A self-tailing arrangement for a winch comprises a rope guide channel defined by upper and lower guide rings which are rotatable with a drum and adapted to grip rope therein. A feeder arm guides rope between the drum and the rope guide channel and is fixed with respect to a support. A spring-mounted retainer guide guides rope between the rope guide channel and an unloaded end of the rope. The drum is rotatable with respect to the retainer guide. The retainer guide has a retainer lip extending partially circumferentially around the self-tailing assembly to at least partially enclose a portion of the rope guide channel. The retainer guide further defines at least one side of an opening adjacent the retainer lip, the opening being sized to conduct rope through the opening during reverse winding of the winch, the rope thereby being retained in the rope guide channel by the retainer lip.