The 5 Best Road Movies of the 21st Century, Ranked

By Adam C. BetterSep 9, 2024 08:26 AMFilms
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The 5 Best Road Movies of the 21st Century, Ranked
Sideways (2004). Source: media-amazon.com

Road movies have been a significant film sub-genre since cinema's inception. These films center on characters embarking on extended journeys, leading to important personal changes and shifts in their perspectives. The 21st century has produced a multitude of remarkable road films. Many resonate with audiences and have attained classic status. This list features a mix of independent films, comedies, and animated works, celebrated for their contributions to the genre.

5. Almost Famous (2000)

"Almost Famous" is Cameron Crowe’s renowned film, showcasing a talented cast led by Patrick Fugit, Billy Crudup, and Kate Hudson. This semi-autobiographical story chronicles the life of teenager William Miller, who travels with an emerging rock band while writing for Rolling Stone. The film captures the vibrant spirit of the 1970s, mixing nostalgia with sobering realities. It serves as a lively yet reflective coming-of-age narrative surrounding themes of ambition and fame. Its iconic soundtrack enriches the experience, while memorable performances, particularly from Hudson, illustrate a time when dreams felt limitless.

4. Little Miss Sunshine (2006)

The 2006 tragicomedy "Little Miss Sunshine" features one of the most impressive ensemble casts of the decade. Renowned actors Greg Kinnear, Toni Collette, Steve Carell, Alan Arkin, Paul Dano, and Abigail Breslin portray the dysfunctional Hoover family during their road trip to a child beauty pageant. This film is a significant example of contemporary independent cinema. It delivers a mixture of humor, poignancy, and criticism of societal norms about family. The exceptional script paired with Oscar-nominated performances from Arkin and Breslin amplify its emotional impact.

3. Sideways (2004)

Alexander Payne's 2004 road comedy "Sideways" stars Paul Giamatti, Thomas Haden Church, Sandra Oh, and Virginia Madsen. The narrative follows friends Miles, a despondent writer, and Jack, an aging actor. They take a trip to California's Santa Barbara wine country to celebrate Jack's upcoming wedding. "Sideways" offers a clever exploration of middle-age challenges wrapped in Payne's signature humor and wit. The stellar performances by Church and Madsen, both nominated for Oscars, enhance its exploration of human connections and personal crises, solidifying it as a remarkable film.

2. Drive My Car (2021)

"Drive My Car," a 2021 road drama by Ryusuke Hamaguchi, presents itself as a contemporary masterpiece. The story explores the complex relationship between aging actor and director Yūsuke Kafuku and his 20-year-old chauffeur, Misaki Watari. Adapted from Haruki Murakami's short story, this film delves into themes of identity, sorrow, and acceptance. Although it has a lengthy runtime, it delivers a rewarding, deeply impactful experience layered with symbolism and introspective richness that resonates with viewers.

1. Y Tu Mamá También (2001)

Alfonso Cuarón's 2001 coming-of-age drama "Y Tu Mamá También" represents a pivotal moment in Mexican cinema. The narrative follows the journey of two teenage boys and a twenty-something woman as they embark on a road trip to the fictional beach, Boca del Cielo. The film offers a candid reflection of Mexican political climate amid societal turbulence. It explores key themes of youth, growth, and the dynamics of social relationships. With its emotionally intense and intelligent storytelling, "Y Tu Mamá También" stands as a road movie that infuses significant meaning into every scene.

Earlier, SSP told about all Harry Potter movies: ranked from worst to best.

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