Hi everyone. This may sound a little suicidal, but I am thinking, strongly, of selling everyhting i own and buying a sailboat and going around the world solo following the warm weather.
i am super handy and i can live on nothing. i have for years.
thinking about buying a small 26 footer.
Well, first of all, don't sell everything you own. Don't run out and buy a boat. Don't jump in it and take off. If you do that then the most likely result will be that a few years from now people will be wondering what happened to you.
You basically have two choices: Build a boat or buy a boat that needs some repairs.
The reason you need to do this is because when you are at sea there is no one around to help you fix things. And, the best way for you to become familiar with your boat is to either build it or to overhaul it. If you want to buy a boat then you could get the book "Twenty Small Sailboats to Take You Anywhere" and start with that. See if you can get some sailing experience crewing while you wait for the right boat to come along. When you find the boat you want then you start fixing it up.
If you would rather build then the only boat that comes to mind is the Swaggie by Welsford. Perhaps there are others.
At some point, you either have a boat built or repaired and ready to sail. Then you can take coastal trips until you are comfortable. Then you can try longer trips. For example, California to Hawaii and back is a pretty good trip but not compared to sailing around the world. After Hawaii, you might try crossing the Atlantic. After that you can decide if you want to pull up roots and go cruising. If you want good sources for cruising I would suggest Lin and Larry Pardy. They've been doing it for years and are still alive (and not divorced).
There is a lot of information that you would need to know about being at sea. Like having a reverse osmosis pump to make fresh water; like having underwater epoxy; like having already prepared hull patches; like having spare spars, sailcloth, thread, rope, and cable; like having tools on board; and having a first aid kit that has more than band-aids and aspirin. These things are in addition to knowing how to navigate and sail. I would suggest that you have at least a cheap sextant as backup and know how to use it. You'll need charts to avoid shallows and trade routes. It will take you awhile to get to that point but if that is your goal, you can reach it.