I am thinking of splashing the boat June 1 in MDI. Spend the next 6-8 weeks going north a bit and then slowly south. Take a vacation probably the first 3 weeks of August (need to leave the boat someplace), then continue to LIS for late August and September. Ending up just making it into the Chesapeake by Sept 15 or so to haul.

Questions are, is this too early for Maine? Are the dates to avoid - I'm sure 4th of July anywhere, but to try to miss the crowds and major regatttas etc. For example Block Island Race week seems to be June 19-24, would be a bad time to visit (but I will still be in Maine I think). Other major dates/places to avoid?

Best times to be in various places due to weather, crowds?

Yeah I know its a pretty open question, but I am hoping there is a rough consensus in the local knowledge.