Itinerary (pronunciation)

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Although the majority pronunciation of itinerary is recorded both in LPD and OED as having a first syllable like that in 'eye' and 'I', people with some knowledge of Latin may prefer to use the short '-i-' of the root, iter, 'a journey', genitive itineris (pronounced 'it-in-er-iss' in the British traditional pronunciation of Classical Latin), producing 'it-IN-er-air-y', IPA: /ɪ 'tɪ nə raɪ (or rə) rɪ/. Students are always advised to do what their teachers want them to do: those whose teachers are educated in the Latin language may find it tactful to use this older-fashioned pronunciation, rather than the more common 'eye-tin-er-air-y', IPA: /aɪ 'tɪ nə raɪ (or rə) rɪ/.

The noun 'an itinerary' means in general 'a written record of a journey' This is usually nowadays a plan for (future) travel; in the past it was often used for an account of (past) travel, sometimes as a guide-book. Some obsolete meanings are also recorded in OED: an itinerant; a portable altar; a prayer before setting out on a journey; and a surgical instrument.
As an adjective (rarely used in current English) , itinerary means 'travelling' or 'wandering'. Itinerant is currently preferred for this meaning.