Most states are reluctant to give up residents until they sever all ties and "stick the landing" in a new state as residents. If the boat is sailing around, IL might try to claim they are still IL residents, that they have not established residency in a different state. Document, document, document where they are, for how long, what ties they have to each state, where are their "treasures" stored/ photos, heirlooms, etc., where do they worship/go to doctors/vote. Read the residency requirements for each state they dock in. States do not coordinate their requirements. You may find that they can be residents of two states during overlapping time periods. This can be a big deal if taxation of retirement income is an issue for them.