I've met a whole lot of Australians who buy a boat in the Med or Caribbean and sail home. It seems to have worked well for them, so I'm sure you can do it. Maybe some of these folks are now hanging out at your local cruising yacht club, and you could talk to them in person?
For your questions...
- You should use a marine documentation
specialist to help you with the purchase and registration
. They'll be able to answer all of your questions about taxes
duty. I don't think you'll have to pay anything until you bring the boat back to Australia. There are all kinds of very expensive ways the paperwork can get screwed up, so use an expert for this. It's worth it.
- You should have no problem getting insurance. The rate you quoted seems very very low. I suspect you'll pay two to four times that while out sailing far.
- I'd like to add that everyone I've seen buy a boat out of charter
has immediately added a ton of equipment
to it. So plan to arrive several months before you will need to go somewhere far. At least three months. Sourcing and installing stuff takes time, and so you don't want to, for example, arrive in December and hope to leave in January or February for Panama
. I don't know what people tend to add to their new-ex-charter boats, but it seems like a huge list. Watermaker
galore. Bigger anchors. Downwind sails
. Super dinghy
. Solar Panels
. Aft shade thing. Etc etc etc.