18 Movies Like Vanilla Sky (2001)

“What is happiness?” is one of those philosophical questions that seem destined to go unanswered, one that, when asked, starts a debate that splinters into smaller debates, all of which lead to nowhere. This film is sort of an embodiment of that question, but instead of being vague and pointless, it revels in mystery and multitudes. What is happiness? We follow five different people who attempt to answer that in their own ways. 

It might seem gimmicky to try to link strangers’ lives with the concept of happiness,  but in the hands of a brilliant director and ensemble, it becomes a treat. With its deeply human characters, smartly structured plot, and eloquent dialogue, Thirteen Conversations About One Thing is a rare gem of a film, as perceptive as it is poignant. 

Genre: Drama

Actor: A.D. Miles, Alan Arkin, Alex Burns, Allie Woods, Allie Woods Jr., Amy Irving, Avery Glymph, Barbara Andres, Barbara Sukowa, Beth Shane, Brian Smiar, Charlie Schroeder, Clea DuVall, Daryl Edwards, David Connolly, Deirdre Lovejoy, Dion Graham, Eliza Pryor Nagel, Elizabeth Reaser, Fernando López, Frankie Faison, Gammy Singer, James Murtaugh, James Yaegashi, Jeff Robins, Joel Marsh Garland, John Turturro, Joseph Siravo, Leo V. Finnie III, Malcolm Gets, Matthew McConaughey, Melissa Maxwell, Miles Thompson, Paul Austin, Paul Klementowicz, Peggy Gormley, Phyllis Bash, Richard Council, Rob McElhenney, Robert Colston, Robertson Carricart, Shawn Elliott, Sig Libowitz, Tia Texada, Victor Truro, Walt MacPherson, William Severs, William Wise

Director: Jill Sprecher

Rating: R

Michael Douglas plays Grady Tripp, a craggy, lovable English professor struggling to finish the follow-up to a very successful first novel. It has taken him 7 years, and it's an obvious metaphor for his ridiculous life. The character navigates various tragicomic dilemmas with a stellar supporting cast including Frances McDormand, Tobey Maguire, and Katie Holmes. His editor is Robert Downey Jr. and his nemesis is Rip Torn. Bob Dylan wrote the theme song. How do you not love this movie? It's one of those films that feels like a warm, cozy house (despite the fact that it takes place in a Pittsburgh winter), and it's a great blend of humor and drama.

Genre: Comedy, Drama

Actor: Alan Tudyk, Bingo O'Malley, Charis Michelsen, Elisabeth Granli, Frances McDormand, George Grizzard, James Ellroy, James Kisicki, Jane Adams, John W. Iwanonkiw, Katie Holmes, Kelly Bishop, Michael Cavadias, Michael Douglas, Philip Bosco, Richard Knox, Richard Thomas, Rip Torn, Rob McElhenney, Robert Downey Jr., Sean King, Tobey Maguire, Victor Quinaz, Yusuf Gatewood

Director: Curtis Hanson

Rating: R

The story that Whale Rider tells is a familiar one: that of a young girl challenging the expectations of a patriarchal community in order to claim her rightful place in a position of authority. But this isn't a superficial girl-power movie; writer/director Niki Caro maintains the utmost reverence for this Māori community, even if its customs might not appear fair to an outsider's point of view. It's a film full of realistically flawed people, whose struggles are all borne from a common love for their culture in their little corner of the world. What could have been generic and simplistic is made beautiful—especially thanks to a truly moving performance from Keisha Castle-Hughes, who at the time became the youngest nominee for the Best Actress Oscar.

Genre: Drama, Family

Actor: Cliff Curtis, Grant Roa, Keisha Castle-Hughes, Mana Taumaunu, Rachel House, Rawiri Paratene, Tahei Simpson, Tammy Davis, Taungaroa Emile, Vicky Haughton

Director: Niki Caro

It’s always tricky translating literature to screen. In Shortcomings’ case, it struggles to make its Berkeley and New York settings appear more lived-in than just a few postcard-like frames. You could also tell that the conversations it stirs up about things like representation and mixed-race relationships began in the early aughts, when the novel it was adapted from was first released. But those lapses are small and forgivable in the face of a lovely ensemble cast and a whipsmart script. It also takes a special kind of skill to make a character as fiercely unlikeable as Ben (Min) watchable, to hold up a mirror to the audience and make them stay. Thankfully, it's a skill that Tomine and first-time director Randall Park display with such grace. Ben, Alice (Sherry Cola), and Miko (Ally Maki) are flawed and often pathetic, but they’re also honest reflections of who we become when the demands of self-preservation and romantic openness clash. It’s a little unnerving to hear them verbalize what we've always feared about ourselves, but it’s also exhilarating, not to mention comforting, knowing that we're not alone in feeling this way. Shortcomings works because it doesn't confine itself to genre: it's a character study first, and a romantic comedy second.

Genre: Comedy, Drama, Romance

Actor: Adam Enright, Adrian Tomine, Ally Maki, Boran Anh, Daniel Hank, Debby Ryan, George Deihl Jr., Jacob Batalon, Jess Nahikian, Justin H. Min, Melanie J. Newby, Mike Cabellon, Nikhaar Kishnani, Randall Park, Ronny Chieng, Scott Seiss, Sheldon Best, Sherry Cola, Sonoya Mizuno, Stephanie Hsu, Tavi Gevinson, Theo Iyer, Timothy Simons

Director: Randall Park

Rating: R

Mike Mills has always had an obsession with childhood and parenthood, often honing in on the beautiful, frustrating, and inevitable mess that comes with them. C’mon C’mon is no exception, but here, Mills blurs the lines between the two even more. Sometimes the kid acts more like an adult, and the adult more like a kid; sometimes the uncle acts as a surrogate mother, and the mother (unsurprisingly) takes on the role of an everywoman, attempting to be breadwinner, caretaker, and friend all at once. 

C’mon C’mon has no allegiances; it simply shows us the dynamics between one family and mirrors what we already know about ours. Shot in black and white, grounded in simple conversations, and interwoven with moving essay excerpts and real interviews, C’mon C’mon feels at once personal and universal; a moving feat of a film.

Genre: Drama

Actor: Artrial Clark, Brandon Rush, Callan Farris, Cooper Jack Rubin, Deborah Strang, Elaine Kagan, Gabby Hoffman, Gaby Hoffmann, Gita Reddy, Jaboukie Young-White, Jenny Eliscu, Joaquin Phoenix, Joseph Bishop, Kate Adams, Keisuke Hoashi, Mahfuzul Islam, Mary Passeri, Molly Webster, Scoot McNairy, Sunni Patterson, Todd D'Amour, Woody Norman

Director: Mike Mills

Rating: R

Sophie Compton and Reubyn Hamlyn's British-American documentary about the harm of deepfakes won the SXSW Special Jury Award for its innovative storytelling and deservingly so. The two filmmakers use a clever and considerate way to let a young woman fictitiously named Taylor share her story of how she found deepfake pornography of herself online. With testaments, desktop form reconstructions, and lots of deepfakes, Compton and Hamlyn alert the audience to how terrifyingly widespread this kind of abuse is, and even more: how unregulated it is. Across the globe and 48 US states deepfake pornography is legal to make and spread, while victims remain helpless and unprotected. More than 90% of them are women. These chilling statistics are only part of the reason this documentary takes an activist stance and wants to raise awareness against the uncontrolled spread of face-swapping algorhythms amidst heated discussions around AI and ethics.

Genre: Documentary

Director: Reuben Hamlyn, Sophie Compton

Rating: NR

Film direction—at least in the traditional sense—is all about establishing control. In Even the Rain, however, the crew led by director Sebastian faces a problem larger than what they can manage when they become embroiled in a local conflict over water supply while shooting a period film in Bolivia. The situation escalates into a violent uprising between the residents and the Bolivian state forces, which then endangers the completion of Sebastian’s film.

Even the Rain exposes the hypocrisy of urban filmmaking, questioning its exploitative and selfish tendencies. “Some things are more important than your film,” the actor Daniel bluntly tells Sebastian in one scene. This meta-commentary extends to the audience and encourages us to reevaluate the importance we put into films, especially with regards to the current socio-political context.

Genre: Drama, History

Actor: Antonio Mora, Carlos Santos, Cassandra Ciangherotti, Dani Curras, Daniel Currás, Daniel Currás, Ezequiel Díaz, Gael García Bernal, Juan Carlos Aduviri, Karra Elejalde, Leónidas Chiri, Leónidas Chiri, Luis Bredow, Luis Tosar, Milena Soliz, Najwa Nimri, Pau Colera, Raúl Arévalo, Sonia Ovando, Vicente Romero, Vicente Romero Sánchez

Director: Icíar Bollaín

Rating: Not Rated

Welcome to the Dollhouse tells the story of Dawn, an unpopular seventh-grader mercilessly bullied at school and ignored at home. Her day-to-day is painful to watch; her classmates make fun of her, her teachers never believe her, and her parents punish her, blatantly favoring her other siblings over her. But all this she puts up with, as if going through the murky in-between stage that is adolescence isn't confusing enough. Dawn finds no respite elsewhere, except perhaps in her friend Ralphy (another target of bullying) and her crush, the high schooler Steve.  

A Sundance jury winner back in '96, Welcome to the Dollhouse is as darkly funny as it is grim. It takes on a deadpan approach in handling its more serious topics; it doesn't make fun of them so much as it shines them in a new and blinding light. It's difficult to look away from this frank and well-balanced film; a sure good watch for anyone curious to know what it's really like to be a teenage loner.

Genre: Comedy, Drama

Actor: Angela Pietropinto, Bill Buell, Brendan Sexton III, Christina Brucato, Christina Vidal, Daria Kalinina, Elizabeth Martin, Eric Mabius, Heather Matarazzo, Ken Leung, Matthew Faber, Molly Howe, Rica Martens, Richard Gould, Siri Howard, Stacey Moseley, Teddy Coluca, Telly Pontidis, Victoria Davis, Will Lyman

Director: Todd Solondz

Rating: R

Hassan Fazili and Nargis Fazili are two filmmakers who, faced with death threats, escape their home in Afghanistan and start a journey to Europe that millions of others have taken over the past few years. But unlike most others, the Fazilis filmed everything on their way.

The result is not only a portrayal of the dangers they go through but it's also about less obvious and possibly more common aspects of the refugee experience. It's about the wait in refugee centers (that can last many years), the anticipation and also what it means to do all of this with children. Because watch out for the little Fazilis, who travel with their parents, for they will steal your heart.

Genre: Documentary

Director: Hassan Fazili

Rating: Not Rated

A residential dispute spirals out of control into full, xenophobia-fueled tragedy in this straightforward and elegantly made film that comes from a now-bygone era of mid-budget dramas for adults. House of Sand and Fog may come off as excessively bleak to viewers today, but it manages to capture a very particular mood of paranoia and distrust common in post-9/11 American cinema. And if nothing else, the film is worth watching for a trio of powerful performances that never resort to overacting: from Iranian actress Shohreh Aghdashloo, English screen legend Ben Kingsley, and an always compelling Jennifer Connelly, who was arguably at the peak of her career in the early 2000s.

Genre: Drama

Actor: Aaron Frazier, Aki Aleong, Al Rodrigo, Andre Dubus III, Ashley Edner, Ben Kingsley, Bonita Friedericy, Brian Reed Garvin, Carlos Gómez, Cooper Thornton, Dan Brinkle, David Carrera, Dennison Samaroo, Elton Ahi, Frances Fisher, Frank Gallegos, Izabella St. James, Jennifer Connelly, Joe Howard, Jonathan Ahdout, Joyce Kurtz, Karl Makinen, Ken Kerman, Kia Jam, Kim Dickens, Marco Rodriguez, Mark Chaet, Matthew Waite, Max Jansen Weinstein, Michael Papajohn, Namrata Singh Gujral, Nasser Faris, Navi Rawat, Pamela Shaddock, Ray Abruzzo, Ron Eldard, Scott Kinworthy, Scott N. Stevens, Shani Rigsbee, Shohreh Aghdashloo, Spencer Garrett, Tom Reynolds, Zoran Radanovich

Director: Vadim Perelman

For better or worse, The Reason I Jump isn't a documentary made for autistic viewers but for a neurotypical audience that may not be very knowledgeable about autism. This means the film doesn't really offer anything new to the conversation, and it misses the opportunity to truly let its main characters express themselves in their own unique ways, uninterrupted. That said, The Reason I Jump still structures itself smartly (with stunning filmmaking to boot) by having each of its five characters introduce us to different aspects of the autism experience, from sense and memory to communication and community.

Genre: Documentary

Actor: David Mitchell, Donna Budway, Emma Budway, Jeremy Dear, Jordan O'Donegan

Director: Jerry Rothwell

Shattered Glass tells the unbelievably true story of Stephen Glass, a popular and promising young journalist at The New Republic. Stephen's storytelling skills are sought out not just by his admiring colleagues but by other publications as well, so when a rival journalist from Forbes finds holes in one of Stephen's stories, no one takes the accusation seriously at first—except perhaps for Charles Lane, Stephen's editor. Immune to Stephen's charms, Charles digs for the truth and tries, despite an alarming lack of support, to pursue what's right.

Set in the '90s, Shattered Glass may be a throwback to old-school journalism, but its ideas about the integrity of facts still hold water, especially in an age fraught with rampant disinformation.

Genre: Drama, History

Actor: Andrew Airlie, Bill Rowat, Brett Watson, Brittany Drisdelle, Caroline Goodall, Cas Anvar, Chad Donella, Chloe Sevigny, Christian Tessier, Hank Azaria, Hayden Christensen, Howard Rosenstein, Isabelle Champeau, Jamie Elman, Linda E. Smith, Louis-Philippe Dandenault, Luke Kirby, Lynne Adams, Mark Blum, Mark Camacho, Melanie Lynskey, Michele Scarabelli, Morgan Kelly, Owen Roth, Pauline Little, Peter Sarsgaard, Pierre Leblanc, Rosario Dawson, Russell Yuen, Simone-Elise Girard, Steve Zahn, Ted Kotcheff, Terry Simpson

Director: Billy Ray

Rating: PG-13

Widely considered as the dawn of Chinese animation, Big Fish & Begonia frankly isn’t as outstanding as Japan’s Spirited Away, but it does share some of its charms. The awe-inspiring natural spirit world looks something akin to the worlds of Studio Ghibli, as well as the cute creatures, this time in dolphin-fish form. Even those unfamiliar with Chinese mythology can recognize the folklorish elements in the story, particularly the magic that feels reminiscent of Little Mermaid, and as each of the teen protagonists makes a sacrifice, it still tugs at the heartstrings. It’s not perfect, and the third act does get a tad convoluted, but Big Fish & Begonia still works emotionally as an homage to Chinese folklore.

Genre: Adventure, Animation, Fantasy

Actor: Ji Guanlin, Jie Zhang, King Shih-Chieh, Pan Shulan, Su Shangqing, Timmy Xu, Xue Lifang

Director: Liang Xuan, Zhang Chun

Rating: PG-13