Pretty much the only way to find good cigars is to smoke cigars. It's kind of like beer that way. What would be ideal is to take notes in the beginning. That way you can remember what specific cigars you liked as well as trends.
But also pay attention to the flavor descriptions in the advertisements (it's a quick online check on your smart phone). I hate pepper/spice and cedar notes, others like them. I prefer lower flavor notes (I equate pepper/spice to high notes) like leather, nuttiness, chocolate, coffee, cream and the like. I almost always smoke maduros (dark wrapper) which are almost always medium to full on the flavor range.
For me, lighter cigars can be excellent but they need to produce lots of smoke. I hate puffing on a cigar and getting little whisps.