That sounds like an awesome voyage. I have a loose plan to do a similar trip in a few years, at least up to Nova Scotia and Newfoundland, so I'll be watching closely. Would like to do an Atlantic jump but that's a big move and depends on a lot (wife's tolerance of open water first and foremost).
Are you going offshore up to Boston. If you end up tucking in to Long Island sound, be sure to let us know. I'd be happy to buy you a beer if you ended up making port along the Connecticut coast.