Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like To Cross the Rubicon

If you loved To Cross the Rubicon, 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 To Cross the Rubicon.

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#1
The Incredible Jessica James

The Incredible Jessica James

2017★ 6.2

Why watch this? A perfect follow-up to To Cross the Rubicon 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....

#2
Dean

Dean

2016★ 5.8

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

A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family hom...

#3
¿Quieres ser mi hijo?

¿Quieres ser mi hijo?

2023★ 8.4

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

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship ...

#4
Wedding Season

Wedding Season

2022★ 6.2

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

Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as ...

#5
Love, Weddings & Other Disasters

Love, Weddings & Other Disasters

2020★ 5.9

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

A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love....

#6
Sex Appeal

Sex Appeal

2022★ 6.6

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

Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend....

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