に別れを告げ

say goodbye to

→ に
phrase Rare #20,664
say goodbye to The に marks the person or people being addressed. Often sounds somewhat formal or literary; the phrase can also imply leaving someone or somewhere behind.
JA: 友達に別れを告げて、駅へ向かった。
EN: I said goodbye to my friends and headed to the station.

に別れを告げ彼女は家を出た

She said goodbye to him and left the house.

彼は家族に別れを告げニューヨーク行きの飛行機搭乗した

He said goodbye to his family and boarded a plane bound for New York.