Dynamic Watchlist Hub: Apr 17, 2026

10 Best Movies Like Five Dates

If you loved Five Dates, 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 Five Dates.

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#1
Hitch

Hitch

2005★ 6.6

Why watch this? A perfect follow-up to Five Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own rom...

#2
Love Is in the Air

Love Is in the Air

2023★ 6.2

Why watch this? A perfect follow-up to Five Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever....

#3
The Wrong Paris

The Wrong Paris

2025★ 6.7

Why watch this? A perfect follow-up to Five Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor....

#4
The Prince & Me 4: The Elephant Adventure

The Prince & Me 4: The Elephant Adventure

2010★ 6.2

Why watch this? A perfect follow-up to Five Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds...

#5
Long Weekend

Long Weekend

2021★ 7.0

Why watch this? A perfect follow-up to Five Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chanc...

#6
The Incredible Jessica James

The Incredible Jessica James

2017★ 6.2

Why watch this? A perfect follow-up to Five Dates for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

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....

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