Movies like Captain Pickles (2024)
The best movies like Captain Pickles (2024) are You Will Meet a Tall Dark Stranger (2010), The Other Sister (1999) and Chéri (2009). If Captain Pickles hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedVoicemails for Isabelle (2026)8.3/10 from 1,047 votes
- NewestVoicemails for Isabelle (2026)Released 2026
You Will Meet a Tall Dark Stranger (2010)
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 from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Other Sister (1999)
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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChéri (2009)
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.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisHe Said, She Said (1991)
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 alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisHow to Please a Woman (2022)
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisVoicemails for Isabelle (2026)
A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Absolute CinemaMovies like thisThe Baltimorons (2025)
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHitch (2005)
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisEnemies, a Love Story (1989)
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisBreaking & Exiting (2018)
Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLove in Taipei (2023)
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Best You Can (2025)
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 down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisI Met a Girl (2020)
An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey across Australia to find her, forcing his long-suffering brother to chase after him.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Giant Mechanical Man (2012)
An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSitting in Bars with Cake (2023)
Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces a challenge unlike anything they've experienced before.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisIrreplaceable You (2018)
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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
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 thisNatchathiram Nagargiradhu (2022)
Love and politics collide when modern day individuals working as theatre artists in fall in love while making a play about love. They realize that it's the social structure that determines their values and thoughts, and for their love to succeed, they have to go against it.
Why it matches: Similar story and style · both romance & drama
The Last Night (2019)
A young couple's last hours together before a trip that will separate them.
Why it matches: Similar story and style · both romance & drama
Withdrawal (2025)
Artistic lovers, Viv and Jay, have become trapped in a vicious cycle of codependent heroin addiction. But when Viv’s wealthy parents hire an interventionist to take Viv to rehab, the couple decides to set off on their own with the help of a suboxone prescription... all they have to do is survive a harrowing night through drug withdrawal.
Why it matches: Similar story and style · both drama & romance
A Walk to Remember (2002)
When the popular, restless Landon Carter is forced to participate in the school drama production, he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life, as well as a very big secret she must keep from Landon.
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisOne More Moment (2025)
A couple's relationship falls apart under the pressures of city life and their personal demons. Can they work through their issues, face their fears and realise they are meant to be together?
Why it matches: Similar story and style · both drama & romance
In Between Heartbeats (TBA)
Guided by a queer deity, a closeted man is forced to confront his parents as he tries to regain his lost sense of identity.
Why it matches: Similar story and style · both drama & romance
All I Wish (2018)
A woman struggles to escape the clutches of her overbearing, co-dependent mother, while gradually falling for a sexy, sophisticated attorney.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisDearest Jane (2015)
A young girl learn to accept love and change, after being sent to live with her uncle in Indiana.
Why it matches: Similar story and style · both drama & romance
The Magnificent One (1973)
A writer of pulpy book series in which he's the hero and his beautiful English roommate is the love interest attempts to finish his new book in time at the publisher's demand.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisHuang Pi: God of Money (2024)
Why it matches: Similar story and style · both comedy
Like Captain Pickles and something else?
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Frequently asked questions
What are the best movies like Captain Pickles?
The closest matches to Captain Pickles are You Will Meet a Tall Dark Stranger (2010), The Other Sister (1999) and Chéri (2009). Below are 27 more, each with the reason it matches.
What should I watch after Captain Pickles?
Start with You Will Meet a Tall Dark Stranger (2010), the closest match to Captain Pickles.
What is the highest-rated movie like Captain Pickles?
Voicemails for Isabelle (2026), rated 8.3/10 by 1,047 TMDB users.
What is the newest movie like Captain Pickles?
Voicemails for Isabelle (2026) is the most recent release on this list.
Are there English movies like Captain Pickles?
Yes: You Will Meet a Tall Dark Stranger (2010), The Other Sister (1999) and Chéri (2009).
How are movies similar to Captain Pickles chosen?
First come films that Trakt’s viewers watch alongside Captain Pickles, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.





























