A reconfigurable waterproof bag is defined by a plurality of material surfaces extending in three dimensions, a strap for carrying the bag, and one or plurality of strap guide(s) into which the strap is disposed and through which the strap may be moved, the strap guide extending within or without the bag from any one of the plurality of surfaces to any other one of the plurality of material surfaces in three dimensional space without limitation to define a geometry of a strap path and coupling of the strap to the bag so that the bag is reconfigurable in a plurality of different carrying modes.