Movies Like Drowning Lessons

If you liked Drowning Lessons (2001), a movie directed by Gregory Kennedy, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Good Neighbor Sam (1964)
★ 6.6/10
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
2
Welcome to the Dollhouse (1996)
★ 7.1/10
An unattractive 7th grader struggles to cope with suburban life as the middle child with inattentive parents and bullies at school.
3
27 Dresses (2008)
★ 6.5/10
Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.
4
Keeping Up with the Joneses (2016)
★ 6.1/10
An ordinary suburban couple finds it’s not easy keeping up with the Joneses – their impossibly gorgeous and ultra-sophisticated new neighbors – especially when they discover that Mr. and Mrs. “Jones” are covert…
5
Wish Upon a Star (1996)
★ 6.5/10
A younger sister wishes to switch places with her popular older sister and the two bickering siblings awaken to find the wish has come true.
6
Margot at the Wedding (2007)
★ 5.8/10
Margot Zeller is a short story writer with a sharp wit and an even sharper tongue. On the eve of her estranged sister Pauline's wedding to unemployed musician/artist/depressive Malcolm at the family seaside home…
7
Anemone (2025)
★ 5.8/10
Middle-aged Jem sets out from his suburban home on a journey into the woods, where he reconnects with his estranged hermit brother Ray. Bonded by a mysterious, complicated past, the men share a fraught, if occasionally…
8
Sweetie (1989)
★ 6.1/10
The buttoned-down, superstitious Kay is attempting to lead a normal existence with her new boyfriend Louis. That’s until Sweetie, her rampaging, devil-may-care sister, returns home after an absence, exposing the rotten…
9
Sisters (2015)
★ 6/10
Two disconnected sisters are summoned to clean out their childhood bedrooms before their parents sell their family home.
10
The Good Neighbor (2022)
★ 6.7/10
A nightmarish evening unfolds for neighbors David and Robert when they accidentally hit a woman on her bike and flee the scene. While David is increasingly plagued by feelings of guilt, Robert shows no remorse and…
11
The Man in the Moon (1991)
★ 7.4/10
Maureen Trant and her younger sibling Dani share a strong connection, but local boy Court Foster threatens to throw their bond off balance. Dani and Court meet first and have a flirtatious rapport -- but when he meets…
12
Cruel Intentions (1999)
★ 6.8/10
Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he…
13
The Cement Garden (1993)
★ 6.8/10
After the death of her husband, the mother of Julie, Jack, Sue and Tom begins to suffer from a mysterious illness. Aware that she is going to have to go into hospital she opens a bank account for the children, so that…
14
The Seven Year Itch (1955)
★ 7/10
When his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.
15
The Chipmunk Adventure (1987)
★ 7/10
The Chipmunks and the Chipettes go head to head in a hot air balloon race, and the winner gets $100,000. Unbeknownst to the participants, the "race" is actually a diamond smuggling ring!
16
Sabrina (1995)
★ 6.2/10
After her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives when he warns…
17
Ramona and Beezus (2010)
★ 6.6/10
Ramona is a little girl with a very big imagination and a nose for mischief. Her playful antics keep everyone in her loving family on their toes, including her older sister Beezus, who's just trying to survive her…
18
Drive Me Crazy (1999)
★ 6.6/10
Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of…
19
Stuart Little (1999)
★ 6.1/10
When the Littles adopt Stuart, the mouse, George is initially unwelcoming to his new brother, and the family cat, Snowbell, is even less enthusiastic. Stuart resolves to face these difficulties with as much pluck and…
20
St. Vincent (2014)
★ 7.1/10
A young boy whose parents just divorced finds an unlikely friend and mentor in the misanthropic, bawdy, hedonistic, war veteran who lives next door.