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Vanilla Sky (2001)

TL;DR: Vanilla Sky (2001) rates 7 out of 10 on the rewatch scale. Tom Cruise as a rich publisher whose face is destroyed in a car crash and whose reality stops making sense. An American remake of a Spanish film, divisive on release, and better than its reputation.
Vanilla Sky (2001)
7 / 10

Vanilla Sky was mocked in 2001 and it doesn’t deserve that. It’s a strange, ambitious film that doesn’t entirely work, and its failures are more interesting than most films’ successes.

Cameron Crowe wrote and directed it, remaking Alejandro Amenábar’s Open Your Eyes from 1997. I give it a 7.

The Premise

David Aames inherited a publishing empire and coasts on charm. He meets a woman at a party, spends a night talking with her, and the next morning a former lover drives him off a bridge. He survives with his face ruined, and from there the film starts coming apart: memories contradict each other, people change identity, and David finds himself accused of a murder he doesn’t remember.

The Opening

He wakes, drives to work and finds Times Square completely empty. Crowe closed it for a few hours on a Sunday morning to shoot it, and it’s one of the most striking images of the decade.

The Cruise Performance

This is one of Cruise’s riskiest roles. He spends much of the film behind a prosthetic mask or a ruined face, playing a man whose entire currency was being handsome. The breakdown scenes are genuinely uncomfortable, and he was mocked for them at the time.

The Cast

Penélope Cruz plays the same role she played in the Spanish original, a strange choice that works. Cameron Diaz is the best thing in the film as the woman David discards, and her line about a body making a promise whether it means to or not is the most quoted in it. Kurt Russell is the psychiatrist, and Jason Lee is the friend who watches it all.

The Problem

The explanation. When it arrives, it’s delivered in a long expository scene on a roof, and no ending could carry the weight the film has built. Open Your Eyes handles the same reveal more economically. The Crowe version is prettier, sadder and clumsier.

Craft Note

Craft Note

Vanilla Sky makes its audience share the hero’s confusion by never marking which scenes are real. The trouble comes when the film has to explain, and explanation is the enemy of that effect.

If your story’s pleasure is uncertainty, plan the landing before you take off.

Is Vanilla Sky worth watching?

Yes. It’s a 7, an ambitious, uneven film with real images in it. Watch Open Your Eyes too and see which ending you prefer.

Frequently Asked Questions

Who directed Vanilla Sky (2001)?
Cameron Crowe.
Is Vanilla Sky a remake?
Yes, of Alejandro Amenábar’s 1997 Spanish film Open Your Eyes.
Is Penélope Cruz in both versions?
Yes. She plays the same role in the Spanish original and the American remake.
How was the empty Times Square scene filmed?
The production closed Times Square for a few hours on a Sunday morning.
What is Vanilla Sky about?
A wealthy publisher’s face and life are destroyed in a car crash, after which his perception of reality begins to break down.
Is Open Your Eyes better than Vanilla Sky?
Many think so. It handles the same story more economically, though the remake has striking images of its own.
Is Vanilla Sky worth watching?
Yes. It’s flawed and ambitious, and better than its reputation.

This film appears on one of my film lists