I've never attended a group sailing, or "round-up", before. Would the event be a day sail? Overnight raft up? Evening marina party?

I was thinking a Friday daysail, followed by a Saturday overnight return miday Sunday. Urbanna is famous for oysters, maybe a Friday night Oyster roast with few adult beverages of your choice?

If you have ideas or suggestions please sound off.

Sounds like a good plan. I've never been to Urbanna, it might be helpful, if a suitable boat ramp location with safe overnight parking is identified.

I can probably drive up from Raleigh on the Friday, and at least sail Sat, then maybe a morning's worth and travel back Sunday. If you start earlier, like on Friday, just let me know where to go when I arrive.