There may be a thousand and one boats that meet your specs...you'll have to narrow your choice. One way is to check David Pascoe's website and look at boat reviews...strengths and weaknesses he sees in a variety of boats. You should also search online at a site like Boat Trader online or Yachtworld where tens of thousands of boats are listed. I am not sure you need a true "trawler", at least not for the Caribbean. If you are including hard chine types like Marine Trader rather than real "offshore" trawlers which will cost substantially more,. you'll get a lot more boat living space for your money. If you plan to run a few hundred hours annually an economical trawler may not be necessary. It could take a hundred years to recoup your first costs in fuel savings. But if you are going to run,say, a thousand hours annually a small single screw boat could make your boating a lot more economical. A boat like Chris Craft does not qualify as a trawler, but can be bought for less money...perhaps a good choice depending on your needs. Since you will be living aboard, buying an older boat that you can refurbirsh to your specific needs after some actual use could be a good solution. If you are able to pick the final boat your first time, BRAVO....it's not easy. Try spending time aboard with friends to get a feel for different boats, maybe even charter a few...inspect many. Good luck, Rob Brueckner Hatteras Yachtfisherman