I think the top specific experiences that would indicate a person has lived their life to the fullest would be as unique as an individual is his or her self.

When I think of a person who has lived their life to their fullest - usually said after they've died, or at least towards the end of one's life - I think of a person who has not held back on trying things. That they went for those experiences which were exciting to them, despite any fear of trying to do them. Despite any hefty expenses involved. Sometimes a too careful person misses out on experiences because of their cautionary nature.

There are all kinds of things that come to mind as perhaps making the top 5 specific experiences of living life to it's fullest. It would depend on the person. So I'll just list mine, in no particular order.

Exploring the mind through psychedelics.
Living in a third world country for a few years (India).
Learning flying trapeze and continually striving to improve upon my flying skills.
Being in love.
Seeking spiritual truth and awareness.