Movies like Leave It to Lester (1930)
The best movies like Leave It to Lester (1930) are The Brothers Bloom (2009), Once Upon a Honeymoon (1942) and Paris Can Wait (2016). If Leave It to Lester hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Leave It to Lester
Quick picks
- Highest ratedSolo Mio (2026)7.5/10 from 317 votes
- NewestSolo Mio (2026)Released 2026
The Brothers Bloom (2009)
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 of her life with a romantic adventure that takes them around the world.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisOnce Upon a Honeymoon (1942)
A radio correspondent tries to rescue a burlesque queen from her marriage to a Nazi official.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisParis Can Wait (2016)
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 husband. What should be a seven-hour drive turns into a carefree two-day adventure replete with diversions involving picturesque sights, fine food and wine, humor, wisdom and romance - reawakening Anne's senses and giving her a new lust for life.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBonjour Tristesse (1958)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCamille (2008)
A twisted honeymoon adventure about a young couple on their way to Niagara Falls.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPeople We Meet on Vacation (2026)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEnchanted April (1991)
When married British women Rose Arbuthnot and Lottie Wilkins decide to take a break from their respective spouses, they stay at a castle in Italy for a quiet holiday. Joining the ladies is Caroline Dester, a young socialite, and Mrs. Fisher, an older aristocrat. Liberated from their daily routines, the four women ease into life in rural Italy, and each finds herself transformed by the experience.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLe Week-End (2013)
Nick and Meg Burrows return to Paris, the city where they honeymooned, to celebrate their 30th wedding anniversary and rediscover some romance in their long-lived marriage. The film follows the couple as long-established tensions in their marriage break out in humorous and often painful ways.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDesign for Living (1933)
Independent Gilda is resigned fo a life of married tedium when Tom and George, having gotten past their jealousy, come to America and whisk Gilda away to live an exciting polyamorous life in Paris.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisA Touch of Class (1973)
Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he loves his wife and children, and now realize that he and Vicki have also fallen in love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSex and the City 2 (2010)
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 bring them all along, they surmise that a women-only retreat may be the perfect excuse to eschew their responsibilities and remember what life was like before they decided to settle down.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHenry & June (1990)
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 her blessing to sleep with her husband. Then, when June returns to France, an unexpected, and sometimes contentious, threesome forms.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBonjour Tristesse (2025)
At the height of summer, 18-year-old Cécile is relaxing by the French seaside with her father and falling in love with her new boyfriend. The arrival of her late mother's enigmatic friend turns her world upside down.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBook Club: The Next Chapter (2023)
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 adventure.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThat Touch of Mink (1962)
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 suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSolo Mio (2026)
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, food, and beauty, meeting Gia along the way.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisAngel (1937)
While vacationing without her busy British diplomat husband, a married woman falls for another man.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNational Lampoon's European Vacation (1985)
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 trouble taking holidays in countries where they CAN speak the language.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisGirl on a Bicycle (2013)
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 turns Paolo's life upside down.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like this
Like Leave It to Lester and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Leave It to Lester?
The closest matches to Leave It to Lester are The Brothers Bloom (2009), Once Upon a Honeymoon (1942) and Paris Can Wait (2016). Below are 17 more, each with the reason it matches.
What should I watch after Leave It to Lester?
Start with The Brothers Bloom (2009), the closest match to Leave It to Lester.
What is the highest-rated movie like Leave It to Lester?
Solo Mio (2026), rated 7.5/10 by 317 TMDB users.
What is the newest movie like Leave It to Lester?
Solo Mio (2026) is the most recent release on this list.
Are there English movies like Leave It to Lester?
Yes: The Brothers Bloom (2009), Once Upon a Honeymoon (1942) and Paris Can Wait (2016).
How are movies similar to Leave It to Lester chosen?
First come films that Trakt’s viewers watch alongside Leave It to Lester, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.