6 Movies Like Serendipity (2001)

The '80s saw an influx of coming-of-age dramas, with John Hughes’ “Brat Pack” films reigning supreme. For better or worse, their most iconic scenes are embedded in pop culture, like students dancing in detention in The Breakfast Club or Sixteen Candles’ belated birthday cake. Perhaps the most iconic '80s movie moment comes not from Hughes, but from Cameron Crowe’s Say Anything…: Lloyd Dobler (John Cusak) in a trenchcoat, blue Malibu parked behind him, boombox raised over his head in defiant loyalty.

On their last day of high school, Lloyd Dobler resolves to ask out the class valedictorian Diane Court (Ione Skye). Their summer-long relationship is awkward, intense, tender—and familiar to anyone who has ever opened themselves up to falling in love. Say Anything… emotionally outclasses its contemporaries, as Crowe’s writing lends itself to two authentic characters fleshed out beyond caricatures. And as Lloyd crushes hard on Diane, it’s hard not to feel like you’re falling in love with each of them, too.

Genre: Comedy, Drama, Romance

Actor: Amy Brooks, Bebe Neuwirth, Bill Stevenson, Chynna Phillips, Dan Castellaneta, Don Wilson, Eric Stoltz, Glenn Walker Harris Jr., Gloria Cromwell, Gregory Sporleder, Ione Skye, Jason Gould, Jeremy Piven, Jerry Ziesmer, Jim Ladd, Joan Cusack, Joanna Frank, John Cusack, John Hillner, John Mahoney, Johnny Green, Jonathan Chapin, Judy Prescott, Kim Walker, Lili Taylor, Lisanne Falk, Lois Chiles, Loren Dean, Montrose Hagins, Pamela Adlon, Patrick O'Neill, Philip Baker Hall, Polly Platt, Richard Portnow, Stephen Shortridge, Stone Gossard

Director: Cameron Crowe

The Promise has all the trappings of a sleazy crime drama, but there's a sense of innocence buried underneath all the dirt that helps set it apart. Even as Igor helps his father do the shadiest things to exploit the illegal immigrants under their care, you can see the boy slowly wake up to the realization that life can't just be a series of transactions, rewards, and punishments. As writers and directors, the Dardenne brothers present Igor's coming of age with frankness and without pretension—even when a hint of the mystical begins to compel him to tell the truth. It might not seem all that complex at first, but the details that make up this world are fully immersive from start to finish.

Genre: Drama

Actor: Frédéric Bodson, Jean-Michel Balthazar, Jérémie Renier, Norbert Rutili, Olivier Gourmet, Sophia Leboutte

Director: Jean-Pierre Dardenne, Luc Dardenne

Ben du Toit (Donald Sutherland) is a patriarch of an upper-class white family insulated from the roiling protests and violence in their suburban household outside of Johannesburg. When his gardener’s son is arrested, du Toit’s complacency is tested and he becomes embroiled in the devastating political reality outside the comforts of his gated world. 

Although it falls into the somewhat blemished category of films that center white protagonists when covering Black struggle, it does so with a piercing critical lens that confronts white denial and complicity. Euzhan Palcy’s direction is striking, depicting racism and violence with uncompromised clarity, while her unfettered dedication to getting this made even brought Marlon Brando out of retirement. Keep an eye out for him playing a beleaguered civil rights attorney - a role which notched him his final Academy Award nomination. 

Genre: Drama, Mystery

Actor: Andrew Whaley, Charles Pillai, David de Keyser, Donald Sutherland, Ernest Ndhlovu, Gerard Thoolen, Janet Suzman, John Kani, Jürgen Prochnow, Kevin Johnson, Leonard Maguire, Marlon Brando, Michael Gambon, Paul Brooke, Richard Wilson, Ronald Pickup, Rosemary Martin, Sello Maake Ka-Ncube, Susan Sarandon, Susannah Harker, Thoko Ntshinga, Winston Ntshona, Zakes Mokae

Director: Euzhan Palcy

Jane Campion’s biographical drama about the poet John Keats derives its name from one of the latter’s greatest love sonnets: Bright star, would I were stedfast as thou art… / Still, still to hear her tender-taken breath/ And so live ever—or else swoon to death.

Keats remains one of the most celebrated and adored Romantic poets. His writing challenged the poetic form, and revered the world for what it is at its best: wondrous, surprising, sublime. Ben Whishaw’s portrayal of Keats is rightfully distant, as we encounter the poet’s incredible aloofness through the perspective of interested suitor Fanny Brawne (Abbie Cornish). Brawne’s relationship with Keats was short but intense, providing great artistic inspiration and devastating devotion. Campion perfectly captures their fleeting relationship in this deft, crushing drama.

Genre: Drama, Romance

Actor: Abbie Cornish, Adrian Schiller, Amanda Hale, Antonia Campbell-Hughes, Ben Whishaw, Claudie Blakley, Edie Martin, Eileen Davies, Gerard Monaco, Jonathan Aris, Kerry Fox, Lucinda Raikes, Olly Alexander, Paul Schneider, Roger Ashton-Griffiths, Samuel Barnett, Samuel Roukin, Sebastian Armesto, Theresa Watson, Thomas Brodie-Sangster, Vincent Franklin

Director: Jane Campion

Rating: PG

It’s very interesting, if not startling, to see an earnest movie made about the white upper class these days. Metropolitan is one such film, and even though it was released in the ’90s, it still stands the test of time precisely because it neither judges nor defends the group of WASPs it follows. It simply shows them in all their elegance and sophistication, as well as their insulation and irony. 

Metropolitan takes place in the upper crust of New York debutante society, during Christmas vacation, where soirees are rampant and afterparties even more so. The young-adult leads who navigate the scene in their expensive clothes and self-important aura recall a Scott Fitzgerald novel, or if you like, Gossip Girl episode. But instead of falling into tragedies, these characters just end up in silly but relatable mishaps and misunderstandings: they’re just kids after all. And as high and mighty as they may seem, whiling away in tall Park Avenue apartments, they’re still prone to the universal pains that haunt and shape teenagers. Expect to see heartbreak, jealousy, and longing even among the brightest and wealthiest of New York. 

Genre: Comedy, Drama, Romance

Actor: Alice Connorton, Carolyn Farina, Chris Eigeman, Donal Lardner Ward, Francis Creighton, Isabel Gillies, Taylor Nichols, Thomas R. Voth, Will Kempe

Director: Whit Stillman

Rating: PG-13