Jack Goes Boating

Movies Like

Jack Goes Boating (2010)

Comedy, Drama, Romance

If you loved Jack Goes Boating, you'll love these similar films. Handpicked based on shared themes, genre, and feel.

Numb

Numb

2007 ★ 5.9

Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

The Giant Mechanical Man

The Giant Mechanical Man

2012 ★ 6.5

An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

Enemies, a Love Story

Enemies, a Love Story

1989 ★ 6.2

A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

Mumford

Mumford

1999 ★ 6.5

When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!

He Said, She Said

He Said, She Said

1991 ★ 5.9

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.

Cherry

Cherry

2010 ★ 6.2

Ivy League Freshman, Aaron Milton (17) gets a different kind of education when he falls for Linda (34) a vivacious former wild-child who has returned to college to straighten out her life. The curriculum gets more challenging when Aaron meets Linda's sarcastic 14 year-old daughter, Beth - who quickly develops a crush on him. The math doesn't work in either direction but the dysfunctional triangle becomes a learning experience for all involved.

The Incredible Jessica James

The Incredible Jessica James

2017 ★ 6.2

Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

Breaking & Exiting

Breaking & Exiting

2018 ★ 6.0

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.

Cosi

Cosi

1996 ★ 6.1

Lewis, a young amateur theater director, is offered a job with a governmental program for the rehabilitation of mentally ill patients in a Sydney institution. His project is overrun by one of the patients, who wants to stage the opera Cosi Fan Tutte by Mozart, despite the fact that none of the patients can sing or speak Italian. A comedy of errors ensues, but one which unifies the patients and their director in unexpected ways.

Delirious

Delirious

2007 ★ 6.4

Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved with K'Harma Leeds, the hottest pop star of the moment, Les grows jealous and plots revenge.

Cyrus

Cyrus

2010 ★ 5.9

With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

The Good House

The Good House

2021 ★ 6.2

Hildy Good, a wry New England realtor and descendant of the Salem witches who loves her wine and loves her secrets. Her compartmentalized life starts to unravel as she rekindles an old romance and becomes dangerously entwined in one person’s reckless behavior.

Sitting in Bars with Cake

Sitting in Bars with Cake

2023 ★ 7.0

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.

Blind

Blind

2017 ★ 6.2

A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.

Love & Sex

Love & Sex

2000 ★ 6.1

When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

Chéri

Chéri

2009 ★ 6.1

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.

XX/XY

XX/XY

2002 ★ 5.9

Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

The Right Kind of Wrong

The Right Kind of Wrong

2013 ★ 5.8

A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

Extracurricular Activities

Extracurricular Activities

2019 ★ 6.1

The outrageous life of Reagan Collins, a model high school student with a "killer" after-school job that involves arranging “accidents” for his classmates' parents. When seasoned police detective Cliff Dawkins starts putting the pieces together, it's a battle of wits to see if Reagan can keep business booming.

The Elder Son

The Elder Son

2006 ★ 6.0

A thief on the run convinces a single father that he is his long-lost son. Complications ensue when he falls in love with his newfound "sister".

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