thoughts from a Great Lakes sailor of 25 + years
Malcom is right about weather. I would say if you are in Chicago by mid october you are fine. Most of my GL experience is in L Mich. October is a good month to travel south on the lake. You will need layover days as there can be some nasty, cool weather in early Oct, but also some of the best sailing, especially southbound, is in store. Northerly winds often kick up 6 footers on the lake, and though producing steep waves, it offers fabulous downwind sailing in surfing conditions. I would be quite satisfied to find myself around Green Bay or Traverse Bay at the end of September if planning to be in Chicago by mid October. If I chose the Eastern side of L M I would not want to miss Leland, Grand Haven, or Saugatuck. Going the western shore I would want to hit Washington Island, Fish Creek and Port Washingtin. If I was running ahead of schedule I would either spend a few days in Traverse Bay on the east side, or Fayette on the NW side.Malcom is also on target re the North Channel. I would reccommend at least 2 weeks - which won't be enough. I have chartered in the Keys, the BVI and Belize and the channel is easily in the same class. The Channel has more to explore than the BVI. The Channel is more challenging in terms of navigation than the other cruising grounds. As far as time is concerned, if you are really pressed, the Great lakes can be travelled from the mouth of the St Lawrence at L Ontario in 2 weeks. I have not made the trip in that time span, but do know those who have. I took 3 months this past summer to go from Milwaukee to Lake Ontario, but did so very liesurly.Getting from Lake Ontario to the upper lakes has two possible routes. One is the Welland Canal connecting Erie to Ontario and one needS to plan 24 straight hours to go through the Welland. Alternate route is the Trent Severn canal which you would pick up near Kingston, ON not far from the St L. I would not do this route, from experience, unless you draw less than 5 feet. The Trent is a great way to go and will allow one to skip Lake Erie. Your mast must be dropped and carried on deck, so the entire route is motored, but the route is through beautiful country and unique towns to be visited. You would encounter some 43 locks along the way, each one an adventure in its own right. This includes several lift locks and one lock that puts you on a railroad passage, pulling your boat entirely out of the water. Cost for the Trent is under $200. Cost for the Welland is similar. Either way, you have to pay.