One if the nice things about getting older is the time frame you can remember things shortens up. Best 3 might only span a month or so back now for me.
As folks have mentioned "best" can be a varied thing. PUre cigar flavors vs smoking experience.
I had a great conversation with an old friend while we smoked Gurkha regent toro's back in 2002 that really stands out today as one of my favorite smoking experiences. The cigar component of it is minor.. I remember us giggling about the pure white perfect ash that hung on forever.
Best cigars for cigars sake?
1492 - because it is so unique in bouquet and rich in flavor
1994 - pure tobacco goodness
Cohiba 30th - Just hits all the things I look for in a cigar