Maine is on the bucket list, but never been there (except Portland by car). If we do this we would be approaching via the CCC. We would stage the boat to Buzzards Bay area, (e.g Onset or Marion) to best take advantage of a 10 or 12-day "window" to travel to Maine and back.

We prefer not to keep to rigid schedules and allow for variation based on the weather conditions.... I'm thinking we could harbor-hop up the coast and back, using different stops each way depending on the winds, but not repeating stops unless there's a reason, but I know some people do an overnighter to get as far east as they plan to go then work their way back in shorter hops. We cruise under power at 8 knots and can sail fast if enough wind, but would sail if we can do 4 or 5, so "planning speed" is 6 knots.

What would be an ideal furthest-point, and what are the "must" stops? We would enjoy a mix of sights, towns and secluded spots.