Two men reaching middle age with not much to show but disappointment embark on a week-long road trip through California's wine country, just as one is about to take a trip down the aisle.

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Won 1 Oscar. Another 119 wins & 78 nominations. See more awards »

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Cast

Cast overview, first billed only:
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Mrs. Erganian (as Shaké Toukhmanian)
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Mike Erganian (as Duke Moosekian)
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Miles's Building Manager
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Gary the Bartender
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Stephanie's Mother
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Frass Canyon Pourer
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Storyline

Miles is a failed writer living a meager existence in San Diego as an English teacher. With his career seemingly fading and the fate of a book hinging on a publisher's decision, Miles is depressed with himself and what he hasn't achieved. Jack is a television actor whom some recognize but not many do, as if he were a minor actor who got a taste of success. With his best friend Miles, the two embark on a road trip through California's wine country. Miles wants to give his friend a nice sendoff before married life, while Jack simply wants to have a fling beforehand. As they're both nearing middle age with not much to show for it, the two will explore the vineyards while ultimately searching for their identities. Written by mystic80

Plot Summary | Plot Synopsis

Taglines:

In search of wine. In search of women. In search of themselves.

Genres:

Comedy | Drama | Romance

Motion Picture Rating (MPAA)

Rated R for language, some strong sexual content and nudity | See all certifications »

Parents Guide:

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Details

Official Sites:

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Country:

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Language:

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Release Date:

21 January 2005 (USA)  »

Also Known As:

Entre copas  »

Box Office

Budget:

$12,000,000 (estimated)

Opening Weekend:

$207,042 (USA) (22 October 2004)

Gross:

$71,502,303 (USA) (13 May 2005)
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Company Credits

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Technical Specs

Runtime:

Sound Mix:

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Color:

Aspect Ratio:

1.85 : 1
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Did You Know?

Trivia

George Clooney campaigned for the part of Jack, but Alexander Payne thought Clooney was too big a star. However, Clooney got to play the lead in Payne's next full feature, The Descendants (2011). See more »

Goofs

As the duo make their quick getaway from Miles' mother's house, notice he's wearing white loafers. Later, as he's getting dressed for the dinner date in the hotel room, he informs Jack he's only brought his brown shoes along for the trip. See more »

Quotes

[first lines]
Miles Raymond: Fuck.
See more »

Crazy Credits

Editorial Cat - Lulu See more »

Connections

Referenced in Rich Hall's Continental Drifters (2011) See more »

Soundtracks

FEARLESS LOVE
Written by Dillon O'Brian
Performed by Bonnie Raitt
Courtesy of Capitol Records
Under license from EMI Film & Television Music
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Frequently Asked Questions

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User Reviews

 
Strong Acting, Character Development and Dialogue
29 November 2004 | by (United States) – See all my reviews

I love movies like Sideways for many reasons. One may be that I will never see a commemorative Sideways bottle of wine or the Sideways happy meal at McDonald's. My point is that Sideways is a great movie and nothing more. It doesn't rely on blockbuster star power. It doesn't need flashy special effects or gimmicks. Paul Giammatti performs flawlessly as a flawed and deeply troubled character. I found myself forgetting he was acting. I only saw the character he was playing and became engrossed by his presence. Thomas Haden Church offers a very nice contrast by playing what appears to be a two-dimensional, sophomoric, womanizer. The story is simple and focuses more on character development. It is easy to connect with each of the main characters. They may not be likable but what they are is human. If you can't relate to them personally, they remind you of a family member or close friend. Overall, this film is for those who like movies based in reality, which as you will see can produce some of the most bizarre and comical situations of all. If you like movies with jokes you don't have to think about (Who doesn't from time to time) don't worry, this film has a surprisingly high amount of low brow, immature, vulgar humor, mixed with the dry and subtle. Give it a try. 9/10


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