I'm a little late to the party, but I stumbled across this while doing some research for something else.

"Roll and Go" means to roll out of your hammock or rack at daybreak, weigh anchor or cast off mooring lines and set sail before doing anything else. No breakfast, no chores, just "Get the hell outta dodge" as Jeri says.

I suppose I cannot verify that as historical, but this is the specific meaning for crew aboard Lady Washington. It also fits the context of a song about weighing anchor and getting underway.

Phil "Cruise"