First to determine if you have the stick with it attitude to maintain the box get some less expensive cigars.
A couple macanudos, a couple Hoyo de Monterrey, a couple Fuente, a couple Partagas, a couple Oliva then a couple Padrons. Start with these to sample from the manufacturers their style of smoke. Keep them in the original wrappers for protection against damage and mold.
Then after several months advance to the limited editions of these cigars if you are up to it. Stronger cigars will mature well over the years mild cigars will become tasteless.
MJR