A packaging system comprises a rolled-up bag generally assuming a spiraled configuration and defining an inflatable chamber therein adapted to be at least partially filled with a filler medium, such as pressurized air. A pouch is secured on the bag for retaining an article within the confines thereof. The bag is adapted to be pre-placed within a closeable box and the article then placed in the pouch, or, alternatively, the article can be placed in the bag, the bag rolled-up and then placed in the box. The bag is then inflated to at least substantially encapsulate and support the pouch and article within rolled-up portions of the bag.