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Critique my itinerary - 3 days in Boston

foodchow | Jun 26, 201209:10 AM

Wife and I (late 20's/early 30's) will be coming to Boston in a couple weeks from NYC. Looking to do some fun and unique restaurants. Not really looking for anything too fancy b/c we can do plenty of that in NYC.

Please feel free to comment on the itinerary, as of now nothing set in stone:

Day 1 (Thurs): will be doing the Freedom Trail.

Lunch: Regina's Pizza - looking for something casual to stop by as we walk.
Dinner: The Gallows - looking for gastropub type place. nothing too fancy, with interesting food.

Day 2 (Fri): will be in Cambridge in morning/afternoon. not sure what doing later in day (open to suggestions). will be taking 7PM sunset cruise

Lunch: EVOO or Catalyst -- could not find many lunch options in Cambridge.
Pre-Dinner Drinks: Patio at Dillon's -- have a cocktail outside
Dinner: Vinoteca di Monica - want to do one North End Italian place

Day 3 (Sat): walking around Newbury Street. Red Sox vs Yankees game at night.

Lunch: I see ICOB gets a lot of good reviews, but it seems a bit pricey to me, not sure what the draw is. Also considering Sonsie for scene on Newbury St.
Pre-Game Drinks: Bleacher Bar - any other good options?
Dinner: eat at Fenway.

Day 4 (Sun): leaving in afternoon
Brunch: Winsor Dim Sum


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