Abstract: The present invention provides a lightweight, portable drying apparatus which naturally, uniformly and quickly drys footwear and small items of apparel such as shoes, hats, gloves and scarves. The portable drying apparatus includes a flexible waterproof bag having an inner support structure for holding multiple pieces of footwear and small articles of apparel. The flexible bag may be rigidly supported by a top panel and a collapsible waterproof tri-fold support insert which defines the boundaries of an enclosed inner chamber. During operation, ambient air is circulated throughout the chamber using a blower assembly mounted on the support structure for drawing air into the chamber, and a vent formed in the flexible bag material for releasing the drawn air from the chamber. In a second embodiment, the support structure includes a base panel for defining a bottom portion of the chamber and two or more removable flexible rods bent in an arch shape to form a dome shaped structure.