Movies like Diary of a Bachelor (1964)
The best movies like Diary of a Bachelor (1964) are Seriously Single (2020), Taking Care of Business (1990) and The Wedding Year (2019). If Diary of a Bachelor hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMuch Ado About Nothing (2013)6.8/10 from 299 votes
- NewestOne Night Only (2026)Released 2026
Seriously Single (2020)
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaking Care of Business (1990)
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wedding Year (2019)
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHannibal Buress: Comedy Camisado (2016)
He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisYou Should Meet My Son! (2010)
A comedy about a conservative Southern mom who discovers that her only son is gay. Determined that he won’t go through life alone and miserable, she sets out to find him the perfect husband!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Bones (2001)
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSupport Your Local Gunfighter (1971)
A con artist arrives in a mining town controlled by two competing companies. Both companies think he's a famous gunfighter and try to hire him to drive the other out of town.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo Time for Sergeants (1958)
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPretty Persuasion (2005)
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Climb (2020)
Kyle and Mike are best friends who share a close bond — until Mike sleeps with Kyle’s fiancée. A stormy but enduring relationship ensues between Kyle, with limitless patience, and Mike, who only lives his life by sowing discord in that of others, across many years of laughter, heartbreak, and rage.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wedding Ringer (2015)
Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this72 HOURS (2026)
To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Patsy (1964)
Eccentric bellhop Stanley Belt is recruited unexpectedly by the comedy team of a recently deceased entertainer. Stanley struggles to become a song-and-dance man as the team grooms him to become a star. But as the date of a high-stakes appearance on the Ed Sullivan Show grows near, they begin to fear that the only astonishing thing about Stanley is his utter lack of talent.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCriminal (2004)
Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William Hannigan. Rodrigo distrusts his new associate, but needs money to help out his ill father. The situation becomes more complicated when Rodrigo falls for Gaddis' sister, Valerie, drawing another player into the game.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRichard Pryor: Live in Concert (1979)
Richard Pryor delivers monologues on race, sex, family and his favorite target—himself, live at the Terrace Theatre in Long Beach, California.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChris Rock: Kill the Messenger (2008)
An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisMy Man Is a Loser (2014)
When it comes to women, playboy Mike has all the right moves. So when Mike's buddies ask for advice on how to reconnect with their wives, Mike figures he'll share some secrets and help the guys regain their marriage mojo. But when Mike's lessons start backfiring with hilarious results, it takes a beautiful, no-nonsense friend to show Mike he still has a thing or two to learn about relationships.
Why it matches: Similar story and style · both comedy
Don't Tell Her It's Me (1990)
Gus is a fat cartoonist that recently won a battle against cancer, which explains his baldness. But he is also lonely. Therefore, his caring sister tries to set him up with suitable woman. But to do so, she must turn him into an irresistible man. When he falls in love with Emily, Gus takes the identity of a mysterious biker from New Zealand.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisRules of Single Life (2011)
A Finnish documentary follows four young men who have one year to find new love in Helsinki.
Why it matches: Similar story and style · both comedy
Royal Flash (1975)
Cowardly rogue Harry Flashman's (Malcolm McDowell) schemes to gain entry to the royal circles of 19th-century Europe go nowhere until he meets a pair of devious nobles with their own agenda. At their urging, Flashman agrees to re-create himself as a bogus Prussian nobleman to woo a beautiful duchess. But the half-baked plan quickly comes unraveled, and he's soon on the run from several new enemies who are all calling for the rapscallion's head.
Why it matches: Similar story and style · both comedy
The Grouch (1969)
A nephew of three strange uncles loves a girl, but his uncles are against the marriage. A resourceful aunt takes the case and helps the couple.
Why it matches: Similar story and style · both comedy
Saving Silverman (2001)
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisCompany (1996)
Set in modern upper-crust Manhattan, an exploration of love and commitment as seen through the eyes of a charming perpetual bachelor questioning his single state and his enthusiastically married, slightly envious friends.
Why it matches: Similar story and style · both comedy
The Old Guard (1960)
Three friends leave their village for a retirement home travelling the countryside
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisCompany: A Musical Comedy (2008)
Set in modern upper-crust Manhattan, an exploration of love and commitment is seen through the eyes of a charming perpetual bachelor questioning his single state and his enthusiastically married, slightly envious friends.
Why it matches: Similar story and style · both comedy
Like Diary of a Bachelor and something else?
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Frequently asked questions
What are the best movies like Diary of a Bachelor?
The closest matches to Diary of a Bachelor are Seriously Single (2020), Taking Care of Business (1990) and The Wedding Year (2019). Below are 27 more, each with the reason it matches.
What should I watch after Diary of a Bachelor?
Start with Seriously Single (2020), the closest match to Diary of a Bachelor.
What is the highest-rated movie like Diary of a Bachelor?
Much Ado About Nothing (2013), rated 6.8/10 by 299 TMDB users.
What is the newest movie like Diary of a Bachelor?
One Night Only (2026) is the most recent release on this list.
Are there English movies like Diary of a Bachelor?
Yes: Seriously Single (2020), Taking Care of Business (1990) and The Wedding Year (2019).
How are movies similar to Diary of a Bachelor chosen?
First come films that Trakt’s viewers watch alongside Diary of a Bachelor, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.