Just show up, introduce yourself to others, find someone to ride with and agree on the rules of the ride. Then, off you go.

Join Event on Strava to let others know you will be there: https://www.strava.com/clubs/155/group_events/793113
 
It is surprising how many beautiful quiet neighborhood streets we can explore on this urban route. Bonus sprint training on the many stop lights & signs.

Use club Slack channel #ride-boston to discuss this event further:
https://www.crw.org/content/forums

Get comfortable with car traffic. Take the entire road lane on many sections as needed. Use bright head & tail lights.