That will be a brave move to move to DR from the US. I live in the US , and there has been consideration to move to the DR, Santiago specifically . I have a some hook ups in Santiago, and know I can make it for less then in NY. It is a very tough choice. Reasons for not moving are things like EMS, 911, slow government, no real bus system, shady law enforcement , and deep routed sneaky stuff that is the daily hustle of life.
You can find a more reasonable place to live in the US and not have to deal with the high taxes for your flights. Im sure you fell in love with the climate, and the difference in environment than the other places you have visited. once that cloud is lifted, consider the big differences in your daily life you will have to sacrifice. In the US everything is online, there is huge quality control, there are a number of laws to protect you and your interest. You know, that job security, un employment, workers comp, no fault auto insurance, nice tax returns, transportation options, Social Security, etc.. You may be better off moving at a later stage in your life.
If you crave some culture, move to Queens NY. There are huge Colombian and Dominican communities just a short ride from any where you may choose to live. JFK and LGA airports , a number of major Hospitals, quick ride to the city for employment, good public and private schools. Housing is expensive for a home($500,000+), not bad for a condo/co op ($150,000+), but rent can be $1800-$2000 a month for 3 bedrooms. Depending on your profession, you can make some good money here. Also,NYC is one of the few cities in the US where you can make $100,000+ a year without a College Education. Flights from NYC to DR are frequent/ daily. As are flights to most other parts of the US.
The grass is always greener, just keep that in mind.