Full Contaner Load
Before you jump into the fire.
Best you get advice from an ocean freight forwarder in Toronto.
The best counsel I can give you is not to ship a whole container load of goods to the island. Less is more. Import taxes some legal & illegal, bureaucratic delays, and high transportation costs will empty your bank and ruin your peace-of-mind. If you wish to start up a business and live there, ship only what you cannot purchase in the D.R.
If you do want to ship a container, the option with Maersk/Sealand from Toronto does sound best. The container will be trucked from Toronto to Port of NY/NJ to be forwarded to their own terminal in Haina (Santo Domingo).
Regards
PJT