Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Separate Vacations

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

🏆

Expert Review & Ratings

See our full critical analysis and audience score for Separate Vacations.

View Review →
Advertisement
#1
John Mulaney: The Comeback Kid

John Mulaney: The Comeback Kid

2015★ 7.7

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

Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton....

#2
Duplex

Duplex

2003★ 6.1

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

When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!...

#3
The Wedding Year

The Wedding Year

2019★ 6.0

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

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year....

#4
Held Up

Held Up

1999★ 5.8

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

What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is...

#5
Hard to Die

Hard to Die

1990★ 6.1

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

While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange ...

#6
Jim Jefferies: Freedumb

Jim Jefferies: Freedumb

2016★ 7.3

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

Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee....

Advertisement