I can't wait to hit the cigar factories... Montecristo and Romeo & Julietta here I come!!!
with my fiancee I can bring back about 100 cigars back with me! I'll fedex ya a box.
DO NOT BUY CIGARS FROM STREET VENDORS!!! You'll see guys offering cigars 1/2 as much as stores will. I'll tell you this. Even though you are in cuba you can still buy lots of fake shit off the street. Go into the official stores and buy from there or you'll just end up getting crap cigars. People fall for it all the time and think just because they are in cuba that all cigars are actually real cuban cigars.
One thing as well. Cuban customs will verify that you actually bought legit cigars from a legit source or else they will confiscate. So keep your receipts from the store to prove they are real.
Right now there are a lot of special releases so you can get some real nice sticks. Look for the Monte Sublimes, the Partagas Salomones, maybe get some cohiba robustos and get lots of custom rolled ones.
You'll find famous rollers right in the heart of havana. Check for rollers named "Hamlet" and "La China" and "Taboada" these are the names they go by, I kid you not. They roll some amazing sticks. I always get a bundle from them when I'm there.
You can also buy some special Habanos releases that you can only get on the island. But please only buy from legit stores or you are getting scammed.