The Four of Cups indicates a time of uncertainty and decision and a turning inward to find the Truth for which one is searching. The young man turns his eyes from all the cups, not only the ones representing the World. In this sense, he indicates the need to look deep into our Self to discover the answers we seek. External influences can be distracting and may not lead us to the goal we seek even if those influences purport to be of a spiritual nature. The young man is involved in the difficult process of Individuation and which can only occur in the solitude of his own spirit.
When you encounter the Four of Cups there is a sense that it is time for a re-evaluation of your situation and a need to look deep within your own psyche to find understanding.
You need to re-evaluate things. If you are bored or dissatisfied with the status quo, avoid distractions and examine your heart of hearts to gain clarity. “Crying over spilt milk” or saying, “I told you so” is not attractive.
The Four of Cups means disappointment in someone or in a situation. You may become tired of the same old struggle that has been carried on too long in the past. The end result may include disappointment in the final result.