20 movies like Jack Goes Boating, ordered by similarity : What If(2013), Permission(2017), The Boy Downstairs(2017), Carol(2015), Think Like a Man(2012), After Everything(2018), Mr. Right(2015), Hampstead(2017), Isn't It Romantic(2019), About Last Night(2014), They Came Together(2014), The Beautiful Beast(2013) ...
Romance
USA
2010
90 Minutes
Philip Seymour Hoffman John Ortiz Amy Ryan Daphne Rubin-Vega Tom McCarthy Richard Petrocelli Shawna Bermender Salvatore Inzerillo Elizabeth Rodriguez James P. Anderson Stephen Adly Guirgis
driver best friend coworker girlfriend wife single man brooding uplifting amusing melodramatic new york city swimming pool restaurant marital problems blind dating romance shyness self-discovery love transformation
A limo driver's blind date sparks a tale of love, betrayal, friendship, and grace centered around two working-class New York City couples.
Romance
2013
102 Minutes
Daniel Radcliffe Zoe Kazan Megan Park Adam Driver Mackenzie Davis Jemima Rooper Rafe Spall Meghan Heffern Jonathan Cherry Oona Chaplin
friend best friend love interest medical student boyfriend girlfriend college dropout true love animator amusing endearing heartwarming hilarious lighthearted positive united states apartment city office love
A medical-school dropout (Daniel Radcliffe) tries to hide his attraction to his new friend (Zoe Kazan), a bubbly artist who already has a boyfriend.
Romance
USA|Canada
2017
96 Minutes
Rebecca Hall Dan Stevens Gina Gershon François Arnaud Morgan Spector David Joseph Craig Jason Sudeikis Bridget Everett Sarah Steele Raúl Castillo
boyfriend girlfriend lover friend family member fiancé emotional intense intricate offbeat amusing new york city restaurant central park apartment gallery polyamory sex exploration relationships
A woman on the brink of a marriage proposal is told by a friend that she should date other men before spending the rest of her life with her boyfriend.
Romance
USA
2017
91 Minutes
Zosia Mamet Matthew Shear Deirdre O'Connell Sarah Ramos Diana Irvine Arliss Howard Deborah Offner David Wohl Jeff Ward Theo Stockman Liz Larsen
writer ex-boyfriend girlfriend friend neighbor love interest amusing quirky emotional charming cool endearing new york city apartment brooklyn cab restaurant central park love friendship
A young woman is forced to reflect on her first relationship when she inadvertently moves into her ex-boyfriend's apartment building.
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.
Romance
USA
2012
122 Minutes
Michael Ealy Jerry Ferrara Meagan Good Regina Hall Kevin Hart Taraji P. Henson Terrence Jenkins Jenifer Lewis Romany Malco Gary Owen Gabrielle Union
boyfriend friend girlfriend love interest playful uplifting amusing household apartment restaurant city relationships dating battle of sexes schemes discovery transformation 2010s
Four friends conspire to turn the tables on their women when they discover the ladies have been using Steve Harvey's relationship advice against them.
Romance
USA
2018
95 Minutes
Maika Monroe Joey Power Jeremy White DeRon Horton Marisa Tomei Sasha Lane Joe Keery Gina Gershon Dean Winters Olivia Luccardi
cancer patient love interest specialist roommate parent friend touching moving emotional engaging tender amusing new york city cancer whirlwind romance new love new york city change city life love
A young couple's relationship develops quickly when one of them is diagnosed with a life-changing illness.
Romance, Action
USA
2015
93 Minutes
Sam Rockwell Anna Kendrick Tim Roth James Ransone Anson Mount Michael Eklund RZA Katie Nehra Jaiden Kaine Douglas M. Griffin Luis Da Silva Jr.
young woman single woman single man love interest lover friend rival assassin hitman romantic interest amusing hilarious lighthearted playful quirky shocking united states romance love love at first sight
A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.
Romance
2017
103 Minutes
Diane Keaton Brendan Gleeson Lesley Manville Jason Watkins James Norton Hugh Skinner Simon Callow Alistair Petrie Rosalind Ayres Brian Protheroe
widow woman man loner neighbor love interest amusing engaging heartwarming touching hilarious emotional hampstead heath park hampstead, england apartment shack river woods eviction love
An American widow living in the London suburb of Hampstead and a man who lives on the Heath form an unlikely alliance against unscrupulous property developers in the neighborhood.
Romance, Fantasy
USA
2019
88 Minutes
Rebel Wilson Liam Hemsworth Adam Devine Priyanka Chopra Betty Gilpin Brandon Scott Jones Jennifer Saunders Alexandra Kis Big Jay Oakerson Rao Rampilla Marcus Choi
architect mugger love interest doctor friend co-worker amusing hilarious offbeat quirky lighthearted new york city office apartment subway hospital romance comedy alternate reality love
A young woman disenchanted with love mysteriously finds herself trapped inside a romantic comedy.
Romance, Drama
USA
2014
100 Minutes
Kevin Hart Michael Ealy Regina Hall Joy Bryant Christopher McDonald Adam Rodriguez Joe Lo Truglio Paula Patton Catherine Shu David Greenman Bryan Callen
friend man businesswoman best friend woman athlete amusing charming cheeky bedroom bar restaurant stadium apartment office relationships dating friendship male bonding casual sex
Follow two couples as they journey from the bar to the bedroom and are eventually put to the test in the real world.
Romance
USA
2014
83 Minutes
Paul Rudd Amy Poehler Cobie Smulders Christopher Meloni Max Greenfield Bill Hader Ellie Kemper Jason Mantzoukas Melanie Lynskey Ed Helms Michael Ian Black
small-business owner love interest friend ex-lover young person corporate stooge amusing charming cheery endearing hilarious lighthearted city home office candy store united states romance second chance relationships
Molly owns a quaint little sweet shop. Joel works for a gigantic candy company threatening to shut her down. How they meet, fall in love, break up and get back together is hilariously recounted in this rom-com spoof.
Drama, Romance
USA
2013
110 Minutes
Shona Kay Brad Johnson Melanie Gardner Don Cosney Chantel Flanders Robyn Kemp Garrick Dean Ben Hopkin Kimberly Mellen
socialite man love interest melodramatic lighthearted moving city forest united states love change life lessons true love love discovery transformation 2010s
'Godfather of hipsterdom' Gavin McInnes goes on a stand-up comedy tour with his best friend from high school and things go from bad to worse to downright catastrophic.
Romance
USA
2017
94 Minutes
Brandon Polansky Samantha Elisofon Jessica Walter Tibor Feldman Christina Brucato Jennifer Brito Sondra James Johnathan Tchaikovsky Macy Cassera Tommy Beardmore Alex Emanuel
autistic person disabled person filmmaker friend group leader mother amusing endearing charming offbeat quirky uplifting new york city community center street brooklyn bridge restaurant cab relationships love
A New York City romantic comedy, Keep the Change is the unlikely love story of two people who meet in a support group.
Romance
Chile|USA
2018
102 Minutes
Julianne Moore John Turturro Michael Cera Brad Garrett Holland Taylor Jeanne Tripplehorn Rita Wilson Chris Mulkey Cassi Thomson Sean Astin Caren Pistorius
divorce mother love interest child ex-husband friend confident spirited unrestrained emotional moving los angeles bar club studio house restaurant dating new romance divorce
A free-spirited woman in her 50s seeks out love at L.A. dance clubs.
Romance, Drama
Germany
2008
98 Minutes
Ursula Werner Horst Rehberg Horst Westphal Steffi Kühnert
woman man couple lover cheeky confident emotional engaging heartwarming germany home apartment lake love love triangle loveless marriage lovers old age love forbidden love
A romantic drama about a woman who enters into an affair after 30 years of marriage.
Romance
1996
107 Minutes
Kate Beckinsale Mark Strong Samantha Morton Bernard Hepton Prunella Scales Raymond Coulthard Olivia Williams Dominic Rowan Lucy Robinson
young woman matchmaker lover love interest vicar friend engaging amusing emotional lighthearted melodramatic heartwarming england small town london matchmaking love interest relationships attraction family
While matchmaking for friends and neighbors, a young 19th-century Englishwoman (Kate Beckinsale) nearly misses her own chance at love.
Romance
USA|UK
2011
108 Minutes
Natalie Portman Ashton Kutcher Cary Elwes Kevin Kline Lake Bell Olivia Thirlby Greta Gerwig Chris "Ludacris" Bridges Jake Johnson Mindy Kaling Ben Lawson
friend love interest writer doctor parent roommate dreamy amusing touching witty apartment restaurant television studio hospital city home friendship romance party love triangle
A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.
Romance, Drama
Japan|France
2018
119 Minutes
Erika Karata Masahiro Higashide Sairi Itô Kôji Nakamoto Kôji Seto Misako Tanaka Daichi Watanabe Rio Yamashita
woman love interest ex-boyfriend friend businessman dreamy charming passionate emotional tender japan house road countryside lost love love triangle new love romance love adventure
Asako lives in Osaka. She falls in love with Baku, a free-spirit. One day, Baku suddenly disappears. Two years later, Asako now lives in Tokyo and meets Ryohei. He looks just like Baku, but has a completely different personality.
Romance, Drama
USA
2010
105 Minutes
Amanda Seyfried Vanessa Redgrave Christopher Egan Gael García Bernal Franco Nero Oliver Platt Luisa Ranieri Marcia DeBonis
journalist chef grandmother lawyer true love grandson charming endearing uplifting verona, italy new york city winery ranch verona historical landmark love romance relationships self-discovery search
Sophie dreams of becoming a writer and travels to Verona, Italy where she meets the "Secretaries of Juliet".
Romance
USA
2012
90 Minutes
Rashida Jones Andy Samberg Chris Messina Ari Graynor Eric Christian Olsen Will McCormack Rebecca Dayan Rich Sommer Matthew Del Negro Rafi Gavron Elijah Wood
wife husband lover love interest friend cheeky amusing touching los angeles household office marital problems opposites attract separation parenthood friendship transformation love 2010s
A divorcing couple tries to maintain their friendship while they both pursue other people.