Movies Like Playboy: Playmates in Paradise

If you liked Playboy: Playmates in Paradise (1992), a movie directed by Richard Schenkman, 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
Pirates of the Caribbean: At World's End (2007)
★ 7.3/10
After losing Captain Jack Sparrow to the locker of Davy Jones, Will Turner, Elizabeth Swann, and Captain Barbossa journey to the ends of the earth to rescue him. And as the East India Trading Company tightens its grip…
2
Moana (2026)
★ 7.5/10
Teenage Moana answers the Ocean's call and, for the first time, voyages beyond the reef of her island of Motunui with infamous demigod Maui on an unforgettable journey to restore prosperity to her people.
3
Return to Nim's Island (2013)
★ 6.5/10
Fourteen year old Nim, more determined than ever to protect her island and all the wildlife that call it home, faces off against resort developers and animal poachers. Soon she realizes she can’t depend on her animal…
4
Barbie and the Diamond Castle (2008)
★ 7.5/10
Liana and Alexa are best friends who share everything, including their love of singing. Upon meeting a girl inside a mirror, the duo embark on a journey that will put their friendship to the ultimate test.
5
People We Meet on Vacation (2026)
★ 7/10
Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.
6
Six Days Seven Nights (1998)
★ 6.1/10
In the South Pacific, in Polynesia, on the island of Makatea, Quinn Harris, a taciturn pilot, leads a quiet life, content to earn a living by transporting goods in his De Havilland Beaver. His life is exactly as he…
7
The Sisterhood of the Traveling Pants 2 (2008)
★ 6.3/10
Four young women continue the journey toward adulthood that began with "The Sisterhood of the Traveling Pants." Now three years later, these lifelong friends embark on separate paths for their first year of college and…
8
Fool's Gold (2008)
★ 5.8/10
Treasure hunter Ben "Finn" Finnegan has sunk his marriage to Tess and his trusty boat in his obsessive quest to find the legendary Queen's Dowry. When he finds a vital clue that may finally pinpoint the treasure's…
9
Bonjour Tristesse (1958)
★ 6.7/10
A spoiled teenager spends the summer at the French Riviera with her rich, widower, playboy father, but when his old flame resurfaces, she resolves to keep her frivolous lifestyle at all costs.
10
Pirates of the Caribbean: Dead Man's Chest (2006)
★ 7.4/10
Captain Jack Sparrow’s got a blood debt to pay: he owes his soul to the legendary Davy Jones, ghastly Ruler of the Ocean Depths. To escape eternal servitude aboard the Flying Dutchman, ever-crafty Jack must track down…
11
Peter Pan (2003)
★ 7.1/10
In stifling Edwardian London, Wendy Darling mesmerizes her brothers every night with bedtime tales of swordplay, swashbuckling and the fearsome Captain Hook. But the children become the heroes of an even greater story…
12
Barbie: Big City, Big Dreams (2021)
★ 6.9/10
Barbie meets another Barbie Roberts, forming a close friendship, nicknaming each other Malibu and Brooklyn when they both attend the Handlers, Performing Art School in NYC, over the summer, competing for a spot at the…
13
Sex and the City 2 (2010)
★ 6/10
Carrie, Charlotte, and Miranda are all married now, but they're still up for a little fun in the sun. When Samantha gets the chance to visit one of the most extravagant vacation destinations on the planet and offers to…
14
Bebe's Kids (1992)
★ 6.1/10
When Robin meets the lovely Jamika he thinks he's in heaven. But when he meets her friend Bebe's children, whom she is looking after, he knows he's in hell.
15
Cast Away (2000)
★ 7.7/10
Chuck Noland, a top international manager for FedEx, and Kelly, a Ph.D. student, are in love and heading towards marriage. Then Chuck's plane to Malaysia crashes at sea during a terrible storm. He's the only survivor…
16
Book Club: The Next Chapter (2023)
★ 6.3/10
Four best friends take their book club to Italy for the fun girls' trip they never had. When things go off the rails and secrets are revealed, their relaxing vacation turns into a once-in-a-lifetime cross-country…
17
Along Came Polly (2004)
★ 6/10
Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's…
18
Tag (2018)
★ 6.7/10
For one month every year, five highly competitive friends hit the ground running in a no-holds-barred game of tag they’ve been playing since the first grade. This year, the game coincides with the wedding of their only…
19
Dr. No (1962)
★ 7/10
Agent 007 battles mysterious Dr. No, a scientific genius bent on destroying the U.S. space program. As the countdown to disaster begins, Bond must go to Jamaica, where he encounters beautiful Honey Ryder, to confront a…
20
Head Above Water (1996)
★ 6/10
Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her…