The auto-fastening skeg system comprises a skeg receiver and a skeg. The skeg has a male component that cooperates with a cavity of the skeg receiver. The cavity has front and rear ends, a spring disposed at said front end and at least one dowel disposed between the front and rear ends. The male component includes a front tip and at least one locking wedge, said locking wedge corresponds in number to the number of dowels. When the male component is set in the cavity and the locking wedge is aligned with the dowel of the receiver, the spring pushes the front tip of the male component against the rear wall of the cavity of the receiver and the locking wedge against the dowel providing a locking mechanism that holds the skeg to the receiver.