Movies Like Jenny: A Beach Movie

If you liked Jenny: A Beach Movie (2016), a comedy and drama movie directed by Mike Dilorenzo, 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
Delirious (2007)
★ 6.3/10Also comedy and drama
Les, 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…
2
Cyrus (2010)
★ 5.9/10Also comedy and drama
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…
3
The Best You Can (2025)
★ 7/10Also comedy and romance
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside…
4
Numb (2007)
★ 5.9/10Also comedy and drama
Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel…
5
Love Don't Co$t a Thing (2003)
★ 7.7/10Also comedy and drama
A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.
6
You Will Meet a Tall Dark Stranger (2010)
★ 5.9/10Also comedy and drama
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…
7
Not Easily Broken (2009)
★ 6.3/10Also drama and romance
A car accident and shifting affections test the bond between a married couple.
8
Why Did I Get Married Again? (2026)
★ 6.8/10Also comedy and romance
The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"
9
Love Sarah (2020)
★ 6.2/10Also comedy and drama
A young woman wishes to fulfill her mother's dream of opening her own bakery in Notting Hill, London. To do this, she enlists the help of an old friend and her grandma.
10
Young People Fucking (2007)
★ 5.9/10Also comedy and drama
On 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…
11
XX/XY (2002)
★ 6/10Also drama and comedy
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
12
The Other Sister (1999)
★ 6.4/10Also comedy and drama
A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.
13
Irreplaceable You (2018)
★ 7/10Also comedy and drama
A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
14
He Said, She Said (1991)
★ 5.9/10Also comedy and drama
Womanising, 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…
15
Newness (2017)
★ 6.1/10Also romance and drama
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
16
(Untitled) (2009)
★ 6.3/10Also drama and comedy
A fashionable contemporary art gallerist in Chelsea, New York falls for a brooding new music composer in this comic satire of the state of contemporary art.
17
Enemies, a Love Story (1989)
★ 6.2/10Also comedy and drama
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
18
Smart People (2008)
★ 5.9/10Also comedy and drama
Professor Lawrence Wetherhold might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the…
19
Love at the Shore (2017)
★ 6.3/10Also romance and comedy
Single mom Jenna Thompson only five weeks to deliver her next teen novel to her publisher. So, this year's annual beach vacation with her kids will be a working vacation. Upon arrival, the family soon meets their new…
20
Chéri (2009)
★ 6.1/10Also drama and comedy
The 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.