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Originally posted by timeout
To truly enjoy the area, you'll want to go to the Canadian side also. Passports will help make the check-in process go more smoothly. I-68's (a document you get from US Customs & Border Patrol) will also make checking back into the US much easier and quicker. With an I-68, you can just call in. You have to go to a US CBP office to apply.
When you leave Oswego, it's about 50 miles or so across Lake Ontario to Kingston, Ontario. That would be a nice starting point for you. Its a "cosmopolitan" small town, with a very nice water front and municipal marina. Lot's of good restaurants and pubs. You can then work your way northeast (down river), stopping at every other place you want to see or anchor. That way you have the other half to visit on the way back up river.
In general, the Canadians do a nicer job with their municipal waterfronts, marinas and island parks. There a number of nice islands with crib docks and mooring fields that are part of the Parks Canada system. There are a couple of New York State park islands that are nice too.
For the most part, the area is well bouyed, especially the commercial shipping channels. With good charts/chart plotter and cruising guides, you shouldn't have any problems. If you do happen to hit bottom though, its very unforgiving. Its mostly granite, and can go from 200 feet to 2 feet very quickly.
If its a warm summer, the water temperature may get into the high 60's by August, so you'll be able to enjoy the crystal clear water.
Another thought is taking the Rideau Canal north from Kingston all the way around, through Ottawa, to come out down river just southwest of Montreal. You could then work your way back up the St. Lawrence to Lake Ontario.
What ever you decide to do, I'm sure you'll enjoy the trip.