Movies like Two If by Sea (1996)
The best movies like Two If by Sea (1996) are The Curse of the Jade Scorpion (2001), Jingle Bell Heist (2025) and Along Came Polly (2004). If Two If by Sea hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedTrouble in Paradise (1932)7.4/10 from 328 votes
- NewestHe Loves Me Not (2026)Released 2026
The Curse of the Jade Scorpion (2001)
CW Briggs is a veteran insurance investigator, with many successes. Betty Ann Fitzgerald is a new employee in the company he works for, with the task of reorganizing the office. They don't like each other - or at least that's what they think. During a night out with the rest of the office employees, they go to watch Voltan, a magician who secretly hypnotizes both of them.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisJingle Bell Heist (2025)
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?
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisAlong Came Polly (2004)
Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSeems Like Old Times (1980)
After being falsely accused of robbing a bank, a writer seeks the help of his lawyer ex-wife to clear his name. However, hilarity ensues when he must hide from her husband, who’s throwing a party for law enforcement officials.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAvanti! (1972)
A successful businessman travels to Italy to arrange for the return of his tycoon father's body, only to learn that dear old dad died with his longtime mistress.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisTrouble in Paradise (1932)
Thief Gaston Monescu and pickpocket Lily are partners in crime and love. Working for perfume company executive Mariette Colet, the two crooks decide to combine their criminal talents to rob their employer. Under the alias of Monsieur Laval, Gaston uses his position as Mariette's personal secretary to become closer to her. However, he takes things too far when he actually falls in love with Mariette, and has to choose between her and Lily.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisMerv (2025)
When their beloved dog Merv loses his spark after their split, Anna and Russ are forced into the world's most awkward co-parenting arrangement. Hoping to shake Merv out of his funk, Russ takes him to Florida for a much-needed getaway-only for Anna to show up unexpectedly. As Merv slowly gets his groove back, turns out fixing their dog's broken heart may lead to a few sparks of their own.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisOne Crazy Summer (1986)
An aspiring teenage cartoonist and his friends come to the aid of a singer trying to save her family property from developers.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRed Notice (2021)
An Interpol-issued Red Notice is a global alert to hunt and capture the world's most wanted. But when a daring heist brings together the FBI's top profiler and two rival criminals, there's no telling what will happen.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGambit (1966)
Harry Dean is a career burglar set on stealing a piece of priceless art from the world's wealthiest man, Mr. Shahbandar. With the help of exotic showgirl Nicole Chang, he concocts the perfect scheme for how the robbery should go and lays it out point by point. However, when the team tries to execute the plan, perfection and reality don't quite match up, and Harry's vision begins to unravel in this twisty tale of a heist gone wrong.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Thomas Crown Affair (1968)
A debonair, adventuresome bank executive believes that he has pulled off the perfect multi-million dollar heist--until he must match wits with an insurance investigator who will do anything to get her man.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLegal Eagles (1986)
Assistant District Attorney Tom Logan is set for higher office, at least until he becomes involved with defence lawyer Laura Kelly and her unpredictable client Chelsea Deardon. It seems the least of Chelsea's crimes is the theft of a very valuable painting, but as the women persuade Logan to investigate further and to cut some official corners, a much more sinister scenario starts to emerge.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDirty Mary Crazy Larry (1974)
Down-on-their-luck racers Larry and Deke steal from a supermarket manager to buy a car that will help them advance their racing chances. Their escape does not go as planned when Larry's one-night stand, Mary, tags along for the ride.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMad Money (2008)
Three female employees of the Federal Reserve plot to steal money that is about to be destroyed.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNothing to Lose (1997)
Advertising executive Nick Beame learns that his wife is sleeping with his employer. In a state of despair, he encounters a bumbling thief whose attempted carjacking goes awry when Nick takes him on an involuntary joyride. Soon the betrayed businessman and the incompetent crook strike up a partnership and develop a robbery-revenge scheme. But it turns out that some other criminals in the area don't appreciate the competition.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSwindle (2014)
A boy named Griffin finds a valuable multi-million dollar baseball card. After accidentally selling the card for a million dollar loss, he enlists the help of his best friend Ben and his colleagues to regain the baseball card.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisBandits (2001)
After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfortunately, things get more complicated when they meet Kate, who runs into them with her car. She joins the bandits on their cross-country spree, and eventually she steals something, too: their hearts.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLift (2024)
An international heist crew, led by Cyrus Whitaker, race to lift $500 million in gold from a passenger plane at 40,000 feet.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWho's Harry Crumb? (1989)
Harry Crumb is a bumbling and inept private investigator who is hired to solve the kidnapping of a young heiress which he's not expected to solve because his employer is the mastermind behind the kidnapping.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLogan Lucky (2017)
Trying to reverse a family curse, brothers Jimmy and Clyde Logan set out to execute an elaborate robbery during the legendary Coca-Cola 600 race at the Charlotte Motor Speedway.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNotting Hill (1999)
London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisRosa's Dilemma (2025)
Rosa finds herself in a whirlwind of emotions as she navigates an unexpected love triangle between her two coworkers at a fast food joint.
Why it matches: Similar story and style · both romance & comedy
A Christmas Castle Proposal: A Royal in Paradise II (2024)
Despite busy schedules causing distance, Olivia and Prince Alexander travel to Torovia for Christmas with his family. Clashing cultures between their families lead to various mishaps.
Why it matches: Similar story and style · both romance & comedy
He Loves Me Not (2026)
An aspiring actress chosen as a wild card for a reality TV dating show uses a secret elixir to win the heart of the star, but when her deception is revealed, she discovers a messy but real chance for love.
Why it matches: Similar story and style · both romance & comedy
While You Were Sleeping (1995)
A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisPink Guinea Pig (2014)
A student forms the Trio Detective Group to solve the Demonic Pink Guinea Pig case that is threatening the school -- and to attract a girl’s attention.
Why it matches: Similar story and style · both comedy & romance
The Wedding Planner (2001)
San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisA Week in Paradise (2022)
Actress Maggie's world collapses when her director husband is outed by the paparazzi when it’s discovered his new leading lady is pregnant with his baby. Seeking solace and healing, Maggie escapes to her ex-pat cousin’s beautiful hotel in Nevis. After a week in paradise, she discovers herself and meets a new love interest. Then reality comes crashing back in.
Why it matches: Similar story and style · both romance & comedy
Fools Rush In (1997)
After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisLove in Slow Motion (2026)
When Haya's best friend Jawad gets engaged, her chronically-single world unravels — because who knew true love could be hiding in the friend zone?
Why it matches: Similar story and style · both romance & comedy
Like Two If by Sea and something else?
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Frequently asked questions
What are the best movies like Two If by Sea?
The closest matches to Two If by Sea are The Curse of the Jade Scorpion (2001), Jingle Bell Heist (2025) and Along Came Polly (2004). Below are 27 more, each with the reason it matches.
What should I watch after Two If by Sea?
Start with The Curse of the Jade Scorpion (2001), the closest match to Two If by Sea.
What is the highest-rated movie like Two If by Sea?
Trouble in Paradise (1932), rated 7.4/10 by 328 TMDB users.
What is the newest movie like Two If by Sea?
He Loves Me Not (2026) is the most recent release on this list.
Are there English movies like Two If by Sea?
Yes: The Curse of the Jade Scorpion (2001), Jingle Bell Heist (2025) and Along Came Polly (2004).
How are movies similar to Two If by Sea chosen?
First come films that Trakt’s viewers watch alongside Two If by Sea, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.