That is a good haul of ships for training with Alan.
On Solo missions I never sail more than six or so a side, and even at shows the most we usually sail is about twelve, That gives six Captains on each side.
My advice is to start with single ship actions, of each sort of ship gradually adding rules until you are comfortable with the handling and performance of each type. Then try sailing a pair in convoy.
When you are happy with this you are ready to mix it with the best.
Rob.