So maybe it will work. Still I feel like as soon as you get a moment of calm it will all break. The wind may be very reliable in places but is it ever so reliable that you don't get moments of calm for hours at a time?
The real question is not if the kite installation or renewable installation is 100% reliable, it's a question of how much does it cut your total diesel consumption. US military loves renewables because it reduces the amount of fuel they have to move.
A 5 - 8 square meter sail is really teenie tiny.
Unfortunately, unattended power-to-anything is very much a far away dream, despite all delusions of being able to do it large scale on Mars. All other technology is basically ready to go, and the "lateral lift" of a fast-moving boat is a perfectly adequate substitute for mooring when it comes to tapping wind on the high seas.