I am a commercial insurance agent by profession so I will make sure that is covered. I will have a commercial insurance policy in my LLC's name, and by default all members of an LLC are covered as insureds with no severability. I may even list myself as an additional insured - generally a $50 charge, just to make sure there is no question if I am covered or not. Also, when I am teaching I am covered by ASA's policy. Having an LLC is a last line of defense to cover my ass. The expenses of maintaining a single member LLC are minimal as the profit/loss just passes on to my personal taxes (according to my accountant) and the formation costs are around $100. Consulting an attorney to figure out what is the least expensive way to go is kind of defeating the purpose - I have never consulted an attorney for anything without getting a $1,000 bill at a minimum. What I'm really asking is what the regulations are pertaining to registering the boat as I had no idea and neither did my accountant. From what I am gathering, I am pretty much thinking I should document the boat and I'll probably form the LLC (or possibly S Corp) in Florida. I've created both types of entities in the past and it is pretty straight forward, but those were entities located in NY, doing business in NY and owned by a resident of NY. This case isn't as straight forward and I appreciate everybody's input.Be clear with your attorney and insurance company about this. Generally an LLC or corporation will not protect you from your own personal errors. In other words, if you are personally negligent, the entity is, in most cases, not going to protect you and your personal assets.
A corporation or LLC in almost any state is going to cost both up front and ongoing fees and expenses. Research with your accountant and attorney what the best venue is and how much it is going to cost on an ongoing baisis and think about if that money might be better spent on additional liability insurance. If you are serious about an entity, this is not something you want to set up and maintain using a self help process.
And in most cases, regardless of federal documentation, the boat is going to be property taxed where it spends most of its time.
I agree with Don's statement above. "Frankly, the last place I’d go for legal advice from strangers is a sailing internet site."
Prepare to jibe.