I am happy to announce that you can now book your Southwest flights to Turks & Caicos for travel beginning November 5, 2017! While this new route announcement was made awhile ago, reservations were not yet available. Nonstop flights will go out of Ft. Lauderdale, although you’ll still be able to fly there from many destinations with a layover.
Even if your desired city shows that there are connecting routes to Turks & Caicos, you actually might not find many options available. For example, even though Boston appears on the route map, there are only 5 flights available between November 5 and when their booking schedule goes through on January 7, 2018. My assumption is that this route (and others that don’t have many flights scheduled) will have more availability once they extend their reservation schedule. You can check weekly schedules for two city pairs here.
I am very excited to see a new Caribbean destination added to the Southwest network! Hopefully more destinations are added in the near future!