Nah. I'm old school. I like my bikes to have tires, not pontoons. Besides, it takes a few hours by ferry. I'd be out there for a day and a half by myself :)
Closer to 260 done over four days of riding. Starting in Chicago, spend three days riding to Muskegon. A day on the ferry also used as a rest day, then about 80 miles home from Milwaukee on day five. Shouldn't be that bad, except for the last day.
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There's a ferry that goes from Muskegon to Milwaukee:
http://www.lake-express.com/
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