I have a Hobie 18 that I set up for solo mast raising when I first got it, not wanting to put kids or wife at risk. You will find similar rigs to mine in various catalogs, but you can scratch build what you need pretty easily *if* you have dual traps, a captive mast hinge, a trailer winch, and a reasonably tall mast support at the front of your trailer.

First, I added a pulley at the top of the mast support on the trailer. The trailer winch rope runs up the mast support, through the pulley, and attaches to one pair of trapeze lines (I suppose one trap line would do it, but I like using two). Use a decent shackle. Attach the other pair of trapeze lines on each side of the front beam somehow. These are to keep the mast more or less aligned while you lift. A small amount of slack is okay. You will probably need to lift the top of the mast off the ground a good six feet or more to get enough angle for the winch line to work. Use a step ladder, or make a stand out of 2x4's.

Now you can crank the mast up with the winch with minimal effort and complete control. You can apply enough pressure with the winch so it is easy to attach the forestay. Reconnect the trap lines to the bungies and you're in business.




Jeff
Tiger 849