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

Metaphorical Use

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

Negative Connotation

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

The phrase emphasizes actions on the borderline of legality or ethics, not clearly over it.

What 'sails close to the wind' can depend on personal or cultural views on ethics and legality.

Using the phrase may be a subtle way to caution someone about their risky behavior.

In sailing, the phrase describes a precise technique used to navigate efficiently.

It indicates advanced sailing knowledge and the skill of the sailor.

Remember, this technical term isn't usually used in everyday conversation unless talking about sailing.