Dynamic Watchlist Hub: May 14, 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.

🏆

Expert Review & Ratings

See our full critical analysis and audience score for My Boss' Wedding.

View Review →
Advertisement
#1
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...

#2
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...

#3
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...

#4
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...

#5
Christmas Next Door

Christmas Next Door

2017★ 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.

Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Chris...

#6
It Was Always You

It Was Always You

2021★ 7.3

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

Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her li...

Advertisement