Holt's
Famous
Cigars International
TinderBox
C-Bid if you dare
I would recommend checking out the above listed sites and comparing the different samplers they offer. All are great retailers IMO, and their prices are very good. Some of them will let you create your own sampler from singles they offer as well. I don't know that you'll get as many cigars as you want for your $100.00 unless you pick up some overruns, seconds, or some of the cheaper sticks offered. Check out TXMatt's Cheap Smoke Thread as well for some awesome deals on good cheap smokes.
http://www.clubstogie.com/vb/showthread.php?t=57242