Sandwich MA
- Daniel Webster Inn's Tavern. A bit pricey but really good lobster roll. It's very quintessential Cape Cod
- Dunbar Tea Shop. I try to stop here at least every few months. It's like going to England but just going to the Cape.
Nantucket
(note: it is very expensive on the island. My brother lives here and when I visit I usually just eat at his place - his future FIL is a part time fisherman).
- The Pearl. Wicked expensive but it is so worth it if you want to try something swanky and hip.
- Black Eyed Susan's. I'm not sure when you're going - this is only open in season. Awesome breakfast.
- Brotherhood of Thieves. If I go out to eat on Nantucket, this is where I usually go. Great burgers, decent seafood, and reasonably priced considering where you are.
Salem
- I like the lobster rolls at the Tavern at the Hawthorne.
- Victoria's Station at Pickering Wharf is good.
- The Grapevine. Never had a bad meal there.
- Bill's roast beef (not sure exact name). Incredibly good sandwiches and fries.
New Haven:
My sister goes out to eat in New Haven periodically when at school. She raves about Hot Tomato
Cambridge
can't say I have ever eaten at a non chain restaurant in Cambridge but if Christine's ice cream is still there I had a great hot fudge sundae.