You should be ok through early November as far as keeping the water on, although depending on your system you may be ok later. I would suggest talking to Steve Buzzotta at Island Support to help you in the beginning.
Some of the islands do tend to lose power a lot in the winter, I know Rattlesnake was out for a while last winter. What kind of heat source do you have? You should plan ahead now, if you need propane or wood you should make sure plenty is on hand for the witner visits.
As far as winter use, I would personally suggest an airboat as the safest method but depending on the ice conditions and when you want to go out a snowmobile is fine. Hovercrafts, unless you go big, do not have much of a payload and tend to be more tempermental. Watch out for pressure ridges and open spots if you are not used to the lake in the winter. It can be a dangerous place, and help is not readily available if something happens on the ice.
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