“Best” is dependent on your palate. Just like pipe tobacco.
You want Cuban or Non Cuban ? They have their benefits.
If you want a fantastic Cuban, that won’t break the bank, usually the best place to start is:
Short cigars-
Partagas Short
H Upmann Half Corona
Ramon Allones Specially Selected
Medium length-
Ramon Allones Superiores
Partagas D4
Hoyo de Monterrey Epicure No.1
Juan Lopez No.1
H Upmann Connoisseur No.1
Those should give a few options.
A humidor is not necessary unless you plan on aging for a bit. A boveda in a tupperdore works just fine for a bit.
Any good, sharp cutter is fine. The staple for years has been the Xikars. Reliable, well made cutters. Guillotine, V-cut, punch, doesn’t matter to the cigar. As long as you cut as little of the top off as possible, to allow a draw, then you are good.