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Its funny you mention to Boston-NYC-DC thing, because I did that just last month.
I had Breakfast at Flour Bakery in Boston (One of my favorite bakeries on earth, btw); Hopped on the Acela for a lunch meeting in NYC at Eleven Madison Park; then flew to Baltimore that evening and had dinner at Ryleigh Oyster in Federal Hill.
Since I live between Boston and Istanbul, I do the breakfast on the plane; lunch in Amsterdam or Paris then Dinner in Istanbul thing quite often (factoring in the time changes)
Most recent trip I had lunch at Beurre Noisette in the 15th in Paris then a late dinner at Abracadabra in Istanbul (If you ever go to Istanbul this is a must eat place) I know you said no airplane travel, but this is one I personally do quite often.
Its actually not THAT bad I guess. If you catch the express train you can get from BOS to NYC in well under 4 hrs. Then a night flight from NY to BLT is about an hr and a half. Not ideal, but not the worst either.
Those are all the ones I've done, to my memory. Singapore, Houston, & Chicago are the ones I live/lived in, so its also fair to note I did lunch (or other meal) near home.
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