Evan Prodromou@evan@cosocial.ca
I think the Caribbean might be good. The US has a huge, neglected territory in Puerto Rico, with historic ties to a European power (Spain). It would be interesting to start negotiations on defence arrangements with an independent PR, or some hoohaw of that sort.
Another option is the US Virgin Islands -- formerly a Danish colony, so some good optics there.
Evan Prodromou@evan@cosocial.ca
One that might be fun is Navassa Island, the last of the US's guano island holdings from the 1800s. It's a little uninhabited dot between Jamaica, Cuba, and Haiti. Most Americans don't even know it exists. The claim is kind of shaky, too.
https://en.wikipedia.org/wiki/Navassa_Island