Dustin, as Sailorchic34 suggested, charter a boat and get out there to experience it first hand. My wife and I are interested in a L440/450 as a liveaboard
so we have chartered one over Christmas
. We have mono-sailing experience in the Med, but need some cat time. We're also planning for Strictly Sail Miami
as a place to get on as many kinds as possible.
The owners of the charter are very friendly and offered to discuss ownership
, running the boat as a business, costs, etc.
You can likely find someone on the forum here that will do the same. Lot's of folks keep very detailed expense sheets
There are companies out there like Catamaran
Company and Catamaran Guru that will work with you about partnerships, leasing, buying
, profit sharing etc. Keep in mind they are out to make money, but you can still learn talking to them.
In the end it will come down to what you want. Work from the boat? Just sustain the cruising lifestyle? Trade for services? There are people out there that started with no income, and they are still cruising. Others have unlimited budgets.
Good luck with your plan!