Movies Like Leave It to Lester

If you liked Leave It to Lester (1930), a movie directed by Frank Cambria and Ray Cozine, 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
Paris Can Wait (2016)
★ 5.9/10
Anne is at a crossroads in her life. Long married to a successful, driven but inattentive movie producer, she unexpectedly finds herself taking a car trip from Cannes to Paris with Jacques, a business associate of her…
2
The Brothers Bloom (2009)
★ 6.6/10
The Brothers Bloom are the best con men in the world, swindling millionaires with complex scenarios of lust and intrigue. Now they've decided to take on one last job – showing a beautiful and eccentric heiress the time…
3
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.
4
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…
5
Angel (1937)
★ 6.7/10
While vacationing without her busy British diplomat husband, a married woman falls for another man.
6
Henry & June (1990)
★ 6.1/10
While traveling in Paris, author Henry Miller and his wife, June, meet Anais Nin, and sexual sparks fly as Nin starts an affair with the openly bisexual June. When June is forced to return to the U.S., she gives Nin…
7
Solo Mio (2026)
★ 7.5/10
After Matt's dreams of a picturesque Italian wedding are shattered when his fiancée leaves him at the altar, he embarks on his planned honeymoon across Italy alone, immersing himself in the country's vibrant culture…
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
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…
10
Camille (2008)
★ 6.2/10
A twisted honeymoon adventure about a young couple on their way to Niagara Falls.
11
National Lampoon's European Vacation (1985)
★ 6.2/10
The Griswolds win a vacation to Europe on a game show, and so pack their bags for the continent. They do their best to catch the flavor of Europe, but they just don't know how to be be good tourists. Besides, they have…
12
My Sassy Girl (2008)
★ 6.8/10
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
13
Girl on a Bicycle (2013)
★ 5.9/10
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…
14
¿Quieres ser mi hijo? (2023)
★ 8.4/10
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
15
Wedding Crashers (2005)
★ 6.5/10
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…
16
Our Kind of Traitor (2016)
★ 6/10
A young Oxford academic and his attorney girlfriend holiday in Morocco. They bump into a Russian millionaire who owns a peninsula and a diamond watch. He wants a game of tennis. What else he wants propels the lovers on…
17
Before Midnight (2013)
★ 7.5/10
It has been nine years since we last met Jesse and Celine, the French-American couple who once met on a train in Vienna. They now live in Paris with twin daughters but have spent a summer in Greece at the invitation of…
18
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…
19
The Spy Who Dumped Me (2018)
★ 6.4/10
A couple of thirtysomething best friends unwittingly become entangled in an international conspiracy when one’s ex-boyfriend shows up at their apartment with a team of deadly assassins on his trail.
20
Murder Mystery 2 (2023)
★ 6.3/10
After starting their own detective agency, Nick and Audrey Spitz land a career-making case when their billionaire pal is kidnapped from his wedding.