How to ship your cookies partially depends on where you are shipping them. If you are sending them overseas to someone in the military then you may want to vaccum seal the cookies. Vaccum sealing will keep air out and keep the cookies fresher for a longer period of time. Regular cookies can be shipped through any one of the shipping companies or the postal service. Make sure you have plenty of popcorn to protect the cookies from becoming broken. If the cookie is large then it is wise to have it placed between two pieces of cardboard with popcorn all around. This is to keep the cookie in one piece.