I was on a cruise in December, from the UK to Fort Lauderdale. The last stop on the cruise before reaching Fort Lauderdale was Nassau, and there are a whole lot of cigar stores there. Some reputable, some not so much. I went in to one of the more reputable ones, and there was a guy in there buying a LOT of Cubans.
I bought just one, which I was going to smoke outside the store, before going back to the ship. While I was standing there, the big spender came out of the store and I asked him how he was planning to get them in to the US, and he just said "Ive done it many times, I've never had a problem". He must have balls of steel (as well as a massive bank balance) because he had about 7 or 8 boxes of cigars and they were definitely genuine and definitely Cuban.