With some advice from herzogbrian I finished the masts and sails. This was a gigantic paint in the ass but is finally done.
I painted the masts the same way I painted the ships.( you can check the "Ships" posts for colors and steps) The sails were also looking pretty rough so I put them over a can and sprayed them with Clear matte. The matte spray will give the sails that 'full of wind" look::
Then, on the suggestion of herzogbrian, primed some small eye hooks black and screwed them into the masts. (make sure you drill a pilot hole or the dowel will split - I was warned, didn't listen, and learned the hard way) The eyelet was opened with needle-nose pliers:
Then, after drilling a pilot hole, screwed another eyelet into the part that has the sail:
The result is that you can put on the lower sail to show a ship at full sail....
....or you can remove the lower sail for easier game play or to simulate a sail getting damaged during the battle: