Sail close to the wind

usgb
verb phrase

To do something risky or dangerous, especially to achieve a goal.

He is always sailing close to the wind with his finances.
Visual representation of "sail close to the wind" - To do something risky or dangerous, especially to achieve a goal

Often appears as...

  • always sailing close to the wind
  • dare to sail close to the wind

Usage tips

Idiomatic

Definition 1 of 3
Visual representation of "sail close to the wind"
LampPro Tip 1/3

Metaphorical Use

The phrase is often used metaphorically to describe risky actions in various aspects of life.

Illustration for Metaphorical Use
She always sails close to the wind with her aggressive business strategies.
LampPro Tip 2/3

Negative Connotation

The phrase may suggest a negative judgment, implying that someone is irresponsible or reckless.

Illustration for Negative Connotation
His habit of always sailing close to the wind finally led to his downfall.
LampPro Tip 3/3

Context Sensitivity

Use the phrase where the context hints at risk-taking; it might confuse in a literal or safe context.

Illustration for Context Sensitivity
Taking that shortcut through the woods at night? That's really sailing close to the wind.
Visual representation of the word "Sail close to the wind"

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