Admin the 90 day issue is not such a big thing, generally sailboats get 3-4 extensions, they don’t want to push someone into Patagonia in the wrong season then need to save them. I have a friend who has now been in Chile 3 of the last 4 years with only 2 3 month visits to Argentina, he is heading north back to Canada this year. One of his years was on the hard in Pt. Montt working on his boat. Here is the link used by sailors worldwide for information on all the countries of the world with official links and notes added by sailors, so often the most recent information is available.
http://www.noonsite.com/Countries/Chile ... #ClearanceLarger sailboats are taxed with the LUX taxes. For smaller 17-28ft fishing type boats buy in Pt. Montt the fishing and salmon industry has lots of choice, if it’s a hot ski type lake boat they are available but will cost. The problem with sailboats is there really isn’t anywhere to keep them north of Pt. Montt.