My first question is why are you carrying large amounts of cash? :confused WDW is littered with ATM machines and every merchant accepts debit/credit cards/travelers checks. Perhaps to some $200 is big bucks. If you really need to carry $1000 plus in cash then you should have a strategy. Just like when traveling don't carry it all together, just in case you are pick pocketed. Keep the bulk of your cash in your carry on when going thru security and the rest in a money roll (no metal clip) on your person. If you are traveling with two adults send one adult with zero metal on their person just to be extra sure they won't set off any metal detectors (no zippers, hair clips, fastners, underwire bras etc.) to act as the "catcher" for any belongings going thru the scanner. Adult #2 does not enter the detector till Adult #1 is free and clear. Adult #2 does not push thru the money bag onto the scanner till Adult #1 is free and clear. Even if Adult #2 is stopped, then Adult #1 is able to collect the money bag.