Yeah I wouldn't make it your first sailing trip. I know a guy that sailed from central america (he lived in Cali, boat he got on was docked in CA) to Hawaii and then all the way on to Australia (with stops at other remote islands along the way.) All on a 30 foot sailboat with 5 or 6 other people. He had a good 20+ years sailing experience though, and in fact he lived on his boat when he lived in Cali. He sold it though when he got on as a crewman for that trip. It'd be the experience of a lifetime for sure, but if your inexperienced your probably just going to get in the way at best and kill everyone on the boat at worst.
If your looking at doing this down the road once you have a few years experience under your belt, it may be worth looking into just getting on a crew, which seems like common practice for bigger expeditions like this. You still probably have to pay for your share of supplies and spot etc, but I'd imagine it's much cheaper than getting your own boat and trying to get the people together.