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Movies like Guantanamera (1995)

The best movies like Guantanamera (1995) are Chéri (2009), He Said, She Said (1991) and A California Christmas: City Lights (2021). If Guantanamera hooked you with its drama and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Chéri (2009)

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Popcorn FlickMovies like this
  2. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  3. A California Christmas: City Lights (2021)

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  4. I Met a Girl (2020)

    An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey across Australia to find her, forcing his long-suffering brother to chase after him.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  5. Which Brings Me to You (2023)

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  6. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  7. A California Christmas (2020)

    With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  8. Father of the Bride (2022)

    A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  9. Coyote Ugly (2000)

    Graced with a velvet voice, 21-year-old Violet Sanford heads to New York to pursue her dream of becoming a songwriter only to find her aspirations sidelined by the accolades and notoriety she receives at her "day" job as a barmaid at Coyote Ugly. The "Coyotes" as they are affectionately called tantalize customers and the media alike with their outrageous antics, making Coyote Ugly the watering hole for guys on the prowl.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  10. Peace, Love & Misunderstanding (2011)

    A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  11. The Baltimorons (2025)

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  12. Love in Taipei (2023)

    A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  13. The Life List (2025)

    When her mother sends her on a quest to complete a teenage bucket list, a young woman uncovers family secrets, finds romance — and rediscovers herself.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  14. Not Easily Broken (2009)

    A car accident and shifting affections test the bond between a married couple.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  15. Hooking Up (2020)

    Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the road trip come to light, the unlikely pair force one another to confront their issues, discovering that there might actually be more to love than just sex.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  16. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  17. What's Love Got to Do with It? (2023)

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  18. The Heart Knows (2025)

    After a heart transplant, Manuel feels a personality shift and explores his donor's life, leading him to meet the widowed Vale and her community.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  19. My Own Love Song (2010)

    A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  20. Love Everlasting (2016)

    Bridger is a young outsider who's always wanted more. He and his mother flee an abusive home, eventually finding a small town in the middle of nowhere. Once there, Bridger finds true acceptance with another misfit.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Worth the HypeMovies like this

Like Guantanamera and something else?

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

Frequently asked questions

What are the best movies like Guantanamera?

The closest matches to Guantanamera are Chéri (2009), He Said, She Said (1991) and A California Christmas: City Lights (2021). Below are 17 more, each with the reason it matches.

What should I watch after Guantanamera?

Start with Chéri (2009), the closest match to Guantanamera.

What is the highest-rated movie like Guantanamera?

The Life List (2025), rated 6.9/10 by 659 TMDB users.

What is the newest movie like Guantanamera?

The Baltimorons (2025) is the most recent release on this list.

Are there Spanish movies like Guantanamera?

Yes: The Heart Knows (2025).

How are movies similar to Guantanamera chosen?

First come films that Trakt’s viewers watch alongside Guantanamera, 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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