Movies like Valentine's Day (2000)
The best movies like Valentine's Day (2000) are Kidnapping, Caucasian Style (1967), The Wedding Year (2019) and Held Up (1999). If Valentine's Day hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedKidnapping, Caucasian Style (1967)7.7/10 from 310 votes
- NewestDriver's Ed (2026)Released 2026
Kidnapping, Caucasian Style (1967)
Shurik, a kind but naïve ethnography student, falls in love with the intelligent, athletic and beautiful All-Union Leninist Young Communist League member Nina. He has a rival in the wealthy comrade Saakhov, who concocts a kidnapping scheme to force Nina to marry him.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Wedding Year (2019)
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.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMe Time (2022)
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPeculiarities of the National Fishing (1998)
General Ivolgin, forester Kuzmich, and good-natured Lyova lose their way on a fishing trip and wind up in a neighboring country, where they decide to have a good time anyway but end up leaving their vodka and fishing equipment behind.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWhy Worry? (1923)
A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSon of a Rich 2 (2024)
Grigory, the son of an oligarch, is fully rehabilitated after his humbling experience as a 19th-century serf. Moreover, he develops a strong sense of moral justice. When he meets a pampered young socialite named Katya, he is abhorred by her insolent escapades. Grigory transports Katya “back in time” to teach her a valuable lesson about humility.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI'm Losing It (2018)
There's two great loves in Anya's life, her athlete boyfriend Zhenya and food. Zhenya is not happy how Anya has been gaining weight due to her eating habits and decides to dump her. But Anya doesn't want to give up and decides to get rid of excess weight with the help of Nikolai, an overweight man obsessed with the healthy living.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBabes (2024)
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAdam Sandler: Love You (2024)
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisWhat a Mess! (1995)
A Russian criminal steals a giant diamond from the Mafia, hides it, and suddenly runs into his unknown brothers; unexpected, absurd events with participation of the mob, doctors, musicians, Americans, militia, and gypsies ensue.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJimmy Carr: Natural Born Killer (2024)
Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Valentine's Day?
The closest matches to Valentine's Day are Kidnapping, Caucasian Style (1967), The Wedding Year (2019) and Held Up (1999). Below are 17 more, each with the reason it matches.
What should I watch after Valentine's Day?
Start with Kidnapping, Caucasian Style (1967), the closest match to Valentine's Day.
What is the highest-rated movie like Valentine's Day?
Kidnapping, Caucasian Style (1967), rated 7.7/10 by 310 TMDB users.
What is the newest movie like Valentine's Day?
Driver's Ed (2026) is the most recent release on this list.
How are movies similar to Valentine's Day chosen?
First come films that Trakt’s viewers watch alongside Valentine's Day, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.