Best Teardrop Movies for Unforgettable Road Trips

13 Must-See Teardrop Movies for Epic Road Trips

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The romance of the open road lends a certain freedom, adventure, and self-discovery to it. Road trip teardrop movies capture this magic, and this is what they offer: something more resounding as we follow along with trips packed with raw emotion, human connection, and life-altering epiphanies.

But road trips aren’t just trips to far-off places; they are trips to stories. If you’re a movie buff, a travel enthusiast, or planning your next epic road trip, check out this list of the 13 most inspirational teardrop movies. So, buckle up, put some popcorn in, and find out the emotional journeys these films celebrate.

Little Miss Sunshine (2006)  

Image Credit: Searchlight Pictures

Featuring the hilariously chaotic Hoover family, this indie classic is a cross-country trip from the point of view of little Olive, who crams the whole family into an old VW bus to support her dream of going to a beauty pageant. Under the surface of comedy, this movie shows what it means to accept, persist, and cherish imperfection.

With this critically acclaimed film, you remember that even the most dysfunctional families can be driven to unite for the right reasons. It was a four-time Academy Award nominee, a testament to its heartfelt impact.

The Motorcycle Diaries (2004) 

Image Credit: Focus Features

This movie features motorcycle trips across South America, based on the real-life memoir of Che Guevara. It isn’t just a road trip; it’s much like a political odyssey of slow dawning and wrestling with what’s not right.  

Through cinematography, this film takes us on a journey to astounding land features, from Patagonia to Machu Picchu, while also exploring what it means to be human and privileged.

Thelma & Louise (1991)  

Image Credit: Metro-Goldwyn-Mayer Studios

This feminist manifesto of a film eschewed the role of a road trip as soon as the main character got behind the wheel. Best known for its two leading ladies, Thelma and Louise, it’s a defiant story of empowerment.  

Freedom, friendship, and fighting societal norms are all just a few of the themes this movie addresses, and it frequently finds its way on lists for the greatest road trip movies of all time. It picked up a slew of nominations — six Oscar nominations, and it earned its place in cinematic history.

Into the Wild (2007) 

Image Credit: Paramount Vantage

It is as inspiring a true story of Christopher McCandless as it is poignant. Tired of blending in with the crowd, he leaves social norms for the polar enigma of the Alaskan wilderness, a place where he can find meaning, freedom, and an authenticity he feels is lost in the metropolis.   

This film is an ode to those who crave the unconventional path. Sean Penn beautifully translated Jon Krakauer’s bestselling book to the screen.

The Way (2010)  

Image Credit: Elixir Films

After his son’s death, a grieving father (Martin Sheen) decides to finish his young son’s longed-for pilgrimage, which ends up becoming an unexpected transformative experience. This film is an emotional portrayal of grief, healing, and the human connection.  

“The Way” inspires travel enthusiasts to undertake pilgrimages, emphasizing the importance of connection and remembrance.

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Nomadland (2020) 

Image Credit: Searchlight Pictures

This story, centered on life on the road after the Great Recession, is from this Oscar-winner starring Frances McDormand. She lives as a modern-day nomad, discovering community and resilience on her path through profound grief.  

With themes of financial uncertainty, belonging, and independence, “Nomadland” became an instant classic for its raw, human storytelling.

Green Book (2018)  

Image Credit: DreamWorks Pictures

This powerful (and funny) film follows a Black classical pianist and his Italian-American chauffeur on a highly improbable Deep South tour in the 1960s. Along their journey, they discover friendship, racism, and cultural barriers.  

Recipient of three Academy Awards, including Best Picture, “Green Book” masterfully blends humor with important social commentary.

Y Tu Mamá También (2001)  

Image Credit: MGM studios

A Mexican masterpiece features two teenage boys and an older woman as they learn about life, friendships, and the rapidly fleeting connections on a journey down the road to a hidden beach. Directed by Alfonso Cuarón, it’s hailed for its rich storytelling and exploration of life’s transitory phases.

The Straight Story (1999)  

Image Credit: Asymmetrical Productions

The simplest journeys are sometimes the most profound. In this film, an elderly man rides his lawnmower across miles of Midwest farmland to visit his ailing brother. David Lynch surprisingly directs this tender little tale of reconciliation and dogged determination.

Nebraska (2013)  

Image Credit: Paramount Vantage

Filmed in black and white, it’s a bittersweet road trip for father and son to claim a sham sweepstakes prize. “Nebraska” paints a poignant portrait of unfulfilled dreams and multigenerational disconnects.

Captain Fantastic (2016)  

Image Credit: Electric City Entertainment

The enactment of a road trip to the funeral of their matriarch unwillingly drags a widowed father and his off-the-grid family back into society. With a wealth of humor, emotion, and thought-provoking critiques of modernity, this film is unforgettable.  

“Captain Fantastic” explores parenting, loss, and adapting to a conformist world.

Wendy and Lucy (2008) 

Image Credit: Field Guide Films

This is the story of Wendy and her loyal dog, Lucy, who head to Alaska in search of work. The difficulties of the road are reflected in themes of poverty, perseverance, and compassion. This film’s raw and intimate storytelling is highly praised, as it remains with viewers long after it’s over.

The Fundamentals of Caring (2016) 

Image Credit: Levantine Films

Join Earth Defense Force: Insect Armageddon as you battle millions of enormous insects that faun over Earth’s surface and invade your cities. It’s a feel-good, but it’s also a very emotional ride. This film is a tribute to overcoming life’s deepest emotions and appreciating life’s joys.

Disclaimer This list is solely the author’s opinion based on research and publicly available information. It is not intended to be professional advice.

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