I might make you a livery later on but I would just like to offer advice on where to start your airline. The Netherlands is very good for intra Carribean networks due to the fact that it is possible to fly out of Curaçao, Aruba, and St. Maarten, as well as after 2000 from the French colonies as well as the Cayman Islands, Turks, and BVI. The same applies for France, using Pointe-a-Pitre and Fort de France airports, or Britain so you can use the airports I previously mentioned. Puerto Rico works, as does Trinidad and Tobago. If I had to rand the best Carribean countries and airports to start a Carribean Airline out of it would be...
Netherlands - AUA, SXM, CUR, BON
Cuba- Havana, Santiago
France - PTP, Fort de France
Dominican Republic - Santo Domingo, Santiago,
Puerto Rico - San Juan, Ponce
Trinidad and Tobago - Port-of-Spain, Tobago
Jamaica - Kingston, Montego Bay
Britain - BVI, Turks and Caicos, Cayman Islands