Dynamic Watchlist Hub: Apr 17, 2026

10 Best Movies Like Harbor Island

If you loved Harbor 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 Harbor Island.

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#1
Me Time

Me Time

2022★ 5.9

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

With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure....

#2
Dave Chappelle: The Unstoppable...

Dave Chappelle: The Unstoppable...

2025★ 6.7

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

Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special....

#3
Sextuplets

Sextuplets

2019★ 6.2

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

Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their ...

#4
Dave Chappelle: Killin' Them Softly

Dave Chappelle: Killin' Them Softly

2000★ 8.1

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

Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more....

#5
Chris Rock: Tamborine

Chris Rock: Tamborine

2018★ 6.4

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

Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics....

#6
Fatherhood

Fatherhood

2021★ 7.5

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

A widowed new dad copes with doubts, fears, heartache and dirty diapers as he sets out to raise his daughter on his own. Inspired by a true story....

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