Movies like Sin Takes a Holiday (1930)
The best movies like Sin Takes a Holiday (1930) are 5 to 7 (2014), Bluebeard's Eighth Wife (1938) and High Society (1956). If Sin Takes a Holiday hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedIt Happened One Night (1934)7.8/10 from 1,483 votes
- NewestYoh! Bestie (2026)Released 2026
5 to 7 (2014)
A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisBluebeard's Eighth Wife (1938)
American multi-millionaire Michael Brandon marries his eighth wife, Nicole, the daughter of a broke French Marquis. But she doesn't want to be only a number in the line of his ex-wives and undertakes her own strategy to tame him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisHigh Society (1956)
With socialite Tracy Lord about to remarry, her ex-husband - with the help of a sympathetic reporter - has 48 hours to convince her that she really still loves him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisOut to Sea (1997)
Care-free Charlie cons his widower brother-in-law Herb into an expenses-paid luxury cruise in search of rich, lonely ladies. The catch is that they are required to be dance hosts! With a tyrannical cruise director, and the luscious Liz and lovely Vivian, our heroes have lots of mis-adventures before they finally return to port.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisGentlemen Prefer Blondes (1953)
Lorelei Lee is a beautiful showgirl engaged to be married to the wealthy Gus Esmond, much to the disapproval of Gus' rich father, Esmond Sr., who thinks that Lorelei is just after his money. When Lorelei goes on a cruise accompanied only by her best friend, Dorothy Shaw, Esmond Sr. hires Ernie Malone, a private detective, to follow her and report any questionable behavior that would disqualify her from the marriage.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisSabrina (1995)
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 when he warns against getting involved with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Out-of-Towners (1999)
The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThat Uncertain Feeling (1941)
A happily married woman sees a psychoanalyst and develops doubts about her husband.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisWedding Crashers (2005)
John and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHousesitter (1992)
Con artist Gwen moves into Newton's empty home without his knowledge and begins setting up house, posing as his new wife.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThis Little Love of Mine (2021)
Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisFor Love or Money (1993)
New York concierge Doug Ireland wants to go into business for himself and refurbish a hotel on Roosevelt Island, N.Y., but he needs an investor. With a few weeks left before his option on the site runs out, Doug agrees to help wealthy Christian Hanover conceal his affair with salesgirl Andy Hart from his wife. Despite his own attraction to Andy, Doug tries to stay focused on getting Christian to invest $3 million in his project.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThey All Laughed (1981)
New York's Odyssey Detective Agency is hired by two different clients to follow two women suspected of infidelity. Ladies' man John Russo trails Angela Niotes, the elegant wife of a wealthy Italian industrialist, while Charles Rutledge and Arthur Brodsky follow Dolores Martin, the beautiful young wife of a jealous husband. Their respective cases are complicated when John falls for Angela, and Charles falls for Dolores.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFalling Inn Love (2019)
When a San Francisco exec wins a New Zealand inn, she ditches city life to remodel and flip the rustic property with help from a handsome contractor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Seven Year Itch (1955)
When his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisIntolerable Cruelty (2003)
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisYoh! Bestie (2026)
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.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove Is in the Air (2023)
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisAn American in Paris (1951)
Jerry Mulligan is an exuberant American expatriate in Paris trying to make a reputation as a painter. His friend Adam is a struggling concert pianist who's a long time associate of a famous French singer, Henri Baurel. A lonely society woman, Milo Roberts, takes Jerry under her wing and supports him, but is interested in more than his art.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like this42nd Street (1933)
Broadway director Julian Marsh needs just one more hit show so he can retire and recover his health. It looks like he just may pull it off until temperamental star Dorthy Brock breaks her ankle on the eve of the show's premiere and has to be replaced by her understudy Peggy.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisLaw of Desire (1987)
Pablo, a successful film director, disappointed in his relationship with his young lover, Juan, concentrates in a new project, a monologue starring his transgender sister, Tina. Antonio, an uptight young man, falls possessively in love with the director and in his passion would stop at nothing to obtain the object of his desire.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisIt Happened One Night (1934)
A runaway heiress makes a deal with the rogue reporter trailing her but the mismatched pair end up stuck with each other when their bus leaves them behind.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisA Very Long Engagement (2004)
Young Frenchwoman Mathilde searches for the truth about her missing fiancé, lost during World War I, and learns many unexpected things along the way. The love of her life is gone. But she refuses to believe he's gone forever — and she needs to know for sure.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisThe Lovers on the Bridge (1991)
Set against Paris' oldest bridge, the Pont Neuf, while it was closed for repairs, this film is a love story between two young vagrants: Alex, a would be circus performer addicted to alcohol and sedatives and Michele, a painter driven to a life on the streets because of a failed relationship and an affliction which is slowly turning her blind.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisThe Ceiling (2018)
On the brink of divorce a middle aged man, Olavi, retreats to his cabin by the lake. After a few days he finds that the ceiling has come down making him unable to stand up straight. His friend Tuomas arrives and insists that something has to be done whereas Olavi is content with the limited space.
Why it matches: Similar story and style · both comedy
Duck Soup (1933)
Rufus T. Firefly is named president/dictator of bankrupt Freedonia and declares war on neighboring Sylvania over the love of wealthy Mrs. Teasdale.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisParis Connections (2010)
At the beginning of Paris fashion week, a beautiful young model is brutally murdered. Investigative journalist Madison Castelli, certain that it is more than the "crime of passion" the French press says, comes to Paris to follow her story.
Why it matches: Similar story and style · both romance
The Things of Life (1970)
The mind of Pierre Bérard, a successful middle-aged architect, is torn between his unstable present with Hélène, his younger lover, and his happy memories of the past with Catherine, his ex-wife; but his true destiny awaits him at a crossroads on his way to Rennes…
Why it matches: Similar story and style · both romance
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Sin Takes a Holiday?
The closest matches to Sin Takes a Holiday are 5 to 7 (2014), Bluebeard's Eighth Wife (1938) and High Society (1956). Below are 27 more, each with the reason it matches.
What should I watch after Sin Takes a Holiday?
Start with 5 to 7 (2014), the closest match to Sin Takes a Holiday.
What is the highest-rated movie like Sin Takes a Holiday?
It Happened One Night (1934), rated 7.8/10 by 1,483 TMDB users.
What is the newest movie like Sin Takes a Holiday?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like Sin Takes a Holiday?
Yes: 5 to 7 (2014), Bluebeard's Eighth Wife (1938) and High Society (1956).
How are movies similar to Sin Takes a Holiday chosen?
First come films that Trakt’s viewers watch alongside Sin Takes a Holiday, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.