Antillia - Indonesia in the Caribbean

Antillia was one of the old mysterious lands on medieval charts from which the term 'Antilles' was derived. What would be needed for most, if not all, of the islands in the Caribbean Sea, Greater and Lesser Antilles, to make up one country as the islands of the Malay Archipelago make up Indonesia?

Apparently it would be easier if one colonial power controlled the entirety of this country for these territorial boundaries to be maintained after its independence, unless more islands were conquered by 'Antillia' afterwards.
 
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