Originally Posted by
CAPT Tee
AFAIK, only US Customs would be concerned about Cuban cigars, not TSA. If you are not flying in from outside the country, you should be OK.
I think you underestimate the desire of screeners to earn Eagle Eye Awards. Taking Cuban cigars thru a TSA checkpoint, even on a wholly domestic flight, is just askin' for trouble. TSA screeners have been known to call CBP when they suspect passengers are carrying more than $10k, and one could easily notify an LEO if they suspected a Cuban cigar.