Edit: For the third type in, nothing works.
Don't worry, I believe you will be also choosed
To tidy up the description a bit I'd suggest:
"Trace the coast of the Americas with a map"
And "Overseas Territories"
(But are there any? Aren't the non-contiguous areas just part of the country rather than OT's? Since it's "mainland Americas" you could probably just remove that caveat)