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Movies like Trying Something New (2024)

The best movies like Trying Something New (2024) are How High (2001), Drinking Buddies (2013) and Play It Again, Sam (1972). If Trying Something New hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. How High (2001)

    Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas and Jamal take it in a stride -- until their supply of supernatural smoke runs dry. That's when they have to start living by their wits and rely on their natural resources to make the grade.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. Drinking Buddies (2013)

    Weekend trips, office parties, late night conversations, drinking on the job, marriage pressure, biological clocks, holding eye contact a second too long… you know what makes the line between “friends” and “more than friends” really blurry? Beer.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. Play It Again, Sam (1972)

    A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. Banana Split (2018)

    After a messy breakup with her high school boyfriend, April strikes up an unexpected platonic friendship with his new girlfriend, Clara.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

    Why it matches: Recommended by TMDB viewers

  6. The Map That Leads to You (2025)

    Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life choices test their bond, her path changes forever.

    Why it matches: Recommended by TMDB viewers

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  7. My 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 this
  8. Son of Rambow (2007)

    Will is looking for an escape from his family when he encounters Lee, the school bully. Armed with a video camera and a copy of Rambo, Lee plans to make his own action-packed video epic.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. Benjamin (2019)

    Benjamin, a rising star filmmaker, is on the brink of premiering his difficult second film No Self at the London Film Festival when Billie, his hard drinking publicist, introduces him to a mesmeric French musician called Noah.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. The Cowboy and the Frenchman (1988)

    A grizzled, hard-of-hearing cowboy, Slim, and his two friends, Dusty and Pete, capture a mysterious, well-dressed Frenchman.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Girlfriends (1978)

    A photographer and her best friend are roommates. She is stuck with small-change shooting jobs and dreams of success. When her roommate decides to get married and leave, she feels hurt and has to learn how to deal with living alone.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. Harry Potter 20th Anniversary: Return to Hogwarts (2022)

    An enchanting making-of story told through all-new in-depth interviews and cast conversations, inviting fans on a magical first-person journey through one of the most beloved film franchises of all time.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Good Dick (2008)

    A fidgety, wisecracking video store clerk develops a fixation on a particularly reclusive customer, a frequent visitor to the pornography section of Cinefile, the video store where he works in Los Angeles. After multiple failures to impress her during their brief daily transactions, he finds her street address in the store's database, drives to her apartment building and initiates an unconventional campaign to win her affections.

    Why it matches: Recommended by TMDB viewers

  15. Carrie Pilby (2017)

    Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Someone Great (2019)

    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 outrageous last adventure in New York City.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Anchors Aweigh (1945)

    Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Sea Scouts (1939)

    Donald is an admiral on a seagoing voyage with his nephews in which they encounter a ravenous shark.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Being James Bond (2021)

    Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in conversation with 007 producers, Michael G Wilson and Barbara Broccoli.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  20. 10 Items or Less (2006)

    An actor who is considering the role of a supermarket manager arrives at a grocery store on the outskirts of Los Angeles to do some field research. He subsequently becomes stranded, without a car or cell phone, and accepts a ride home with Scarlet, a cashier who is about to interview for a new job. The actor rediscovers the essence of his craft while helping Scarlet gain the confidence she needs to change her life.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like Trying Something New and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Trying Something New?

The closest matches to Trying Something New are How High (2001), Drinking Buddies (2013) and Play It Again, Sam (1972). Below are 17 more, each with the reason it matches.

What should I watch after Trying Something New?

Start with How High (2001), the closest match to Trying Something New.

What is the highest-rated movie like Trying Something New?

Play It Again, Sam (1972), rated 7.5/10 by 672 TMDB users.

What is the newest movie like Trying Something New?

The Map That Leads to You (2025) is the most recent release on this list.

Are there English movies like Trying Something New?

Yes: How High (2001), Drinking Buddies (2013) and Play It Again, Sam (1972).

How are movies similar to Trying Something New chosen?

First come films that Trakt’s viewers watch alongside Trying Something New, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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