Welcome.
There are a few here with trawlers who have lived/cruised in the Caribbean. Larry M and Sealife come to mind on their stabilized Krogen 42s. Most Caribbean boat are sailboats due to the windy conditions, from what I read.
This was an interesting read IMO on cruising the Caribbean. Bruce eventually transitioned to a kind of a trawler.
https://www.amazon.com/Gentlemans-Gu.../dp/0944428444