Dynamic Watchlist Hub: Jan 19, 2026

10 Best Movies Like The Challenge

If you loved The Challenge, 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 The Challenge.

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#1
Passport to Paris

Passport to Paris

1999★ 6.2

Why watch this? A perfect follow-up to The Challenge for fans of Comedy & Family. It captures a similar light-hearted atmosphere.

Sent to Paris to visit their grandfather, the twins fall in love with France, not to mention two French boys....

#2
Winning London

Winning London

2001★ 6.0

Why watch this? A perfect follow-up to The Challenge for fans of Adventure & Comedy & Family. It captures a similar light-hearted atmosphere.

When Chloe and Riley Lawrence are invited to London to participate in the international Model U.N. competition, they enjoy seeing the sights and head over heals romance with cute b...

#3
Billboard Dad

Billboard Dad

1998★ 6.1

Why watch this? A perfect follow-up to The Challenge for fans of Comedy & Family & TV Movie. It captures a similar light-hearted atmosphere.

High above Hollywood Mary-Kate and Ashley Olsen are playing Matchmakers! One's a surfer. The other's a high diver. When these two sisters team up to find a new love for their newly...

#4
Getting There

Getting There

2002★ 5.7

Why watch this? A perfect follow-up to The Challenge for fans of Adventure & Comedy & Family. It captures a similar light-hearted atmosphere.

Taylor and Kylie Hunter are sweet sixteen and licensed to drive. Grab a seat in their classic Mustang convertible as they set out on their very first road trip, to the Winter Games...

#5
When in Rome

When in Rome

2002★ 6.0

Why watch this? A perfect follow-up to The Challenge for fans of Adventure & Family. It captures a similar heartwarming atmosphere.

Teenage sisters Charli and Lola are on the verge of an experience beyond their wildest dreams! Pack your bags and jet off to Rome as the girls start their summer internship working...

#6
Amor letra por letra

Amor letra por letra

2008★ 7.0

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

Work colleagues Hanna and Amanda are unexpectedly laid off. Since Amanda is leaving town, Hanna deposits both of their severance checks into her account. Unfortunately, Hanna screw...