For company documents it depends on your country. For a passport — never.
The route follows the document, not only the country. Corporate documents — an extract from the companies register, the resolution appointing a signatory — take the legalisation route the issuing country is on: apostille for Hague Convention members, consular legalisation otherwise, and neither where a mutual legal assistance treaty exempts documents from legalisation. Identity documents are simply presented; a passport is never apostilled, whatever the country.
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Part of the answer bank — 52 questions, each cited to the article it rests on.