The invention relates to a shoe configured to provide comfort for use in dry conditions and to facilitate water removal in wet conditions. The shoe includes two removable inserts--one specifically configured for dry conditions and one specifically configured for wet conditions. Embodiments of the shoe include an upper, an innersole, an outsole and a first removable insert. The insert may include a plurality of holes and a plurality of protrusions on its bottom surface to aid in water removal. The outsole may include a wicking textile on its upper surface and at least one drain hole for aiding in the removal of water from the shoe. The drain hole(s) slopes upwardly from the outsole toward the wicking textile.