A trolling assembly structured to protect at least a portion of a fishing line from water-borne debris while trolling in a body of water from a boat includes a first positioning assembly attached to the boat and being adjustable to facilitate positioning the portion of the fishing line in a first predetermined spaced relation to the boat, and a second positioning assembly interconnected to the first positioning assembly and being positionable to facilitate positioning the portion of the fishing line in a second predetermined spaced relation to the boat. The trolling assembly also includes a shield assembly, interconnected to the second positioning assembly, which is structured to releasably retain the portion of the fishing line below a surface of the body of water while trolling, and to protect at least the portion of the fishing line from water-borne debris while trolling.