Itterasshai means "Take care," "Have a good day," or "Please go and come back." This is the response given to someone who says "Itte kimasu." It's a warm send-off, wishing them a safe return. Parents often say this to their children as they leave. "気をつけてね、行ってらっしゃい!" (Be careful, have a good day!).
「行(い)ってきます」と 言(い)った 人(ひと)に 対(たい)して 言(い)う 言葉(ことば)です。 無事(ぶじ)に 帰(かえ)ってくることを 願(ねが)う 気持(きも)ちです。「行(い)ってらっしゃい!」
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