Organize anything that is fun for you. And if it winds up being you and one other person, so be it, that's still a successful event. That one other person will have a good time and tell their friends to come next time.

Don't know what your club and members are like, but if you're angling for more "fun" oriented sailing events then think up silly stuff/games you want to do.

Our club participates in Summer Sailstice by holding a Great Greased Watermelon Grab race. Teams start on the beach, we use Waves because they are plentiful, and the "committee" boat floats greased watermelons (Hawaiian Tropic). It's relay style, so we stay close to shore. One person drives, the other grabs the watermelon. Then whoever was the watermelon grabber moves to the helm and another teammate rotates in. Lots of fun!

There's another silly start you can do off the beach. Skippers do a shot (of whatever, our dockmaster/bartender decides what it is) on a traditional start count-down and run to their boats. We do it off a dock, but you can just as easily do it off the beach.

Rick and Mary started a fun event that we do based on gender on a couple different days, but the anchor for it is that everybody switches boats in rotation after a short 10-15 minute race. It works best 1-design with the Waves we use, but I bet you could come up with a variation.

Mary has lots of good suggestions in their Catamaran Racing book. One of my favorites we used is the one where we have a buoy course set up and ahead of time we've prepared balloons with instructions in them. We made a whole set of blue balloons with the same instruction in them, red, and white, enough for the entire expected fleet. The instructions were silly things like, "skip the next mark," "go back and sail around the last mark and then proceed," "do a 360," etc. They were instructed to pop a balloon when we blew a whistle. Made for lots of silly chaos that everybody enjoyed and mixed up the results so the best sailors don't just win like they do every race day. The fun is in picking the time(s) to blow the whistle and seeing which balloon people decide to pop. Thanks for that one Mary! That one takes considerable preparation, which itself makes a fun activity for a few people. Pop some beers and have fun making the balloons.

Let your creativity go wild and just have fun. I can't wait to read and try other people's stuff on this thread!