As many options as there are boats.
There is a large contingent that stores their boat in various yards in Fl and Ga over summer and drive home north.
There are many who cruise north to marinas or homes from the Carolinas to Maine for the summer.
There are also full time cruisers who head north to various places from the Carinas to Maine.
There are also some cruisers doing the Great Loop heading north to the Great Lakes via the Hudson River and Erie Canal.
Thousands of options.
I'm not sure that we are going to continue on the loop once we hit New York. The situation with having to step and unstep the mast is very costly.
That being said, I want to cross wake. We would love to spend the summer of 2015 on The Great Lakes but we would come back out the Erie Canal and not down the river system again. But that is a whole different thread.
I really like the idea of Maine though.
Are there good anchorages up there?