If you're in western MA on near boston, there's a group at the South Shore Plaza that's leaving at 5 AM. Even some from RI are coming!
There's a group at the 495 and 93 interchange at 5:45AM and a group at 495N exit 46 at the heavenly donuts at 6.
If you plan to leave around 8, don't plan on parking before 10. Half the fun is the ride, so wake up early and make it. You won't be disappointed!