We leave two weeks from tomorrow for a Grand Gathering event for 24 people. Really the only thing that was booked through the GG was the rooms. I was asked if there was a special celebration. I told them no, but that my birthday was during the visit and so they named it the Birthday Celebration trip. I have made all of the PS through group dining without any special assistance.
We did a group trip 2 years ago with 28 people. It was a lot of fun. But, like webmomom said, it is hard to make everyone happy. This year, we have a daily PS for either lunch or dinner and that's when everyone will get together. I have given an itinerary to the other moms and they know they are welcome to join us at any time, but not obligated, except for meals.
You don't actually pay for the meals when you book them. A credit card is required to guarantee in case of no shows. I was concerned that someone in the group wouldn't make it to a PS and that I would get charged, but that's not the case. They will only charge me if none of us show up. No big deal if we are a couple of people short of 24. And everyone can pay for their meals separately.
14 days and counting!