First of all, THANK YOU for your commitment and service to our country. I know a guy... that wasn't paying attention to his depth finder while spring fishing for Browns with 3 lines out on the starboard planer line. All of a sudden all 3 lines released with HUGE fish on until I (i mean this guy) realized the depth of the boat was 4' and the lines were shallower - oops! Another time this guy... was deploying a dipsy diver that was set opposite to the side of deployment. Rigger lines were already set with a long set back and when the dipsy crossed the rigger lines, it was tangled so badly it wouldn't trip - that was fun! Hiring a reputable Charter will definitely shorten the learning curve, but everyone makes bonehead moves and has something to look back on and laugh. Just remember that the first time is a mistake and the second time you're a dummy! Good luck and make it home safely! As others have said, you won't have a hard time finding someone to go out with as there are many great guys on this site. You're always welcome on my boat.
Shawn