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Looking for Coastal Maine Suggestions - 10-day Family Trip in August

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Hello, I'm looking for advice, please!

We are a family of 4 and briefly here's what we are looking for in our upcoming Boston/coastal Maine vacation (yes, I took a survey last night at dinner!):

Mom (me) - beautiful scenery; views; good food; nice accommodations; quaint walkable towns; antiques/architecture/art
Husband - good food; lobster; hiking; relaxing; Mt. Desert Island (we were there 20 yrs ago)
15-year-old son - not sure! (He says he "just wants to see New England");
10-year-old son - wants to go on a boat (a ferry will do); beach (swimming + playing); good food; Mom's note: He is very energetic

So we're planning 3 days/4 nights in Boston first, and then have 10 days for the rest of our trip. We typically like a slower pace, staying more than one night in a given place, and trying to avoid major tourist traps. (Yes, I know.....difficult to do in August.) Since we are foregoing our "typical" summer vacation of 1 week at the beach in Cape May, NJ, I need to include at least 1 or 2 (hopeful) "beach days" somewhere.

Here's my overall thinking at this point:

Day 1-4: Drive to Boston and stay 4 nights
Day 5: Leave Boston; possibly stop 1 or 2 places (Salem? Marblehead? Concord?); pick a destination in Southern Maine to stay 3 nights
Day 6-7: 1 or 2 days at the beach for the boys; maybe I can slip into Portland by myself for a day; Thomas Moser tour (furniture-maker whose stuff we love!); explore some cute towns; etc
Day 8: Drive up coast of Maine....perhaps spending a 1 night along the way up to Mt. Desert Island. (I'm thinking of following some of Karen Brown's back-road itinerary......where would be a good place to spend the night? Otherwise, could spend extra night in Southern Maine and just take 1 day to drive to MDI.)
Day 9: Finish drive to MDI; accommodations on MDI for 4 nights (Where? Want to definitely somewhere other than Bar Harbor)
Day 10-13: MDI (mostly hiking); take boat to Cranberry Islands
Day 14: Drive half-way (or all the way??) back home to Delaware

I would appreciate any general comments on the overall itinerary, as well as specific suggestions on towns and/or accommodations. Our budget is around $350-400 day (for hotel/food/everything).

Many thanks!
--DJ

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