Maine
Last year we only went as far as Winter Haven. This year we are going at least as far as Jonesport as we have friends there. Going further will depend on weather. Last year we were running late and were getting beat up on the way back...we got stuck in Salem for a week waiting out hurricanes and tropical storms. It started getting cold and we ended up coming out the Cape Cod Canel in 30-40 knot head winds and 8 foot seas on the bow. We need to be in Baltimore by Oct!How far east do you go? Have you folks been around Schoodic? The Great Wass Island / Roque Island region is the best part of Maine IMO. I also can't recommend highly enough getting up into Passamaquoddy Bay and Canada. No lobster pots!
Next year for me, Maine will be just a speed bump on the way to Canada.