I found rolling the sails round a brush handle works well followed by curling in the bottom corners. You need quite a lot of curl if they are to fit between the yards. I them stick the top edge to its yard and after that sets push the bottom corners into position and fix with superglue.
I thought it was clear. During the move before you tack you turn normally up into the dead zone. On your next activation you take the skill test and if successful you turn the whole amount needed to take you out of the dead zone and activation continues from that position. My problem is with the skill test itself. That a veteran crew has only a 50:50 chance of succeeding is ridiculous even under combat conditions. In all my games I apply a blanket +1 to all skill tests.
I prefer to keep them off table with the shipcards. I base all my ships on clear plastic bases with painted wake and bow wave so it looks confusing with the wake markers as well.
I base all my ships on clear plastic on which it is easy to paint wake and bow wave in white. Then the playing surface shows through. I also transfer print the ships name and no of guns onto the base.
I have used a Brig hull with some spare frigate masts (much chopped about to create a large privateer such as the American 18 gun Prince de Neufchatel.