Movies Like My Summer Vacation
If you liked My Summer Vacation (1996), a comedy and drama movie directed by Sky Gilbert, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1
People We Meet on Vacation (2026)
★ 6.9/10Also comedy and romancePoppy'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.
- 2
The Last Summer (2019)
★ 6/10Also romance and comedyStanding on the precipice of adulthood, a group of friends navigate new relationships, while reexamining others, during their final summer before college.
- 3
Bros (2022)
★ 6.6/10Also comedy and romanceTwo gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.
- 4
Sex and the City 2 (2010)
★ 6/10Also comedy and dramaCarrie, 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 planet and offers to…
- 5
Chéri (2009)
★ 6.1/10Also drama and comedyThe son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
- 6
Supernova (2020)
★ 6.9/10Also romance and dramaSam and Tusker, partners of 20 years, are traveling across England in their old RV visiting friends, family and places from their past. Since Tusker was diagnosed with early-onset dementia two years ago, their time…
- 7
Is This Thing On? (2025)
★ 6.6/10Also comedy and dramaAs their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to…
- 8
Young People Fucking (2007)
★ 5.9/10Also comedy and dramaOn a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by…
- 9
The Broken Hearts Club: A Romantic Comedy (2000)
★ 6.3/10Also comedy and dramaA close-knit group of gay friends share the emotional roller coster of life, relationships, the death of friends, new beginnings, jealousy, fatherhood and professional success. At various stages of life's disarray…
- 10
Shag (1989)
★ 6.2/10Also comedy and dramaSummer of 1963. Carson is getting married to her boyfriend so her friends Melaina, Pudge and Luanne take her to Myrtle Beach for one last irresponsible weekend.
- 11
My Fake Boyfriend (2022)
★ 5.9/10Also comedy and romanceA young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets…
- 12
Beautiful Thing (1996)
★ 7.3/10Also comedy and dramaDuring a long, hot summer on the Thamesmead Estate in Southeast London, three teenagers edge towards adulthood.
- 13
Happythankyoumoreplease (2011)
★ 6.5/10Also comedy and dramaSix New Yorkers navigate love, commitment, and adulthood. When struggling novelist Sam takes in an abandoned boy he meets on the subway, his life begins to intertwine with a talented singer who challenges his bachelor…
- 14
My Policeman (2022)
★ 7.5/10Also drama and romanceIn the late 1990s, the arrival of elderly invalid Patrick into Marion and Tom’s home triggers the exploration of seismic events from 40 years previous: the passionate relationship between Tom and Patrick at a time when…
- 15
Green Card (1990)
★ 6.1/10Also comedy and romanceUrban horticulturalist Brontë Mitchell has her eye on a gorgeous apartment, but the building's board will rent it only to a married couple. Georges Fauré, a waiter from France whose visa is expiring, needs to marry an…
- 16
Delirious (2007)
★ 6.3/10Also comedy and dramaLes, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved…
- 17
Love Don't Co$t a Thing (2003)
★ 7.7/10Also comedy and dramaA high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.
- 18
Looking: The Movie (2016)
★ 7.1/10Also drama and romancePatrick returns to San Francisco for the first time in almost a year to celebrate a momentous event with his old friends. In the process, he must face the unresolved relationships he left behind and make difficult…
- 19
Irreplaceable You (2018)
★ 7/10Also comedy and dramaA stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
- 20
He Said, She Said (1991)
★ 5.9/10Also comedy and dramaWomanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions…