7 angles should be enough I think. At each angle player gets a little message next a wind/speed meter. Could be a little square that changes colors for each angle type.
Example:
Each angle (color square), can hold a % of a base ship speed.
80% - angle 1
70% - angle 2
60% - angle 3
50% - angle 4
40% - angle 5
30% - angle 6
20% - angle 7
So, if a player is at angle 1, green square color appears, (message says -press an assigned key once) to make a best possible tack/turn etc.
if a player is at angle 7, red square color appears, (message says - press and hold assigned key for 5 sec.)
Simply each angle has different key action assigned.
I would only put 2-4 angles.
Linked images under this post.