In this challenge we have to find the correct numbers to get the flag.
When searching for the names (Nebraska, Tortuga, Antigua, Jamaica, St.Kitts, Barbados, Montserrat) we come across "The Secret of Monkey Island". The early releases of this game came with a copy-protection in the form of a cardboard wheel. With this it was clear what we had to do.
Using this tool we had to align the upper and lower half of the head and then read from the correct name to get the number.