The British as well as the Spanish had colonies in the Carribbean in the West Indies in places like St Vincents, Barbados and the Bahamas. Most likely they would be after sugar from cane and perhaps also for the rum, and fresh fruit.
The route the native americans took was from north to south. They traveled southeast .
It looks like it ended somewhere in Italy so I would say Venice
The eighteenth amendment addressed the moral issues of alcohol.
A. to help America get through the great Depression. Hope you find this useful
