I'm still not clear about this. Are you talking about racing the 30 miles from Islamorada to Marathon, having a cookout and sailing back to Islamorada the same day? That seems logical.

Or, if it is very light air, doing the sail back to Islamorada on Sunday? And, if that happens, do the sailors somehow get back to their beds in Islamorada for Saturday night and then back to Marathon in the morning for the sail back to Islamorada?

I know it is a pretty short drive from Islamorada to Marathon, but still it would make a big difference as to whether people would need ground transportation -- and they won't know that until the day of the event. Maybe have a couple of vans to ferry the sailors back and forth for Saturday evening and Sunday morning?

AND, if it turns out to be a Saturday-only race, will you be awarding trophies on Saturday after the race, or wait until Sunday?