A boat’s leeward side is the side that is or, when she is head to wind, was away from the wind. However, when sailing by the lee or directly downwind, her leeward side is the side on which her mainsail lies. The other side is her windward side. When two boats on the same tack overlap, the one on the leeward side of the other is the leeward boat. The other is the windward boat.

Sailing by the lee Edit

This is that point of sail when the wind direction is between the center line of the boat and the position of the mainsail, however the mainsail has not gybed. It is a precarious point of sail because any small change in course or TWD may cause the mainsail to catch the wind on it's lee side and cause a gybe. You might briefly sail by the lee to preserve some racing advantage afforded you by the rules such as a starboard tack advantage or same tack with overlap.

File:Leeward upwind.png
File:Leeward downwind.png
File:Leeward sail by lee.png
illustrations wanted