I too transferred from the Caribbean to an LCME school and am happy with the results from the match, though I will say that I encountered quite a bit of stigma. Prior to applying or residency, I spoke to someone who had also transferred and matched into ortho. He told me that having the Caribbean had a very negative effect on his application and he did not match close to where he wanted despite superior board scores, publications, etc..
Having gone through the application process, I too can say that having the Caribbean on your application is definitely tainting. So a little about my application, ~250 Step 1, AOA, many honors, great letters (got to read them at an interview), amazing narratives from an away, 'best medical student in years mentioned several times in my application, etc.. When on the trail, >50% of the time during each interview was spent having me explain why I went to the Caribbean, why I didn't get into an LCME school, etc.. Some were like 'your MCAT must have been horrendous'. It wasn't.
One interviewer said the following:
basupra, you are a great candidate and you have proven your ability to do well in medical school, but so did the guy I just interviewed. Why would I take my chance with you when the guy before you has a proven track record?
Another interviewer was in utter disbelief that I was offered an interview at his institution after finding out I transferred.
It is unfortunate, but ortho really is extremely competitive and there are some phenomenal candidates. They can pick and choose.