Dynamic Watchlist Hub: May 11, 2026

10 Best Movies Like My Boss' Wedding

If you loved My Boss' Wedding, 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 My Boss' Wedding.

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#1
All of My Heart: The Wedding

All of My Heart: The Wedding

2018★ 7.4

Why watch this? A perfect follow-up to My Boss' Wedding for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

Brian and Jenny are planning their wedding at the Inn where they fell in love. When a distant relative arrives and stakes their claim to the Inn, Brian and Jenny must find a way to...

#2
Love at First Bark

Love at First Bark

2017★ 6.4

Why watch this? A perfect follow-up to My Boss' Wedding for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

Portland interior designer Julia Galvins (Jana Kramer) adopts a dog and seeks the help of expert and handsome dog trainer Owen Michaels (Kevin McGarry). When she is hired to design...

#3
Sailing Into Love

Sailing Into Love

2019★ 6.9

Why watch this? A perfect follow-up to My Boss' Wedding for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town o...

#4
Marry Me at Christmas

Marry Me at Christmas

2017★ 6.4

Why watch this? A perfect follow-up to My Boss' Wedding for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exqu...

#5
From Friend to Fiancé

From Friend to Fiancé

2019★ 6.1

Why watch this? A perfect follow-up to My Boss' Wedding for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

When Ted gets engaged to the high school mean girl and asks Jess, his childhood best friend, to plan their wedding, things get complicated. Her true feelings for Ted keep getting i...

#6
Winter Love Story

Winter Love Story

2019★ 6.8

Why watch this? A perfect follow-up to My Boss' Wedding for fans of Romance & TV Movie. It captures a similar heartwarming atmosphere.

When new author Cassie is paired with successful author Elliot on a promotional book tour, she learns to believe in her talent. She also finds truth in the old adage “you can’t jud...

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