Movies Like A Trip to Jamaica

If you liked A Trip to Jamaica (2017), a drama and comedy movie directed by Robert Peters, 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
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.
2
Vacation Friends (2021)
★ 7/10Also comedy
When a straight-laced couple that has fun with a rowdy couple on vacation in Mexico return to the States, they discover that the crazy couple they met in Mexico followed them back home and decide to play tricks on them.
3
Almost Friends (2017)
★ 6.3/10Also drama and comedy
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become…
4
Lady Windermere's Fan (1925)
★ 6.9/10Also comedy and drama
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
5
Young Adult (2011)
★ 5.8/10Also comedy and drama
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
6
The Wedding Year (2019)
★ 5.9/10Also comedy
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
7
My Mother's Wedding (2025)
★ 6.1/10Also comedy and drama
Three sisters return to their home for the third wedding of their twice-widowed mother. But the mother and daughters are forced to revisit the past and confront the future, with help from a colorful group of unexpected…
8
Treasure (2024)
★ 6.5/10Also drama and comedy
A music journalist accompanies her father, a charmingly stubborn Holocaust survivor, on a journey to his homeland. While she's eager to make sense of her family's past, her dad has an agenda of his own.
9
Chloe and Theo (2015)
★ 5.9/10Also comedy and drama
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We…
10
The Banshees of Inisherin (2022)
★ 7.5/10Also drama and comedy
Two lifelong friends find themselves at an impasse when one abruptly ends their relationship, with alarming consequences for both of them.
11
Celebrity (1998)
★ 6/10Also drama and comedy
The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of…
12
On Becoming a Guinea Fowl (2024)
★ 7.5/10Also comedy and drama
On an empty road in the middle of the night, Shula stumbles across the body of her uncle. As funeral proceedings begin around them, she and her cousins bring to light the buried secrets of their middle-class Zambian…
13
Coming 2 America (2021)
★ 6.3/10Also comedy
Prince Akeem Joffer is set to become King of Zamunda when he discovers he has a son he never knew about in America – a street savvy Queens native named Lavelle. Honoring his royal father's dying wish to groom this son…
14
Best Man Down (2012)
★ 6.6/10Also comedy and drama
A newlywed couple cancels their honeymoon and returns to the snowy Midwest to make the funeral arrangements for their best man, who died unexpectedly after their ceremony.
15
The House of Tomorrow (2019)
★ 6.8/10Also drama and comedy
The film tells futurist, architect, and inventor R. Buckminster Fuller's incredible story through two teens hoping to get laid, become punk gods, and survive high school.
16
Another Year (2010)
★ 7/10Also drama and comedy
During a year, a very content couple approaching retirement are visited by friends and family less happy with their lives.
17
Cul-de-sac (1966)
★ 6.7/10Also comedy
On the run and in search of help, two wounded gangsters find refuge in the secluded castle of a feeble man and his wife; however, under the point of a gun, nothing is what it seems.
18
Wild Oats (2016)
★ 6.1/10Also comedy and drama
Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of…
19
About Alex (2014)
★ 6.1/10Also comedy and drama
When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to…
20
The Daytrippers (1997)
★ 6.6/10Also comedy and drama
Eliza D'Amico thinks her marriage to Louis is going great until she finds a mysterious love note to her husband. Concerned, she goes to her mother for advice. Eliza, her parents, her sister Jo, and Jo's boyfriend all…