Thanks for the info, Warren. I guess this "opportunity" to step back and look at what you want out of this event is a good one.

What sailing groups are you looking to attract? Locals, amatures/families, T-500 competitors, or all of the above?

What difficulty level are you seeking? Fun jaunt like MKL, medium intensity like Steeple, or hard core?

What boats? All around (14' single hand and up), 16' double hand +, or high performance (F18, N20, M20, ARC, etc)only?

Overall distance? Each leg distance?

I would estimate that once these parameters are decided the rest of the logistics will flesh out...