50 Movies Like People We Meet on Vacation (2026) You Need to Watch Next
Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.
Updated June 2026
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If you loved People We Meet on Vacation (2026) by Brett Haley, here are 50 movies that share its content DNA. iRankMovies measures real similarity using cosine similarity across eight weighted dimensions — genre (50%), tone (12%), pace (10%), structure (8%), era (7%), theme (6%), audience (4%) and narrative perspective (3%) — not just the rating. The closest matches according to our analysis are The Graduate, Love, Rosie, Fast Times at Ridgemont High. Every title is ranked by how closely it matches and backed by the iRank Score, a composite of IMDb, Rotten Tomatoes, Metacritic and TMDb across 12,000+ analysed titles.
50 Movies Similar to People We Meet on Vacation
The Graduate
1967 · Mike Nichols
A disillusioned college graduate finds himself torn between his older lover and her daughter.
In common: Comedy · Drama · Romance
Love, Rosie
2014 · Christian Ditter
Since the moment they met at age 5, Rosie and Alex have been best friends, facing the highs and lows of growing up side by side. A fleeting shared moment, one missed opportunity, and the decisions tha
In common: Comedy · Drama · Romance
Fast Times at Ridgemont High
1982 · Amy Heckerling
Based on the real-life adventures chronicled by Cameron Crowe, Fast Times follows a group of high school students growing up in Southern California. Stacy Hamilton and Mark Ratner are looking for love
In common: Comedy · Drama · Romance
Through My Window: Across the Sea
2023 · Marçal Forés
After a year of long-distance, Raquel and Ares reunite on a steamy beach trip. Faced with fresh flirtations and insecurities, will their love prevail?
In common: Comedy · Drama · Romance
When Harry Met Sally...
1989 · Rob Reiner
Sex always gets in the way of friendships between men and women. At least, that's what Harry Burns believes. So when Harry meets Sally Albright and a deep friendship blossoms between them, Harry's det
In common: Comedy · Drama · Romance
Blast from the Past
1999 · Hugh Wilson
Following a bomb scare in the 1960s that locked the Webers into their bomb shelter for 35 years, Adam now ventures forth into Los Angeles to obtain food and supplies for his family, and a non-mutant w
In common: Comedy · Drama · Romance
Love, Simon
2018 · Greg Berlanti
Everyone deserves a great love story, but for 17-year-old Simon Spier, it's a little more complicated. He hasn't told his family or friends that he's gay, and he doesn't know the identity of the anony
In common: Comedy · Drama · Romance
The Worst Person in the World
2021 · Joachim Trier
The chronicles of four years in the life of Julie, a young woman who navigates the troubled waters of her love life and struggles to find her career path, leading her to take a realistic look at who s
In common: Comedy · Drama · Romance
No Reservations
2007 · Scott Hicks
Master chef Kate Armstrong runs her life and her kitchen with intimidating intensity. However, a recipe for disaster may be in the works when she becomes the guardian of her young niece while crossing
In common: Comedy · Drama · Romance
Breakfast at Tiffany's
1961 · Blake Edwards
Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in th
In common: Comedy · Drama · Romance
Bridget Jones: Mad About the Boy
2025 · Michael Morris
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just may
In common: Comedy · Drama · Romance
Hitch
2005 · Andy Tennant
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when
In common: Comedy · Drama · Romance
Forgetting Sarah Marshall
2008 · Nicholas Stoller
When actress Sarah Marshall dumps aspiring musician Peter Bretter for rock star Aldous Snow, Peter's world comes crashing down. His best friend Brian suggests that Peter should get away from everythin
In common: Comedy · Drama · Romance
Punch-Drunk Love
2002 · Paul Thomas Anderson
A socially awkward and volatile small business owner meets the love of his life after being threatened by a gang of scammers.
In common: Comedy · Drama · Romance
In Her Shoes
2005 · Curtis Hanson
Irresponsible party girl Maggie is kicked out of her father's and stepmother's home—where she lives for free—and is taken in by her hard-working sister, Philadelphia lawyer Rose. After Maggie's disrup
In common: Comedy · Drama · Romance
Bridget Jones's Diary
2001 · Sharon Maguire
Bridget Jones is an average woman struggling against expectations. As a New Year's resolution, Bridget decides to take control of her life, starting by keeping a diary in which she will always tell th
In common: Comedy · Drama · Romance
Something's Gotta Give
2003 · Nancy Meyers
When perpetually single, aging music industry exec Harry Sanborn, and his latest trophy girlfriend, Marin, arrive at her mother's beach house in the Hamptons, they find that her mother, playwright Eri
In common: Comedy · Drama · Romance
Sleepless in Seattle
1993 · Nora Ephron
After the death of his mother, a young boy calls a radio station in an attempt to set his father up on a date. Across the country, an engaged woman becomes convinced that they belong together, despite
In common: Comedy · Drama · Romance
Emma.
2020 · Autumn de Wilde
In 1800s England, a well-meaning but selfish young woman meddles in the love lives of her friends.
In common: Comedy · Drama · Romance
Youth
2015 · Paolo Sorrentino
Two lifelong friends bond whilst vacationing in a luxury Swiss Alps lodge as they ponder retirement. While Fred has no plans to resume his musical career despite the urging of his loving daughter Lena
In common: Comedy · Drama · Romance
Sabrina
1995 · Sydney Pollack
After her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives w
In common: Comedy · Drama · Romance
Letters to Juliet
2010 · Gary Winick
An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secret
In common: Comedy · Drama · Romance
Say Anything...
1989 · Cameron Crowe
Average student and eternal optimist Lloyd Dobler seeks to capture the heart of Diane Court, a beautiful but unattainable valedictorian classmate. He surprises just about everyone - including himself
In common: Comedy · Drama · Romance
First Daughter
2004 · Forest Whitaker
Samantha MacKenzie, the daughter of the president of the United States, arrives at college with a group of Secret Service agents. Samantha, however, resents their presence and decides she wants to att
In common: Comedy · Drama
Four Weddings and a Funeral
1994 · Mike Newell
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.
In common: Comedy · Drama · Romance
Moonstruck
1987 · Norman Jewison
37-year-old Italian-American widow Loretta Castorini believes she is unlucky in love, and so accepts a marriage proposal from her boyfriend Johnny, even though she doesn't love him. When she meets his
In common: Comedy · Drama · Romance
It Could Happen to You
1994 · Andrew Bergman
Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket h
In common: Comedy · Drama · Romance
Secretary
2002 · Steven Shainberg
A young woman, recently released from a mental hospital, gets a job as a secretary to a demanding lawyer, where their employer-employee relationship turns into a sexual, sadomasochistic one.
In common: Comedy · Drama · Romance
Dilwale Dulhania Le Jayenge
1995 · Aditya Chopra
Raj is a rich, carefree, happy-go-lucky second generation NRI. Simran is the daughter of Chaudhary Baldev Singh, who in spite of being an NRI is very strict about adherence to Indian values. Simran ha
In common: Comedy · Drama · Romance
The Proposal
2009 · Anne Fletcher
When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.
In common: Comedy · Drama · Romance
Anora
2024 · Sean Baker
A young sex worker from Brooklyn gets her chance at a Cinderella story when she meets and impulsively marries the son of an oligarch. Once the news reaches Russia, her fairytale is threatened as his p
In common: Comedy · Drama · Romance
10 Things I Hate About You
1999 · Gil Junger
On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-date
In common: Comedy · Drama · Romance
Love & Other Drugs
2010 · Edward Zwick
Maggie is an alluring free spirit who won't let anyone – or anything – tie her down. But she meets her match in Jamie, whose relentless and nearly infallible charm serves him well with the ladies and
In common: Comedy · Drama · Romance
Through My Window
2022 · Marçal Forés
Raquel's longtime crush on her next-door neighbor turns into something more when he starts developing feelings for her, despite his family's objections.
In common: Comedy · Drama · Romance
Crazy, Stupid, Love.
2011 · Glenn Ficarra
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emi
In common: Comedy · Drama · Romance
Wild Child
2008 · Nick Moore
Sixteen-year-old Poppy has everything her unlimited credit cards can buy, and a spoiled attitude to match. After a final thoughtless prank, her exasperated father ships her off to boarding school in E
In common: Comedy · Drama · Romance
Eternity
2025 · David Freyne
In an afterlife where souls have one week to decide where to spend eternity, Joan is faced with the impossible choice between the man she spent her life with and her first love, who died young and has
In common: Comedy · Drama · Romance
(500) Days of Summer
2009 · Marc Webb
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their
In common: Comedy · Drama · Romance
Roman Holiday
1953 · William Wyler
Overwhelmed by her suffocating schedule, touring European princess Ann takes off for a night while in Rome. When a sedative she took from her doctor kicks in, however, she falls asleep on a park bench
In common: Comedy · Drama · Romance
Love Actually
2003 · Richard Curtis
Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.
In common: Comedy · Drama · Romance
Through My Window 3: Looking at You
2024 · Marçal Forés
After the events of the summer, Ares and Raquel they don't see a way forward in their relationship and decide to go separate ways. But when they meet again in the winter in Barcelona, the love and des
In common: Comedy · Drama · Romance
The Princess Diaries 2: Royal Engagement
2004 · Garry Marshall
Mia Thermopolis is now a college graduate and on her way to Genovia to take up her duties as princess. Accompanied by her friend Lilly, Mia continues her 'princess lessons', like riding horses side-sa
In common: Comedy · Drama
Modern Times
1936 · Charlie Chaplin
A bumbling tramp desires to build a home with a young woman, yet is thwarted time and time again by his lack of experience and habit of being in the wrong place at the wrong time..
In common: Comedy · Drama · Romance
Silver Linings Playbook
2012 · David O. Russell
After losing his job and wife, and spending time in an institution, a former teacher winds up living with his parents. He wants to rebuild his life and reconcile with his wife, but his father would be
In common: Comedy · Drama · Romance
Sex and the City 2
2010 · Michael Patrick King
Carrie, Charlotte, and Miranda are all married now, but they're still up for a little fun in the sun. When Samantha gets the chance to visit one of the most extravagant vacation destinations on the pl
In common: Comedy · Drama · Romance
Don Jon
2013 · Joseph Gordon-Levitt
A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.
In common: Comedy · Drama · Romance
He's Just Not That Into You
2009 · Ken Kwapis
Have you ever wondered why they said they would call but didn't, or why they don't want to sleep with you anymore, or why your relationship isn't going to the next level? Maybe they're just not that i
In common: Comedy · Drama · Romance
Shortbus
2006 · John Cameron Mitchell
In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art,
In common: Comedy · Drama · Romance
Knocked Up
2007 · Judd Apatow
A slacker and a career-driven woman accidentally conceive a child after a one-night stand. As they try to make the relationship work, they must navigate the challenges of parenthood and their differen
In common: Comedy · Drama · Romance
Love Don't Co$t a Thing
2003 · Troy Byer
A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.
In common: Comedy · Drama