
10 Best Movies Like Sideways
If you loved Sideways, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

Under the Tuscan Sun
Why watch this? A perfect follow-up to Sideways for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
Frances Mayes, a 35-year-old professor and writer from San Francisco, decides to take a tour of Tuscany following a difficult divorce. After impulsively buying a run-down villa in ...

The Spectacular Now
Why watch this? A perfect follow-up to Sideways for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.
Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her...

Just Like Heaven
Why watch this? A perfect follow-up to Sideways for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
Shortly after David Abbott moves into his new San Francisco digs, he has an unwelcome visitor on his hands: winsome Elizabeth Masterson, who asserts that the apartment is hers -- a...

Playing It Cool
Why watch this? A perfect follow-up to Sideways for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
A young man meets and instantly falls in love with an engaged woman....

Sacramento
Why watch this? A perfect follow-up to Sideways for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.
When free-spirited Rickey suddenly reappears in father-to-be Glenn’s life, the two former best friends embark on a spontaneous road trip from LA to Sacramento....

Waiting to Exhale
Why watch this? A perfect follow-up to Sideways for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.
Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants ...