Movies Like Overboard

If you liked Overboard (2018), a romance and comedy movie directed by Rob Greenberg, 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
John Tucker Must Die (2006)
★ 6.1/10Also comedy and romance
After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart…
2
Cousins (1989)
★ 6/10Also comedy and romance
When Larry and Maria learn that their respective spouses are cheating on them, they try to turn the tables on them by pretending to have an affair. However, they soon find themselves falling in love.
3
Stark Raving Mad (2002)
★ 6.1/10Also comedy
A crook quietly plots his revenge against the boss who murdered his brother while working for him.
4
Intolerable Cruelty (2003)
★ 6/10Also comedy and romance
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
5
Little Italy (2018)
★ 6.6/10Also comedy and romance
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
6
Good Advice (2001)
★ 5.9/10Also comedy and romance
An investment banker loses everything and must discover what's really important in life.
7
That Touch of Mink (1962)
★ 6.5/10Also comedy and romance
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…
8
The Paper Tigers (2020)
★ 6.7/10Also comedy
Three middle aged men polish their martial arts skills to avenge their fallen master.
9
The Distinguished Gentleman (1992)
★ 6/10Also comedy
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
10
Whisky Galore (2016)
★ 5.9/10Also romance and comedy
The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the…
11
Wild Target (2010)
★ 6.5/10Also comedy
Victor Maynard is a middle-aged, solitary assassin who lives to please his formidable mother, despite his own peerless reputation for lethal efficiency. His professional routine is interrupted when he finds himself…
12
The Hustle (2019)
★ 6.2/10Also comedy
Two female scam artists, one low rent and the other high class, compete to swindle a naïve tech prodigy out of his fortune. A remake of the 1988 comedy "Dirty Rotten Scoundrels."
13
Yoh! Bestie (2026)
★ 6.3/10Also romance and comedy
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
14
Johnny English Strikes Again (2018)
★ 6.3/10Also comedy
Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep…
15
Relationship Goals (2026)
★ 6.4/10Also romance and comedy
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
16
Grumpier Old Men (1995)
★ 6.5/10Also romance and comedy
A family wedding reignites the ancient feud between next-door neighbors and fishing buddies John and Max. Meanwhile, a sultry Italian divorcée opens a restaurant at the local bait shop, alarming the locals who worry…
17
Easy Virtue (2008)
★ 6.5/10Also comedy and romance
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
18
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
19
Jingle Bell Heist (2025)
★ 6/10Also romance and comedy
Two down-on-their-luck hourly workers team up to rob a posh London department store on Christmas Eve. Will they steal each other's hearts along the way?
20
Horrible Bosses 2 (2014)
★ 6.2/10Also comedy
Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.