Take the old rule of "If it's too good to be true it probably isn't" If you're going to the carribbean and you're going to a well established B&M you'll pay for the confidence it's real. If you're buying it off the street then you better be a knowledgeable buyer. Not to say a B&M may get a shady shipment but the only issues I normally I have is je ne parle pas francais. Well a little to know when they're speaking about americans
Even Canada. You can buy CC up there but the amount of tax put on the cigar may not make it as attractive or more prone to forgery.