I know we've sort of joked around with your question, but it is kind of hard to tell if you are asking it seriously or not.
I'll pose a serious question that I don't know the answer to and let's see what we get...
How did birds that migrate transatlantic ever get to that point? Did they first island hop or are there even many islands to hop on the migration paths? I can easily understand birds that migrate north south just searching for warmer or colder weather.
The answer to your question is that the migratory birds ALWAYS migrated along their migratory routes for as long a time as there have been migratory birds. No island hopping, full fledged migration.
TransAtlantic?
What birds migrate across the Atlantic?