A truck mountable kayak loader and carrier including a support frame having a front frame, a back frame, and a pair of side rails. Rotatably affixed to the back frame is a kayak support structure having a pair of telescoping rails, with a winch support structure secured at and between one of the ends of the telescoping rails and a pull bar secured at and between the other ends of the telescoping rails. A telescoping cylinder is provided to raise and lower the front end of the kayak support structure relative to the support frame, and a winch system is provided to pull the kayak onto the kayak support system. Also provide is a kayak support structure for mounting on a carrier or storage structure. Further, methods of loading a kayak onto a truck or kayak support structure are provided, using the disclosed technology.