20 movies like The Rum Diary, ordered by similarity : Born Yesterday(1950), Her(2013), Continental Divide(1981), Marley & Me(2008), The Love Witch(2016), Brassed Off(1996), Wife vs. Secretary(1936), The Wackness(2008), Pork Pie(2017), Carol(2015), Beats(2019), City Lights(1931) ...
6.2/10
Comedy, Drama
USA|UK
2011
119 Minutes
Johnny Depp Aaron Eckhart Michael Rispoli Amber Heard Richard Jenkins Giovanni Ribisi Amaury Nolasco Marshall Bell Bill Smitrovich Julian Holloway Bruno Irizarry
journalist businessman fiancée editor photographer femme fatale dark sultry amusing new york city san juan, puerto rico office journalism relocation love triangle corruption underdog forbidden love temptation 1950s
American journalist Paul Kemp takes on a freelance job in Puerto Rico for a local newspaper during the 1960s and struggles to find a balance between island culture and the expatriates who live there.
7.6/10
Drama, Comedy
USA
1950
103 Minutes
Judy Holliday William Holden Broderick Crawford Howard St. John Frank Otto Larry Oliver Barbara Brown Grandon Rhodes Claire Carleton Smoki Whitfield Helen Eby-Rock
businessperson girlfriend journalist lawyer politician amusing playful lighthearted washington, d.c. hotel office love triangle corruption big business ambition education love transformation 1950s
A tycoon hires a tutor to teach his lover proper etiquette, with unexpected results.
8.0/10
Romance, Comedy, Drama
USA
2013
119 Minutes
Joaquin Phoenix Amy Adams Rooney Mara Chris Pratt Olivia Wilde Matt Letscher Kristen Wiig Spike Jonze Portia Doubleday
man writer amusing charming heartwarming home office city computer world apartment love friendship male/female relationship loneliness discovery escape love 2010s
In a near future, a lonely writer develops an unlikely relationship with an operating system designed to meet his every need.
6.2/10
Comedy, Drama
USA
1981
103 Minutes
John Belushi Blair Brown Allen Goorwitz Carlin Glynn Tony Ganios Val Avery Liam Russell Everett Smith Bill Henderson Bruce Jarchow Eddie Schwartz
reporter politician police officer editor scientist girlfriend playful heartwarming endearing chicago wyoming rocky mountains train newsroom corruption journalism courtship love adventure love
A hard-nosed Chicago journalist has an unlikely love affair with an eagle researcher.
7.1/10
Comedy, Drama
USA
2008
116 Minutes
Owen Wilson Jennifer Aniston Eric Dane Kathleen Turner Alan Arkin Nathan Gamble Haley Bennett Ann Dowd Clarke Peters Finley Jacobsen Lucy Merriam
reporter journalist child dog newlywed dog trainer emotional charming mushy touching amusing heartwarming florida office beach family home pennsylvania family pregnancy deception
A family learns important life lessons from their adorable, but naughty and neurotic dog.
6.2/10
Horror, Comedy, Drama
USA
2016
120 Minutes
Samantha Robinson Gian Keys Laura Waddell Jeff Parise Jared Sanford Robert Seeley Jennifer Ingrum Randy Evans Clive Ashborn Lily Holleman Jennifer Couch
witch man neighbor rival dead person police officer charming cheeky creative house park car club bedroom yard love witchcraft death obsession insanity
A modern-day witch uses spells and magic to get men to fall in love with her, with deadly consequences.
7.1/10
Comedy, Drama
UK|USA
1996
109 Minutes
Pete Postlethwaite Tara Fitzgerald Ewan McGregor Jim Carter Philip Jackson Peter Martin Stephen Tompkinson Sue Johnston Mary Healey Lill Roughley Melanie Hill
miner musician conductor government official amusing emotional raw tender grimley, england coal mine village london music business competition love investigation quest underdog love
The coal mine in a northern English village may be closing, which would also mean the end of the miners' brass band.
7.1/10
Comedy, Drama
USA
1936
88 Minutes
Clark Gable Jean Harlow Myrna Loy May Robson George Barbier James Stewart Hobart Cavanaugh Tom Dugan Gilbert Emery Marjorie Gateson Gloria Holden
publisher wife secretary mother fiancé lighthearted charming new york city office family home hotel havana jealousy misunderstanding secret plans love triangle love temptation 1930s
The wife of a publishing executive mistakenly believes that her husband's relationship with his attractive secretary is more than professional.
7.0/10
Comedy, Drama
UK|USA
2008
110 Minutes
Ben Kingsley Josh Peck Famke Janssen Olivia Thirlby Mary-Kate Olsen Jane Adams Cliff "Method Man" Smith Aaron Yoo Talia Balsam David Wohl Bob Dishy
therapist drug dealer girl daughter amusing charming emotional new york city psychiatrist's office midlife crisis love drugs coming of age marital problems quest love growing up 1990s
It's the summer of 1994, and the streets of New York are pulsing with hip-hop. Set against this backdrop, a lonely teenager named Luke Shapiro spends his last summer before university selling marijuana throughout New York City, trading it with his unorthodox psychotherapist for treatment, while having a crush on his stepdaughter.
Crime, Comedy, Drama, Action
2017
105 Minutes
Dean O'Gorman James Rolleston Ashleigh Cummings Antonia Prebble Matt Whelan Ben Mitchell Milo Cawthorne Siobhan Marshall
outlaw cop friend boyfriend girlfriend driver amusing engaging endearing thrilling heartwarming new zealand vehicle barn road on the run big city on the run road trip protest
Accidental outlaws travel New Zealand in a yellow mini, protesting conformity and chasing lost love, with the cops and the media hot on their tail.
7.2/10
Gay & Lesbian, Romance, Drama
UK|USA|Australia
2015
118 Minutes
Cate Blanchett Rooney Mara Sarah Paulson Jake Lacy John Magaro Cory Michael Smith Carrie Brownstein Kevin Crowley Nik Pajic Kyle Chandler
woman love interest divorcée romantic interest lover daughter mother photographer gay/lesbian emotional engaging endearing sad powerful tense united states manhattan new york new york city department store
An aspiring photographer develops an intimate relationship with an older woman in 1950s New York.
7.1/10
Comedy, Drama
UK
2019
101 Minutes
Martin Donaghy Brian Ferguson Ryan Fletcher Laura Fraser Rachel Jackson Neil Leiper Lorn Macdonald Kevin Mains
scottish person teenager best friend parent partygoer amusing emotional engaging frenetic gutsy unrestrained scotland home city party rave street friendship rave culture drugs
Two teenage boys in Scotland in 1994, best friends with no control over their lives, risk everything to attend an illegal rave, hoping for the best night of their boring lives.
8.5/10
Romance, Comedy, Drama
USA
1931
87 Minutes
Charles Chaplin Virginia Cherrill Harry Myers Hank Mann Al Ernest Garcia Florence Lee Henry Bergman Albert Austin John Rand James Donnelly Robert Parrish
tramp blind person millionaire grandmother amusing heartwarming charming city street boxing ring bridge love mistaken identity wealth virtue love sacrifice transformation 1920s
With the aid of a wealthy erratic tippler, a dewy-eyed tramp who has fallen in love with a sightless flower girl accumulates money to be able to help her medically.
8.1/10
Comedy, Drama
USA
1952
145 Minutes
Charles Chaplin Claire Bloom Sydney Chaplin Nigel Bruce Buster Keaton Norman Lloyd Andre Eglevsky Melissa Hayden
clown dancer composer theater owner amusing melodramatic sad london stage dressing room office street apartment theater ambition love aging rise sacrifice love
A fading comedian and a suicidally despondent ballet dancer must look to each other to find purpose and hope in their lives.
6.7/10
Comedy, Drama
France
2014
119 Minutes
Omar Sy Olivier Nakache Charlotte Gainsbourg Tahar Rahim Izïa Higelin Youngar Fall Isaka Sawadogo Hélène Vincent Christiane Millet Clotilde Mollet Liya Kebede
worker fly illegal immigrant friend social worker engaging amusing suspenseful emotional heartwarming paris france construction site government offices unemployment office street welfare love organization race against time
Senegalese Samba has worked 10 years in France. He's arrested and befriends the woman helping him with legal matters as volunteer after a burnout at work. He's released after being told to leave France. Chemistry?
Comedy, Drama
2016
86 Minutes
Parker Posey Lena Dunham John Rothman Joshua Safdie Robert Clohessy Barbara Sukowa Al Thompson Grace Dunham Laurie Simmons Benjamin Eakeley Garland Hunter
artist friend dog man amusing charming emotional endearing cheeky creative new york city gallery office garden restaurant artistic struggle creative process creative block friendship small town
Frustrated by her lack of recognition, a middle-aged artist leaves the city for upstate New York to regain her creative spark.
7.3/10
Comedy, Drama
India|USA|Italy|Germany|France|UK
2001
100 Minutes
bride father uncle photographer love interest amusing dreamy lighthearted hilarious india house love wedding wealth infidelity tradition family dysfunction love discovery 2000s
A stressed father, a bride-to-be with a secret, a smitten event planner, and relatives from around the world create much ado about the preparations for an arranged marriage in India.
8.3/10
Comedy, Drama
USA
1960
125 Minutes
Jack Lemmon Shirley MacLaine Fred MacMurray Ray Walston David Lewis Jack Kruschen Joan Shawlee Edie Adams Hope Holiday Naomi Stevens Frances Weintraub Lax
insurance salesman manager mistress charming witty tender dark new york city apartment office romance infidelity ambition big business love rivalry underdog 1960s
A man tries to rise in his company by letting its executives use his apartment for trysts, but complications and a romance of his own ensue.
5.5/10
Comedy, Romance, Drama
UK
2019
85 Minutes
Rosalind Adler Bekka Bowling Ciaran Dowd Amy Downham Beattie Edmondson Eleanor Fanyinka Rose Johnson Heather Long James McNicholas Sarah Ovens Mario Bob
fiancé fiancée brother friend amusing cheeky engaging hilarious offbeat melancholy touching witty united kingdom dating love relationships modern life love growing up 2020s
Emmy (Sarah Oven) struggles with her impending marriage to Samantha (Eleanor Fanyinka). Her brother Josh (Owen Roberts) is reeling from the revelation that his girlfriend of five years has ... See full summary »
7.4/10
Drama, Comedy
USA
2009
109 Minutes
George Clooney Vera Farmiga Anna Kendrick Jason Bateman Danny McBride Melanie Lynskey Amy Morton Sam Elliott J.K. Simmons Zach Galifianakis Chris Lowell
corporate downsizer co-worker love interest sister brother-in-law boss charming moving airplane airport office hotel apartment travel love loneliness business transformation quest love
Ryan Bingham enjoys living out of a suitcase for his job, travelling around the country firing people, but finds that lifestyle threatened by the presence of a potential love interest, and a new hire presenting a new business model.
Comedy, Drama
2008
92 Minutes
Fernando Ciangherotti Silvia Mariscal Enrique Arreola Ari Brickman Juan Carlos Colombo Marina de Tavira Juan Pablo Medina Max Kerlow Verónica Langer Angelina Peláez Martin LaSalle
widower ex-wife rabbi old man doctor son dark amusing offbeat mexico city family home apartment kitchen suicide funeral judaism will and testament family love fall
A woman's suicide just before Passover creates many complications for her ex-husband (Fernando Luján) and their family.
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