I have had my new-to-me 26M out twice by motor alone. Today I figured I'd try sailing it. This is was also my first time trying to rig anything - it took me three hours to raise the mast!
When I was on the water, I was not able to raise the main sail. I stopped trying to raise the main as it became dangerous because the boom was moving around a lot and I was battling with:
1) The boom furler cleat locking
2) The halyard cleat at the bottom of the mast locking
3) The boat going off course
4) The boom moving back and forth
I don't really know how to solve these things for next time!
I am confident that I did not rig the boom correctly. I don't know how to rig the jib/genoa.
I got pretty good at raising/lowering the mast, but the rest of the lines are difficult to figure out.
It was a really bleak day on the water. Hope it's better next time




