Hi David (Tyler),
thank you for the hint - yes I did and decided right afterwards to change it back again, but then simply forgot! I'll fix that soon.
If we could travel at around 60 degrees off the wind, that would be useful in practice for us. Much worse, and the practicality really suffers for our application. Just beam on sailing as the best that can be achieved is nearing almost not being worth taking the mast and sail, for us.
Was your canvas sail an actual three dimensional wing shape?
I didn't choose these clips to show upwind sailing.
Kayaksailor.com, whose sails seem to be talked about as "the one that got upwind sailing right", informed me by email that their estimate based on experience is that sit on top kayaks can "point up to 45 degrees close to the wind, and then lose a few degrees by lateral movement".
Also, Sailboatstogo.com made a statement to me by email about an effective course of 60 degrees off he wind being quite achievable with a sit on top, and probably better.
Speaking of Sailboats To Go, there is much to be liked about a crab claw type sail, except that it can't be reefed well at all, and it's therefore not very good for a wide range of wind speeds as we have here.
I have seen a video of someone in a sit on top with a pretty basic self made sail slowly sail a nearly complete circle (teardrop course, really) with maybe 50 meters diameter in light wind - and I can NOT find the video again, aargh!
I wonder what to believe now.
Guess we'll find out more with our own rig(s) eventually.
The kayaks are supposed to be sailed upright, with little enough sail are that just leaning your upper body a bit is sufficient for balance.
I think a three dimensional sail is probably necessary especially for kayaks. We don't mind falling into the water, but we'd rather not do that every ten minutes - our goal is not speed, but more reach, and getting to our destinations with more physical energy left for whatever we want to do once there.
I really appreciate our conversation, thank you very much!