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One group I know of has what they call the "Po'boy Handicap Racing Fleet" which is done similarly to what has been described. The fastest/best boat is the rabbit boat, ergo all ratings shift round him. Effectively the skipper, not the boat, is rated. They also do staggered starts.
Trophies are booze, with the end-of-season/series a nice perpetual.
But it doesn't have to just be racing....
Overnight rendezvous? Sail out, camp somewhere, sail back.
Raft-ups.
Travel in a group to somewhere that takes a couple days.
Poker run.
Moonlight sails.
Have it as a goal to bring new people out.
Trophies are booze, with the end-of-season/series a nice perpetual.
But it doesn't have to just be racing....
Overnight rendezvous? Sail out, camp somewhere, sail back.
Raft-ups.
Travel in a group to somewhere that takes a couple days.
Poker run.
Moonlight sails.
Have it as a goal to bring new people out.