Before painting the board with Chalkboard Paint, I thought it would be best to layout the lettering first. I taped used computer paper together and laid them on top of the sign to gauge the length of lettering space I would have to work with. Next, I lettered on the paper with brush markers.
Here is a closeup of the compass. The Bride wanted this incorporated into the design since she and the Groom are both love to sail. And the phrase she wanted me to use is also sailing-ish.