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October 2
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The Metropolitan Museum of Art
1000 5th Ave, New York, NY 10028Start off by taking a morning trip to the met. It's free if you don't mind looking cheap. All the stuff on the first floor is great- but don't forget that there is a second floor. It's also much less crowded and has some really great stuff.
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2
Joe Coffee
1045 Lexington Ave, New York, NY 10021-3252Get a strong cup of coffee from the best coffee place in the neightborhood & enjoy looking at all the cool buildings on your walk over there.
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A Walk along the undervalued Riverside
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1
Soldiers' and Sailors' Monument
New York, NY 10024Start exploring Riverside park by checking out this greatly under-appreciated monument. The monument commemorates Union Army soldiers and sailors who served in the Civil War.
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2
Boat Basin Café
West 79th st, New York, NY 10024Head south via the riverside and, if you're hungry, stop an get a bite at the boat basin cafe. As you might expect, it has views of the water that can't be beat.
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3
Riverside Boulevard
Riverside Blvd, New York, NY 10069Continue going south along the riverside and you'll see the new developments. If you don't tire out, you'll notice a natural stopping point at 59th street. When you make it here- you should probably turn around or cut back into the city.
Pro Tip: Turn east into the city on 66th and you'll run straight into Lincoln Square.
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Williamsburg 1st Date
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1
Maison Premiere
298 Bedford Ave, Brooklyn, NY 11211Start off with a cocktail and oysters to ease into things. If things don't go well- no big deal, tell her you've got to get up early or something and move on. If they're going well- grab the check and tell im or her you've got a surprise in store.
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2
Meadowsweet
149 Broadway, Brooklyn, NY 11211Walk over to this romantic cocktail spot and, if things are going really well, get the Chef's tasting (a relative bargain at $65.00).
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UES Brunch & Prep
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1
Jones Wood Foundry
401 E 76th St, New York, NY 10021Go for a traditional english breakfast at this underrated English Gastropub on the UES. If you're lucky (and in the mood for a pint) you can time your visit with some solid premier league action. God save the queen.
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2
Joe Coffee
1045 Lexington Ave, New York, NY 10021-3252Get some beans for the week & a cup for the afternoon.
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3
Fairway Market 86th Street
240 E 86th St, New York, NY 10028Get your food shopping done at one of the only reasonable markets in the neighborhood.