Movies Like Pen Pals

If you liked Pen Pals (1988), a movie directed by Marshall Wiemer, 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
Under the Tuscan Sun (2003)
★ 6.9/10
Frances Mayes, a 35-year-old professor and writer from San Francisco, decides to take a tour of Tuscany following a difficult divorce. After impulsively buying a run-down villa in the Italian countryside, she begins to…
2
Night on Earth (1991)
★ 7.5/10
A quintet of cabbies in five cities and their remarkable fares on the same eventful night.
3
Around the World in 80 Days (2004)
★ 6/10
A bet pits a British inventor, a Chinese thief and a French artist on a worldwide adventure that they can circle the globe in 80 days.
4
Samsara (2011)
★ 8.1/10
Filmed over nearly five years in twenty-five countries on five continents, and shot on seventy-millimetre film, Samsara transports us to the varied worlds of sacred grounds, disaster zones, industrial complexes, and…
5
Grown Ups (2010)
★ 6.4/10
After their high school basketball coach passes away, five good friends and former teammates reunite for a Fourth of July holiday weekend.
6
Letters to Juliet (2010)
★ 7/10
An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet"…
7
Life in a Day (2011)
★ 7.2/10
A documentary shot by filmmakers all over the world that serves as a time capsule to show future generations what it was like to be alive on the 24th of July, 2010.
8
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…
9
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…
10
Someone Great (2019)
★ 6.4/10
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…
11
Hector and the Search for Happiness (2014)
★ 6.7/10
Hector is a quirky psychiatrist who has become increasingly tired of his humdrum life. As he tells his girlfriend, Clara, he feels like a fraud: he hasn’t really tasted life, and yet he’s offering advice to patients…
12
The Island (2005)
★ 6.7/10
In 2019, Lincoln Six-Echo is a resident of a seemingly "Utopian" but contained facility. Like all of the inhabitants of this carefully-controlled environment, Lincoln hopes to be chosen to go to The Island — reportedly…
13
Clash of the Thundermans (2026)
★ 6.6/10
When Chloe develops a destructive new superpower, the Hero League orders her to an elite boarding school for superheroes to learn control of her abilities. Faced with the prospect of sending Chloe away for years, the…
14
Recess: School's Out (2001)
★ 6.6/10
The school year is finally ending, and T.J. Detweiler is looking forward to summer. But boredom quickly sets in when his friends leave for camp — until T.J. uncovers an evil plot to do away with summer vacation! A…
15
Joy Ride (2023)
★ 6.5/10
When Audrey's business trip to Asia goes sideways, she enlists the aid of Lolo, her irreverent, childhood best friend who also happens to be a hot mess; Kat, her college friend turned Chinese soap star; and Deadeye…
16
Go Figure (2005)
★ 6/10
Katelin Kingsford, an Olympic hopeful figure skater wants to train with a Russian figure skating coach. In order to go to go to the school that Natasha is at, Katelin gets a scholarship playing on the girls hockey team.
17
Scarecrow (1973)
★ 7/10
Two drifters bum around, visit earthy women and discuss opening a car wash in Pittsburgh.
18
Get Smart (2008)
★ 6.2/10
When members of the nefarious crime syndicate KAOS attack the U.S. spy agency Control and the identities of secret agents are compromised, the Chief has to promote hapless but eager analyst Maxwell Smart to field…
19
That Touch of Mink (1962)
★ 6.5/10
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…
20
Adoration (2013)
★ 6.1/10
Lil and Roz are two lifelong friends, having grown up together as neighbors in an idyllic beach town. As adults, their sons have developed a friendship as strong as that which binds their mothers. One summer, all four…