Microplanning in the Caribbean

KM asked if I'm really into micro-planning.  Not really though to greater extent than before.  As I tried to book some Caribbean flights 2 weeks ago, the airlines all want assurances that I would be leaving the country I am buying an air ticket to.  No choice, I ended up buying all the cross-border flights.  Hotels also cost horrendous in these holiday islands...
 
 

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