I hope you got some responses to your post. I'm trying to carve out time in that period from work to bring my boat down from New Bedford and up the CT river to Portland for the winter, so I can be closer (live in Barkhamsted). Probably hop from NB to Newport (or maybe from Cuttyhunk to NP), then to Stonington, then to Saybrook, then up the river. Will be sailing with my wife. As I get closer to figuring out what days we'll be on the water, will let you know. In meantime, any suggestions on my route?