TLDR; here are 2 cigar reviews i had last week.
just tried room 101's namakubi. It was ok. I was trying to go for an after lunch cigar while breaking from a morning of skiing. It finished smooth but started off to light( i was sitting out in 15-20 deg temps). I love room 101 but will probably hold off on their brand until the "one shot one kill" comes out in a few weeks.
what i just fell in love with was a Fausto. Full strengh Nicaraguan style that starts off with a real black peppery shot and smooths out to a nice creamy sensation that leaves you with coffee/milky aftertaste, similar to a good stout. it was smooth down to the VERY end and was smoked after a big meal while standing outside in 20-30deg night temps. this will be my regular for the rest of the winter.
when it comes to equipment dont stress over it. but what ever cutters or punch you want... its really not that big of a deal. As mentioned above anything but matches are thought to alter the taste so i stick simply with matches.
as far as humidors i wouldnt buy one until you find a stick you really like. Besides, the more trips you make into the smoke shop, the more advice you'll get. Most shop employees are good about remembering names, so chat it up and hell clue you in on the newest stuff.