Just an elaboration on my comments where two converging sailboats are concerned with respect to port-starboard and clear ahead/clear astern. With sailboats, the concept of overtaking keeping clear applies to boats on the same tack, not opposite tacks. It's dangerous to confuse the situation by trying to ignore port-starboard. Two boats going to windward on opposite tacks can be converging and the guy on port can get it in his head that a slightly larger vessel approaching on starboard is going faster than him and is somehow "overtaking" him, and demand he keep clear. The rules should be followed just the same way when sailing downwind.
C&C 27 Mk 1
Midland Bay Sailing Club
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It is better to be vaguely correct than specifically wrong.