How do you tell, by looking at the bottle, which wine is going to be great versus what's going to be crap? Certainly the price tag is a great place to start. Bargain bin wines are generally in the bargain bin for a reason.
There are too many variables to answer you question easily. If you typically look for your cigars in the bargain bin, chances are pretty good you'll smoke some crap cigars. Then again - there's nothing like finding a diamond in the cesspool!
The best advice I can give - find a handful of cigar brands you really like and keep those on hand. That way while you're smoking through the bargain bin cigars and fire up a real crap smoke - at least you can pull one of the good ones out to save what would have been an otherwise crap experience.
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