I bought my 101a2 here in Fl. All I needed was a certification that the owner actually owned the trailer, and a bill of sale(he made up a 1 page doc that had all the info on it-he owned it, weight, B Of S. They didn't care where it came from. Took me ~20mins and $70 to get registration and tag.
The Maine thing may work, but my guess is after 6 mos. in state, you will need to get it registered in Fl. You might want to check this-you could be throwing $99 out the window.
just my .02
Gary