I've been smoking cigars for several years now, and still cannot tell you about most of them. The market is vast and varied.
My current go to smokes are Brickhouse for a 'regular' cigar, and Drew Estate Ambrosia for a light and fragrant, almost 'sweet', smoke.
The CAO Brazilia pictured above it a damn fine one. Drew Estate Java is really nice too, but the Java Mint was just too much - would not recommend.
I have to give a shout out to Corona Cigar for service (one of the few places I can still find the Ambrosia cigars). They made a mistake in my favor (I ordered 5 samples of another brand, they sent 5 boxes). I didn't have the humidor space, or the conscious, to keep them (more of the former maybe). When I told them and returned the mistaken shipment, they filled my mailbox with goodies in appreciation. Good folks there.