We go 2 to 3 weeks at a time and charge everything to the room, paying that balance with gift cards every couple of days, so we arrive with between 5 and 7 full cards. I keep 4 full gift cards on the account and always leave one empty card, which we carry with us everywhere. All other cards (including ones that aren't yet loaded to the site because of the 5 card max) are locked in the safe in the room. When we head to the desk to pay off room charges, I transfer the balance of one of the cards to the card we keep on us, make the payment, and then transfer whatever remains back to another card. I always pick a card with a large enough balance to transfer when paying room charges, then consolidate the remaining ones as their balances dwindle. This way we are never walking around with a card that has funds on it but are always able to access it quickly if needed. After we've completely depleted a card, it gets deleted and I pull a new one out of the safe to load on the account.