Yes, I think Caribbean architects or architects based in the Caribbean would potentially have that experience.

The state of Oregon is close enough to the Caribbeans. Perhaps ask our resident Caribbean housing expert : Sir Dr. Richard Balkins. phd

yes.

Any specific place in the Caribbean? There are multiple countries/cities there, each with their own economies, urban needs, and of course unique building regulations. Maybe pick a specific island and research the market...then find an architect working there since you clearly need help.

Of course if you're wealthy and pompous enough you can built any sculptural piece anywhere...

Were you thinking of something like this?  

I love you guys. ❤️

Avoid softwood - only hardwood native to the area is resistant to humidity and termites

If using metal in any form, make sure your powder-coat is guaranteed

Most of construction is done in concrete and all its variations 

Finish materials are really expensive - all coming from "the continent"

construction time is about 3 times that in "the continent"

Last but not least, Hurricanes!

Think along these lines ...

I'm sure speaking to a local architect would be helpful, because I know the process is different than building in North America. I know there are a lot of "builders" that oversee construction especially if you're not located on the "main" land.

Granada has British and French influences in its past. You might even borrow some Bermudian attributes to ensure it stays in place.

When Bermuda was discovered by the Europeans it was somewhat difficult to colonize the native people as the place was uninhabited.