made

17
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Marina De Tavira, Moises Arizmendi, Alejandra Gollas
Efectos Secundarios is a 2006 film directed by Issa López. The film stars Marina de Tavira, Alejandra Gollás, Arturo Barba and Pedro Izquierdo. It was originally released to ...more
18
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David Boreanaz, Alana de la Garza, Paul Sorvino
Mr. Fix It is a 2006 American romantic comedy film starring David Boreanaz. It was directed by Darin Ferriola, The former working titles were Deception and Boyfriend Girlfriend Relationship, ...more
19
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Bryce Dallas Howard, Kevin Kline, Alfred Molina
Watch for Free with Amazon Prime Free Trial As You Like It is a 2006 film adapted for the screen and directed by Kenneth Branagh, based on the play of the same name by William Shakespeare. It stars Bryce Dallas Howard as Rosalind, David ...more

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#9 of 19 The Best Bryce Dallas Howard Movies #72 of 74 The Best Cross-Dressing Movies

20
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Akshay Kumar, Lara Dutta, nm2147526
Bhagam Bhag is a 2006 Bollywood comedy mystery film, starring Akshay Kumar and Govinda. It is the first time the two are in a film together. The movie also stars Paresh Rawal, Lara Dutta and ...more
21
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Kelly LeBrock, Gina Bellman, Marieh Delfino
Zerophilia is a 2005 romantic comedy film with speculative-fiction elements directed by Academy of Motion Pictures' Student Academy Award winning director Martin Curland and produced by ...more
22
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Isla Fisher, Jason Biggs, Joe Pantoliano
Wedding Daze is a 2006 romantic comedy movie, written and directed by Michael Ian Black. It stars Jason Biggs and Isla Fisher.
23
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Callie Thorne, Anna George, Shiva Rose
David & Layla is a 2005 independent film directed by Jay Jonroy.
24
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Mandy Moore, Martin Freeman, Billy Crudup
Dedication is a 2007 American romantic comedy film starring Billy Crudup and Mandy Moore. Written by David Bromberg, this film is actor Justin Theroux's directorial debut. The film premiered at ...more

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#111 of 134 The Best Directorial Debuts of Famous Actors #19 of 26 The Best Martin Freeman Movies

25
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Eva Mendes, Julianne Moore, Maggie Gyllenhaal
Trust the Man is a 2005 romantic comedy film starring David Duchovny, Billy Crudup, Julianne Moore, and Maggie Gyllenhaal. It was directed and written by Bart Freundlich. The film primarily ...more

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