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The Best Movies About Vacations 

Ranker Film
Updated February 21, 2020 2k votes 287 voters 31.9k views 45 items

List Rules Films about vacations, family trips, and time off from school. Vote up the best vacation movies.

There’s nothing better than the holidays or summer break when we can finally break away from our normal, boring schedule and head off on an amazing trip! Family vacations and other trips are some of the most memorable times in our lives. It’s no wonder so many movies have been made about vacation stories. What are the best movies about vacations? Vote for the vacation films you think are the best below and see what comes out on top!
 
The movies featured on this list all center around a vacation in one way or another, from the worst family trips people have ever taken to some truly miserable, but hilarious, bachelor party trips. This list features some very inspirational, sweet films and some very funny, comedy based movies. There's a vacation for everyone!
 
This list ranks the best movies about vacations including, Jaws, Weekend at Bernie’s, Taking Woodstock, Dazed and Confused, The Talented Mr. Ripley, Almost Famous, Super 8, The Seven Year Itch, The Endless Summer, Sleepaway Camp, Meatballs, Adventureland, The Great Outdoors, and Little Miss Sunshine. Vote up the best vacation movies below or add one you love that isn't already on the list.
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list ordered by
1
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Chevy Chase, Christie Brinkley, John Candy

Released: 1983

Directed by: Harold Ramis

National Lampoon's Vacation, sometimes referred to as Vacation, is a 1983 Technicolor comedy film directed by Harold Ramis and starring Chevy Chase, Beverly D'Angelo, Randy Quaid, Dana Barron, ...more

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#59 of 624 The Greatest Guilty Pleasure Movies #3 of 1,208 The Absolute Funniest Movies Of All Time #5 of 1,027 The All-Time Greatest Comedy Films

2
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Julia Louis-Dreyfus, Chevy Chase, Juliette Lewis

Released: 1989

Directed by: Jeremiah S. Chechik

National Lampoon's Christmas Vacation is a 1989 Christmas comedy film directed by Jeremiah S. Chechik. It is the third installment in National Lampoon's Vacation film series, and was written by ...more

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The Funniest Lines From 'Christmas Vacation' #4 of 624 The Greatest Guilty Pleasure Movies #57 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

3
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Chevy Chase, Anthony Michael Hall, Beverly DAngelo

Released: 1985

Directed by: Amy Heckerling

European Vacation is a 1985 comedy film. The second film in National Lampoon's Vacation film series, it was directed by Amy Heckerling and stars Chevy Chase and Beverly D'Angelo. Dana Hill and ...more

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#153 of 624 The Greatest Guilty Pleasure Movies #193 of 1,208 The Absolute Funniest Movies Of All Time #162 of 1,027 The All-Time Greatest Comedy Films

4
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Annette Bening, Dan Aykroyd, John Candy

Released: 1988

Directed by: Howard Deutch

The Great Outdoors is a 1988 American comedy film starring Dan Aykroyd and John Candy. Annette Bening and Stephanie Faracy co-star. Robert Prosky, Lucy Deakins and Lewis Arquette have supporting ...more

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#146 of 624 The Greatest Guilty Pleasure Movies #211 of 1,208 The Absolute Funniest Movies Of All Time #203 of 1,027 The All-Time Greatest Comedy Films

5
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Mike Tyson, Bradley Cooper, Heather Graham

Released: 2009

Directed by: Todd Phillips

The Hangover is a 2009 American comedy film, co-produced and directed by Todd Phillips and written by Jon Lucas and Scott Moore. It is the first film of The Hangover trilogy. The film stars ...more

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#31 of 1,208 The Absolute Funniest Movies Of All Time #8 of 1,027 The All-Time Greatest Comedy Films #92 of 1,699 The Most Rewatchable Movies

6
Stand by Me is listed (or ranked) 6 on the list The Best Movies About Vacations
Kiefer Sutherland, Corey Feldman, John Cusack

Released: 1986

Directed by: Rob Reiner

Stand by Me is a 1986 American coming of age comedy-drama adventure film directed by Rob Reiner and starring Wil Wheaton, River Phoenix, Corey Feldman and Jerry O'Connell. Based on the novella ...more

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Behind-The-Scenes Stories From 'Stand By Me' That Prove The Film Shaped The Child Actors #36 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #122 of 410 The Best Rainy Day Movies

7
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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
8
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Steven Spielberg, Richard Dreyfuss, Roy Scheider

Released: 1975

Directed by: Steven Spielberg

Jaws is a 1975 American thriller film directed by Steven Spielberg and based on Peter Benchley's novel of the same name. The prototypical summer blockbuster, its release is regarded as a ...more

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Behind The Scenes Of Every Death In ‘Jaws’ #16 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetimelisted on Every Oscar Winning Film Ever

9
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Andrew McCarthy, Jonathan Silverman, Skeet Ulrich

Released: 1989

Directed by: Ted Kotcheff

Weekend at Bernie's is a dark comedy film written by Robert Klane and directed by Ted Kotcheff. The film stars Andrew McCarthy and Jonathan Silverman as young insurance corporation employees who ...more

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#72 of 624 The Greatest Guilty Pleasure Movies #105 of 1,208 The Absolute Funniest Movies Of All Time #738 of 1,027 The All-Time Greatest Comedy Films

10
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James Earl Jones, Denis Leary, Karen Allen

Released: 1993

Directed by: David M. Evans

The Sandlot, also known as The Sandlot Kids, is a 1993 American coming-of-age film Comedy directed by David M. Evans, which tells the story of a group of young baseball players during the summer ...more

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What Ever Happened To All The Kids From The Sandlot? #31 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #488 of 1,208 The Absolute Funniest Movies Of All Time

11
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Donald Trump, Macaulay Culkin, Tim Curry

Released: 1992

Directed by: Chris Columbus

Home Alone 2: Lost in New York is a 1992 American Christmas family comedy film written and produced by John Hughes and directed by Chris Columbus. It is the second film in the Home Alone series ...more

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#53 of 624 The Greatest Guilty Pleasure Movies #184 of 1,208 The Absolute Funniest Movies Of All Timelisted on The 50 Highest Grossing '90s Movies, Ranked

12
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Bill Murray, Kristine DeBell, Matt Craven

Released: 1979

Directed by: Ivan Reitman

Meatballs is a 1979 Canadian comedy film directed by Ivan Reitman. It is noted for Bill Murray's first film appearance in a starring role and for launching Reitman into a distinguished career of ...more

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#244 of 1,208 The Absolute Funniest Movies Of All Time #320 of 1,027 The All-Time Greatest Comedy Films #155 of 591 The Best '70s Movies

13
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Purple Falcon added Drew Barrymore, Adam Sandler, Bella Thorne

Released: 2014

Directed by: Frank Coraci

Blended is an upcoming comedy film written by Ivan Menchell and Clare Sera and directed by Frank Coraci.

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#288 of 624 The Greatest Guilty Pleasure Movies #322 of 804 The Greatest Chick Flicks Ever Made #1,224 of 1,699 The Most Rewatchable Movies

14
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Esavi added Jake Gyllenhaal, Billy Crystal, Danielle Harris

Released: 1991

Directed by: Ron Underwood

City Slickers is a 1991 American western comedy film directed by Ron Underwood and starring Billy Crystal, Daniel Stern, Bruno Kirby and Jack Palance, with supporting roles by Patricia Wettig, ...more

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#125 of 395 The Best Western Movies Ever Made #79 of 1,208 The Absolute Funniest Movies Of All Timelisted on Every Oscar Winning Film Ever

15
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Ben Affleck, Milla Jovovich, Matthew McConaughey

Released: 1993

Directed by: Richard Linklater

Dazed and Confused is a 1993 coming of age comedy film written and directed by Richard Linklater. The film features a large ensemble cast of actors who would later become stars, including ...more

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#133 of 1,208 The Absolute Funniest Movies Of All Time #115 of 1,027 The All-Time Greatest Comedy Films #295 of 410 The Best Rainy Day Movies

16
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JimmyJohnson added John Candy, Joey Lawrence, Rip Torn

Released: 1985

Directed by: Carl Reiner

Summer Rental is a 1985 comedy film, directed by Carl Reiner and starring John Candy. The film's screenplay was written by Mark Reisman and Jeremy Stevens. An original music score was composed ...more

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#1,096 of 1,699 The Most Rewatchable Movies #275 of 571 The Greatest Movies Of The 1980s, Ranked #117 of 439 The Funniest '80s Movies

17
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Elle Fanning, AJ Michalka, Kyle Chandler

Released: 2011

Directed by: J.J. Abrams

Super 8 is a 2011 American science fiction horror film written, co-produced, and directed by J. J. Abrams and produced by Steven Spielberg. The film stars Joel Courtney, Elle Fanning, and Kyle ...more

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#30 of 191 The Best Alien Movies Ever Made #48 of 99 The Greatest Kids Sci-Fi Movies #433 of 581 The Greatest Film Scores of All Time

18
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Amy Smart, Andy Dick, Jimmy Kimmel

Released: 2000

Directed by: Todd Phillips

Road Trip is a 2000 American road-comedy film written by Todd Phillips and Scot Armstrong and directed by Phillips. The film, featuring an ensemble cast including Breckin Meyer, Seann William ...more

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#198 of 1,208 The Absolute Funniest Movies Of All Time #302 of 1,027 The All-Time Greatest Comedy Films #1,209 of 1,699 The Most Rewatchable Movies

19
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Burt Reynolds, Jon Voight, Ned Beatty

Released: 1972

Directed by: John Boorman

Deliverance is a 1972 American dramatic thriller film produced and directed by John Boorman, and starring Jon Voight, Burt Reynolds, Ned Beatty and Ronny Cox, with the latter two making their ...more

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Behind The Scenes Of The Infamous 'Squeal Like A Pig' Scene In ‘Deliverance’ #197 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #620 of 847 The Best Horror Movies Of All Time

20
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Steve Carell, Bryan Cranston, Toni Collette

Released: 2006

Directed by: Valerie Faris, Jonathan Dayton

Little Miss Sunshine is a 2006 American comedy-drama road film and the directorial film debut of the husband-wife team of Jonathan Dayton and Valerie Faris. The screenplay was written by ...more

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#173 of 1,208 The Absolute Funniest Movies Of All Time #165 of 804 The Greatest Chick Flicks Ever Madelisted on Every Oscar Winning Film Ever

21
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Purple Falcon added Salma Hayek, Adam Sandler, Chris Rock

Released: 2010

Directed by: Dennis Dugan

Grown Ups is a 2010 American buddy comedy film directed by Dennis Dugan, and written by Adam Sandler, who also stars in this film. Besides Sandler, the film co-stars Kevin James, Chris Rock, ...more

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#268 of 624 The Greatest Guilty Pleasure Movies #266 of 1,208 The Absolute Funniest Movies Of All Time #802 of 1,027 The All-Time Greatest Comedy Films

22
End of the Century is listed (or ranked) 22 on the list The Best Movies About Vacations
Juan Barberini, Ramon Pujol, Mía Maestro

Released: 2019

Directed by: Lucio Castro

End of the Century is a 2019 Argentinian film directed by Lucio Castro. Two men meet in Barcelona only to realize that they have already met 20 years before.
23
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Mark Cuvillier added Bill Murray, Richard Dreyfuss, Charlie Korsmo

Released: 1991

Directed by: Frank Oz

What About Bob? is a 1991 comedy film directed by Frank Oz, and starring Bill Murray and Richard Dreyfuss. Murray plays Bob Wiley, a psychiatric patient who follows his egotistical psychiatrist ...more

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#89 of 624 The Greatest Guilty Pleasure Movies #59 of 1,208 The Absolute Funniest Movies Of All Time #116 of 1,027 The All-Time Greatest Comedy Films

24
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Diane Lane, Sandra Oh, Kate Walsh

Released: 2003

Directed by: Audrey Wells

Under the Tuscan Sun is a 2003 American romantic comedy drama film written, produced, and directed by Audrey Wells and starring Diane Lane. Based on Frances Mayes' 1996 memoir Under the Tuscan ...more

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#267 of 624 The Greatest Guilty Pleasure Movies #123 of 804 The Greatest Chick Flicks Ever Made #18 of 22 Movies That Basically Double As Vacations

25
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Jamie Camil, Sandra Echeverria

Released: 2020

Directed by: Diego Kaplan

My Boyfriend's Meds is a 2020 Mexican comedy film directed by Diego Kaplan. A woman's island getaway with her boyfriend is thrown for a loop when he forgets to take his prescription medications