Entertainment
308 voters

The Best Movies About Vacations

Updated January 11, 2021 1.5k votes 308 voters 35.7k views91 items

List RulesFilms 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, The Beach, Grown Ups, The Seven Year Itch, The Hangover, RV, Meatballs, Adventureland, The Trip, and Little Miss Sunshine. Vote up the best vacation movies below or add one you love that isn't already on the list.

...more
  • National Lampoon's Christmas Vacation1
    91
    25

    National Lampoon's Christmas Vacation

    Julia Louis-Dreyfus, Chevy Chase

    Released1989

    Directed byJeremiah S. Chechik

    National Lampoon's Christmas Vacation is a 1989 Christmas comedy film directed by Jeremiah S....  more
    Amazon buy button

    More National Lampoon's Christmas Vacation 

    13 Interesting Details From 'Christmas Vacation' That Make Us Think It's Time For A Rewatch#38 of 372 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

  • National Lampoon’s Vacation2
    94
    28

    National Lampoon’s Vacation

    Chevy Chase, Christie Brinkley

    Released1983

    Directed byHarold Ramis

    National Lampoon's Vacation, sometimes referred to as Vacation, is a 1983 Technicolor comedy...  more
    Amazon buy button

    More Vacation 

    #120 of 1,540 The Most Rewatchable Movies#20 of 512 The Greatest Movies Of The 1980s, Ranked

  • National Lampoon's European Vacation3
    56
    24

    National Lampoon's European Vacation

    Chevy Chase, Anthony Michael Hall

    Released1985

    Directed byAmy Heckerling

    European Vacation is a 1985 comedy film. The second film in National Lampoon's Vacation film...  more
    Amazon buy button

    More National Lampoon's European Vacation 

    #216 of 541 The Greatest Guilty Pleasure Movies#168 of 913 The All-Time Greatest Comedy Films

  • The Great Outdoors4
    54
    24

    The Great Outdoors

    Annette Bening, Dan Aykroyd

    Released1988

    Directed byHoward Deutch

    The Great Outdoors is a 1988 American comedy film starring Dan Aykroyd and John Candy. Annette...  more
    Amazon buy button

    More The Great Outdoors 

    #243 of 450 The Best Movies For Guys#98 of 152 Movies That Should Never Be Remade

  • The Hangover5
    55
    29

    The Hangover

    Mike Tyson, Bradley Cooper

    Released2009

    Directed byTodd Phillips

    The Hangover is a 2009 American comedy film, co-produced and directed by Todd Phillips and...  more
    Amazon buy button

    More The Hangover 

    #58 of 456 The Most Quotable Movies of All Time#33 of 107 The Best Stoner Movies

  • Vegas Vacation6
    47
    21

    Vegas Vacation

    Chevy Chase, Christie Brinkley

    Released1997

    Directed byStephen Kessler

    Vegas Vacation is a 1997 comedy film directed by Stephen Kessler. It is the fourth installment...  more
    Amazon buy button

    More Vegas Vacation 

    #2 of 19 The Funniest Movies About Vegas#8 of 44 The Worst Movies Released on Valentine's Day

  • Weekend at Bernie's7
    42
    20

    Weekend at Bernie's

    Andrew McCarthy, Jonathan Silverman

    Released1989

    Directed byTed Kotcheff

    Weekend at Bernie's is a dark comedy film written by Robert Klane and directed by Ted...  more
    Amazon buy button

    More Weekend at Bernie's 

    #8 of 32 Great Movies Set on the Beach#45 of 101 The Best Bromance Movies

  • Blended8
    31
    11

    Blended

    Drew Barrymore, Adam Sandler

    Released2014

    Directed byFrank Coraci

    Blended is a 2014 American romantic comedy film directed by Frank Coraci. After a bad blind...  more
    Amazon buy button

    More Blended 

    #14 of 50 The Best and Worst of Adam Sandler#18 of 101 The Best Romantic Comedies Of The 2010s Decade

  • City Slickers9
    27
    12

    City Slickers

    Jake Gyllenhaal, Billy Crystal

    Released1991

    Directed byRon Underwood

    City Slickers is a 1991 American western comedy film directed by Ron Underwood and starring...  more
    Amazon buy button

    More City Slickers 

    #106 of 400 The Best Western Movies Ever Made#28 of 58 The Best '90s Western Movies

  • Home Alone 2: Lost in New York10
    44
    33

    Home Alone 2: Lost in New York

    Donald Trump, Macaulay Culkin

    Released1992

    Directed byChris Columbus

    Home Alone 2: Lost in New York is a 1992 American Christmas family comedy film written and...  more
    Amazon buy button

    More Home Alone 2: Lost in New York 

    #26 of 50 The 50 Highest Grossing '90s Movies, Ranked#42 of 252 The Funniest '90s Movies

  • The Talented Mr. Ripley11
    32
    19

    The Talented Mr. Ripley

    Gwyneth Paltrow, Cate Blanchett

    Released1999

    Directed byAnthony Minghella

    The Talented Mr. Ripley is a 1999 American psychological thriller written for the screen and...  more
    Amazon buy button

    More The Talented Mr. Ripley 

    #65 of 230 The Best Psychological Thrillers of All Time#182 of 675 The Best Movies Roger Ebert Gave Four Stars

  • Summer Rental12
    23
    13

    Summer Rental

    John Candy, Joey Lawrence

    Released1985

    Directed byCarl Reiner

    Summer Rental is a 1985 comedy film, directed by Carl Reiner and starring John Candy. The...  more
    Amazon buy button

    More Summer Rental 

    #5 of 47 The Best John Candy Movies of All Time, Ranked#27 of 104 The Best Movies About Summer

  • What About Bob?13
    18
    7

    What About Bob?

    Bill Murray, Richard Dreyfuss

    Released1991

    Directed byFrank Oz

    What About Bob? is a 1991 comedy film directed by Frank Oz, and starring Bill Murray and...  more
    Amazon buy button

    More What About Bob? 

    #20 of 126 The Funniest Movies Starring SNL Cast Members#70 of 151 The Most Rewatchable Comedy Movies

  • Grown Ups14
    19
    10

    Grown Ups

    Salma Hayek, Adam Sandler

    Released2010

    Directed byDennis Dugan

    Grown Ups is a 2010 American buddy comedy film directed by Dennis Dugan, and written by Adam...  more
    Amazon buy button

    More Grown Ups 

    #5 of 90 The Funniest Movies About Family#9 of 53 The Best Salma Hayek Movies

  • Under the Tuscan Sun15
    26
    20

    Under the Tuscan Sun

    Diane Lane, Sandra Oh

    Released2003

    Directed byAudrey Wells

    Under the Tuscan Sun is a 2003 American romantic comedy drama film written, produced, and...  more
    Amazon buy button

    More Under the Tuscan Sun 

    #7 of 24 The Best Movies About a Midlife Crisis in Women#18 of 66 The Best Movies About Getting Dumped

  • Road Trip16
    25
    20

    Road Trip

    Amy Smart, Andy Dick

    Released2000

    Directed byTodd Phillips

    Road Trip is a 2000 American road-comedy film written by Todd Phillips and Scot Armstrong and...  more
    Amazon buy button

    More Road Trip 

    #9 of 141 The Best College Movies Ever#7 of 23 The Funniest Movies About College

  • RV17
    18
    11

    RV

    Robin Williams, Kristin Chenoweth

    Released2006

    Directed byBarry Sonnenfeld

    RV is a 2006 American road comedy film directed by Barry Sonnenfeld, produced by Lucy Fisher...  more
    Amazon buy button

    More RV 

    #8 of 26 The Funniest Movies About Parenting#34 of 40 The Best Movies About Men Raising Kids

  • Meatballs18
    28
    25

    Meatballs

    Bill Murray, Kristine DeBell

    Released1979

    Directed byIvan Reitman

    Meatballs is a 1979 Canadian comedy film directed by Ivan Reitman. It is noted for Bill...  more
    Amazon buy button

    More Meatballs 

    #151 of 553 The Best '70s Movies#28 of 73 The Greatest Movies To Watch Outside

  • Little Miss Sunshine19
    26
    23

    Little Miss Sunshine

    Steve Carell, Bryan Cranston

    Released2006

    Directed byValerie Faris, Jonathan Dayton

    Little Miss Sunshine is a 2006 American comedy-drama road film and the directorial film debut...  more
    Amazon buy button

    More Little Miss Sunshine 

    #347 of 1,189 Every Oscar Winning Film Ever#195 of 781 The Greatest Chick Flicks Ever Made

  • Wine Country20
    12
    5

    Wine Country

    Amy Poehler, Maya Rudolph

    Released2019

    Directed byAmy Poehler

    Wine Country is a 2019 American comedy film directed by Amy Poehler. Tensions from the past...  more
    Amazon buy button
  • Spider-Man: Far From Home21
    9
    2

    Spider-Man: Far From Home

    Tom Holland, Samuel L. Jackson

    Released2019

    Directed byJon Watts

    Spider-Man: Far From Home is a 2019 American superhero film directed by Jon Watts, based on...  more
    Amazon buy button

    More Spider-Man: Far From Home 

    28 Small But Interesting Details From 'Spider-Man: Far From Home'#24 of 177 The Greatest Comic Book Movies Of All Time

  • The Endless Summer22
    17
    17

    The Endless Summer

    Bruce Brown, Miki Dora

    Released1966

    Directed byBruce Brown

    The Endless Summer is a seminal 1966 surf movie. Filmmaker/narrator Bruce Brown follows two...  more
    Amazon buy button
  • Like Father23
    7
    4

    Like Father

    Kristen Bell, Kelsey Grammer

    Released2018

    Directed byLauren Miller Rogen

    Like Father is a 2018 American comedy film directed by Lauren Miller Rogen. A workaholic woman...  more
    Amazon buy button
  • Vicky Cristina Barcelona24
    16
    17

    Vicky Cristina Barcelona

    Scarlett Johansson, Penélope Cruz

    Released2008

    Directed byWoody Allen

    Vicky Cristina Barcelona is a 2008 romantic comedy-drama film written and directed by Woody...  more
    Amazon buy button

    More Vicky Cristina Barcelona 

    #33 of 38 Great Movies About Secret Love Affairs#21 of 60 The Best Woody Allen Movies

  • The Kings of Summer25
    9
    9

    The Kings of Summer

    Alison Brie, Megan Mullally

    Released2013

    Directed byJordan Vogt-Roberts

    The Kings of Summer is a 2013 American comedy film directed by Jordan Vogt-Roberts. Three...  more
    Amazon buy button