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JoeTheBro said:

Sailing into the wind is the fastest. When will developers realize this?!?!?!?!?!?!?!?!?!?!?!??!?!?!??!

Pisses me off every time.

That is all.

You can always play this
http://www.sailsimulator.com/



Directly into the wind is only theoretically possible though, in reality 135 degrees into the wind is about the most you can get. But indeed, sails out perpendicular to the boat is not the way to go fast.