If you paid for EB, you don't have to worry about checking in at T-24 for your boarding number/pass. I have always picked up my Southwest boarding pass at the resort airline check-in counter, which is located outside the front entrance at the BC. They close promptly at 1:00 p.m. daily. Sorry, I don't know where it's located at YC. You can get the BP at the desk whether or not you are checking your bags there; just make sure to have your confirmation number and legal picture I.D. for each passenger getting a BP.
As for the gummy bears, the TSA website says they are allowable in your carry-on; I would print the page and carry it with you, as not all TSOs are familiar with all of the rules and regulations.
http://apps.tsa.dhs.gov/mytsa/cib_results.aspx?search=Gum
I have heard that some food items, which are extremely dense, look the same as explosives, when scanned. Those include large pieces of cheese and chocolate.
The TSA site will allow you to search for many different items to see if they are allowable as carry-ons.
Have a great trip!