Abstract: Disclosed is a boat shoe that includes a sole constructed to allow for the flow of water from the interior of the shoe to the exterior of the shoe. The sole includes an innersole which is a removable orthotic with a series of openings through which water can pass. A rubber lasting board, which also has a series of openings to allow to pass through, is positioned between the innersole and a polyurethane midsole. The midsole includes a series of passageways molded into the upper surface of the midsole that direct the water towards the exterior of the shoe. In particular, these passageways lead to the exterior side portions of the shoe so that the water running through these passageways will flow from the interior of the shoe and out through the exterior side portions of the shoe.