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I've been hearing that the Tavern at Quarry Hills has spectacular views of the sunsets and Boston. They also have outside dining. While, I haven't been, the menu looks interesting. Lobster macaroni bites was item that caught my eye. I would be curious if anyone had any feedback. It's two minutes from where I work and for some reason I never think of it. The tavern is located at the Granite Links Golf Club in Quincy.
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I can think of two places on the water with a great view. Tavern on the Water in Charlestown in the former Navy Yard and up on the North Shore in Swampscott there is Anthony's with floor to ceiling windows. Food is okay - American. Could sit at the large bar and watch the sun set.
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Some of my favorites (hopefully you're not doing this tonight!):
Lobster Pool, Rockport--closer to an hour from Boston, but worth it, with views of Ipswich Bay from the picnic tables
Eastern Pier, Boston--good Chinese food right on the water in the Seaport District
Marco's, Lawrence--excellent Mediterranean food with outdoor seating by the canal
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