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Mark _australia said..
Sups will go across the wind ok wit just the rear fin. Obviously, yes, better with a centre fin as you correctly identify.
but - this totally is a first time technique thing or a problem with the makeshift sail (what is it?) if you can't even sail at 90deg. I've taught kids on a SUP and they sail on a reach after a couple of hours.
maybe a better rig and practice first?
Winds were very very light on the stretch I was struggling on. The sail was a bit of pvp pipe duct taped to my sup paddle and only 1m wide and then had some old canvas I rolled and duct taped to the PvP pipe and I stood on the canvass on the board to keep it in place.
I was hoping to go at walking pace if possible