Family w/ 13 year old considering permanent move, Turks & Caicos

Hi:  My husband and I and our 13 year old boy are ready for a big move from California.  We've somewhat narrowed it down to Culebra or Vieques. We desire 1) Gorgeous TROPICAL area that is not completely overrun with tourism  2) A breezy ocean-front cottage (right on the ocean front): not a mini-mansion but a pretty little breezy thing...3) Other young kids and families, and a friendly attitude toward expats

Can anyone speak to the following points for for me?   SO appreciate it!
•    Quality of Schools
•    Is the culture upscale/entitled/wealthy, or more down-to-earth?
•    Gringo attitude: mostly concerned that my son won't get treated harshly for being American
•    Safety: crime
•    Beachfront rentals – affordable? Available?
•    Alcoholism, drugs etc.
•    Are American kids excluded at all?
•    What side of street do cars drive on? Can we keep car?
-       Can we bring our pet dog (fully vaccinated, etc.)

Thank you so much!