So a little confused on the shipping, do you pay more if you select daily than picking the weekly shipping?

Yes. The base shipping rate applies to each order/shipment. Orders are created based on your shipping choice. Daily shipping means daily orders. So, if you did daily shipping and you only won one cigar, you would pay the base shipping rate. If you won two, you'd pay the base shipping rate plus the additional rate per item. For daily shipping, these fees would apply for each day an order is shipped. You could pay 2-5 times more in shipping if you're winning bids daily.