On your budget there are things you need to do without. Forget about the people who advise you to have a watermaker, make sure you have an awing that doubles as a rain catcher.
Don't skimp on basic repair tools you need a drill screws epoxy resin sail tape and sail thread plus a needle and palm. A simple sewing machine [Think cast iron Singer copy ] willl be a good investment and is one of the things that can earn you money from fellow cruisers. I am paying someone to restitch my dodger just now.
An 8 inch scraper mounted on a pole will let you scrape your bottom in an hour or less saving on haulouts and anti fouling.
Learn to love rice and beans. Lentils are your friend.
30 footer here advertised for $4.9k Pearson Wanderer sailboat 30'
She looks like she might do.
The Pardy's mantra is “go small, go simple, go now” .
It has gotten many off the docks and into the adventure.
If you only make it to the Bahamas for a year it will be a good year!