Concerning cigars.
You are allowed to take back two boxes of 25 cigars. You can probably get away with 75.
Be very careful where you buy the cigars. Although there are Cubans to be had, if you know how to distinguish the real ones, they will be confiscated upon entry, and they will ask you!...
There are many of the famous Dominican brands that are falsified also. Go only to reputable tobacconists-nearly an oxymoron here.
Where you are staying is also important. On the South Coast you have the Tabacalera Garcia, now part of Altadis, the French-Spanish conglomerate, there in La Romana. If you are in Punta Cana or Bavaro, then you have the Tobacco Museum near Higuey, which is, to my knowledge, quite reputable.
If you are going to be in the area of the North Coast, send me an e-mail and we can go see a factory or two....
The rollers that are at most of the hotels are using second and third grade tobaccos-to make money, so I can't really recommend their product--except that they made it for YOU!!.
Good luck,
HB, cigar guru? Naw..but just might know a thing or two....