Dynamic Watchlist Hub: Apr 20, 2026

10 Best Movies Like City Island

If you loved City Island, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for City Island.

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#1
A Thousand and One

A Thousand and One

2023★ 6.6

Why watch this? A perfect follow-up to City Island for fans of Drama. It captures a similar emotionally gripping atmosphere.

Struggling but unapologetically living on her own terms, Inez is moving from shelter to shelter in mid-1990s New York City. With her 6-year-old son Terry in foster care and unable ...

#2
Milk Money

Milk Money

1994★ 6.4

Why watch this? A perfect follow-up to City Island for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

Three young boys pool their money and pay V, a kindhearted prostitute, to strip for them. Afterward, she drives them home to the suburbs -- but then her car breaks down. It's just ...

#3
Somewhere in Queens

Somewhere in Queens

2023★ 6.2

Why watch this? A perfect follow-up to City Island for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

Leo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tea...

#4
She's Funny That Way

She's Funny That Way

2015★ 5.9

Why watch this? A perfect follow-up to City Island for fans of Comedy. It captures a similar light-hearted atmosphere.

On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production....

#5
Diary of a Mad Housewife

Diary of a Mad Housewife

1970★ 6.1

Why watch this? A perfect follow-up to City Island for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

Tina Balser is a bored New York housewife-mother married to Jonathan, a pompous, social-climbing lawyer who ridicules her in front of their children, criticizing everything she doe...

#6
Killer's Kiss

Killer's Kiss

1955★ 6.3

Why watch this? A perfect follow-up to City Island for fans of Drama. It captures a similar emotionally gripping atmosphere.

Davey Gordon, a New York City boxer at the end of his career, falls for dancer Gloria Price. However, their budding relationship is interrupted by Gloria's violent boss, Vincent Ra...

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