Movies Like Cinderella in the Caribbean

If you liked Cinderella in the Caribbean (2023), a tv movie and comedy movie directed by Brian Brough, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Father of the Bride (2022)
★ 6.3/10Also romance and comedy
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
2
Grace (2018)
★ 6.1/10Also comedy and drama
A famous writer begins suffering from a crippling case of writer's block. His agent sends him a strange, belligerent woman to be his new assistant, hoping the change will inspire him.
3
Madea's Destination Wedding (2025)
★ 6.1/10Also comedy and drama
Madea packs her best floral dresses and a whole lot of chaos when the Simmons family heads to the Bahamas for her grandniece's whirlwind wedding.
4
Saving Silverman (2001)
★ 5.8/10Also comedy and romance
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
5
Valentine's Day (2010)
★ 5.9/10Also comedy and romance
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
6
My Christmas Prince (2017)
★ 5.8/10Also tv movie and comedy
Samantha, a dedicated teacher in Manhattan, returns to her home town of Maple Falls, Wyoming every year for Christmas. This year, she’s delighted when her boyfriend Alex, a European diplomat from the tiny country of…
7
Much Ado About Nothing (1993)
★ 7/10Also drama and comedy
In this Shakespearean farce, Hero and her groom-to-be, Claudio, team up with Claudio's commanding officer, Don Pedro, the week before their wedding to hatch a matchmaking scheme. Their targets are sharp-witted duo…
8
Picture a Perfect Christmas (2019)
★ 6.2/10Also romance and tv movie
An extreme-sports photographer returns home for the holiday to take care of her grandmother, only to have a neighbor grab her attention as he needs assistance watching his young nephew.
9
Purple Hearts (2022)
★ 8/10Also romance and drama
An aspiring musician agrees to a marriage of convenience with a soon-to-deploy Marine, but a tragedy soon turns their fake relationship all too real.
10
Last Chance Harvey (2008)
★ 6.3/10Also drama and romance
In London for his daughter's wedding, a struggling jingle-writer, Harvey Shine, misses his plane to New York, and thus loses his job. While drowning his sorrows in the airport pub, Harvey meets Kate, a British…
11
Guess Who (2005)
★ 6.1/10Also comedy and romance
When a young African-American woman brings her fiancé home to meet her parents, she's neglected to mention one tiny detail – he's white.
12
Before We Go (2014)
★ 6.7/10Also romance and drama
A chance encounter between two strangers in Grand Central Terminal sparks a life-changing, nighttime sojourn through New York City. They grow into each other's most trusted confidants when an evening of unexpected…
13
Wedding Crashers (2005)
★ 6.5/10Also comedy and romance
John and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the…
14
A California Christmas: City Lights (2021)
★ 6.6/10Also romance and comedy
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
15
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
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.
16
It Happened One Night (1934)
★ 7.8/10Also comedy and romance
A runaway heiress makes a deal with the rogue reporter trailing her but the mismatched pair end up stuck with each other when their bus leaves them behind.
17
Little Manhattan (2005)
★ 7.2/10Also comedy and romance
Ten-year-old Gabe Burton is just an average kid growing up in Manhattan until Rosemary Telesco walks into his karate class. But before Gabe can tell Rosemary how he feels, she reveals that she won't be going to public…
18
Love in Taipei (2023)
★ 6.8/10Also romance and comedy
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
19
Which Brings Me to You (2023)
★ 6.3/10Also romance and comedy
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of…
20
The Enchanted Christmas Cake (2021)
★ 5.8/10Also tv movie and comedy
Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.