Gestalt said...
Answer to puzzle.
The faster heat is the one with no wind. When the wind and the water both move W to E at 10 kt, the boats drift down the river at 10 kt, with their sails hanging limp. In the heat with no wind (as measured on the land), a drifting boat has a headwind of 10 kt. You can tack into that.
Of course, you don't get something for nothing. In the heat with wind, the river does very little work on the boat. In the heat without wind, it exerts much greater force on the boat, in particular on the keel or centreboard. Much of that work goes into disturbing the air downwind of the boat's sails.
Interesting... So the answer lies in your vessel's ability to tack upwind.