Thanks so much for your advice and help.
I am not concerned about finding a job- I have loads of experience in the service industry with terrific references. I see little problem finding a serving or bar tending job at a resort,bar, or restaurant.
If after a month no job was forthcoming, the Virgin islands are only a short leap away.
I still have no received any knowledge as to why the keys are a better area to be during cane season then the bahamas caicos or rico?
Several points to consider:
1. The Keys aren't a better to be -- they're all bad places to be in a tropical storm / hurricane.
2. If you don't speak Spanish you aren't likely to get a job working tables / bar in PR
. In addition, there also aren't many places where you can live on your boat and work in a resort in PR
, Fajardo being a possible exception.
3. You are probably most likely to get a job of in the service industry in the USVI. And you can anchor your boat for an extended period and live aboard in Charlotte Amalie on St. Thomas. From Charlotte Amalie you could work anywhere on the island and commute by public transportation. Same is probably true to a lesser extent in Christiansted, St. Croix, but the anchorage there would be a very bad place to in a storm. Charlotte Amalie is a much better place to be, if you have to be somewhere afloat during the hurricane season.
4. FWIW, you might consider parking your boat in FL somewhere, flying to the VI for a few days and scout out the job situation before you go to all the trouble of moving the boat south.
5. If you take your boat into the tropics during the hurricane season you must be comfortable with the possibility that you will lose the boat. If you can accept that and live with it... OK, it's your boat and your life.
6. $2000 is not enough to go crusing for an extended period of time. Try working in FL somewhere until the autumn. Save your money and go south when the season's right. Jobs are easier to find in the islands when the tourists are there and summer isn't the high season.
Best of luck to you.
PS -- IMHO, being able to actually live your dreams requires that you confront reality head-on, be reasonable in how you approach problems that present themselves, work hard, be patient and have faith that eventually things will work out.