To dream of saying goodbye may represent an old relationship, situation, or phase of your life that you are letting go of. It may also reflect bad habits you are moving on from. Letting go of worries in your life. Approaching a new stage of your life.
Negatively, to dream of saying goodbye to someone may reflect feelings of loss or abandonment. It may also represent a feelings of carelessness with something special. Having had an opportunity within reach or then losing it.