My experience mirrors Terry's, moved aboard KaJen, a single engine 36' Marine Trader, two yeargs ago; Loop, Keys, Exumas, Chesapeake, west coast of Florida, back to Bahamas (currently at Great Harbour Cay, Berry Islands). All in over 11,000 miles with no significant boat issues.
I am considering a trip down the Carib to Granada and perhaps up to and through the Panama Canal and on to Baja/Sea of Cortez.
So what are my concerns? Certainly not the distance; at 6,000 miles or so it is roughly half the distance I have done in the last two years. Longer and potentially rougher ocean passages? In general with a bit of care, those passages are fairly low risk, but my little boat is not designed to withstand big weather. For all intents and purposes, this would be an extended coastal cruise. So a consideration but not a show stopper. For me the real issue is being a long, long way from help if something goes wrong with the boat or me ( I am a 66 year old single hander).
While a sailboat can put up a scrap of cloth and limp to help, a Trawler, especially a single engine one, does not have that option. So that is, in my opinion, why so few trawlers are seen in far/remote areas.
Arch