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Save room for one of the throwback shakes or floats.Pick up a lined wooden basket from Dean & Deluca and fill it with charcuterie and cheeses, crackers, and roasted nuts before heading uptown to Fort Tryon Park, where you can grab a spot overlooking the medieval-style Cloisters.If you know your date is into wine, head to Red Hook Winery for a flight of four Red Hook Wines.Plan for a Saturday or Sunday, when you can tag along on a free 15-minute tour at 1pm.While the whole aphrodisiac thing has mostly been debunked, oyster happy hour is never a bad idea (assuming your date isn't allergic to shellfish...).

Warm-weather second dates are best spent on Governors Island.

Groups larger than four are strictly prohibited, and nothing says "I like you enough for a third date" more than a dapper bartender in a tuxedo.

If you're looking for great music with your second-date drinks, hit up Shrine, Harlem's bodega-meets-world-music venue, which offers draft beers during happy hour with live music. Once a month at The Bedford, the Society for the Advancement of Social Studies hosts hilarious (and totally free) lectures on a wide range of bizarre topics like German sabotage in New York City during World War I or an ill-fated American history theme park in the Bronx. You don't need to be staying at a hotel for access to the rooftop pool -- you can easily pay for a day pass to La Piscine at Hotel Americano or for The Beach at the Dream Hotel (among others) and pretend you're miles away from Manhattan.

Take the 7 train all the way to the Mets--Willets Point station.

From there, it's only a 15-minute walk to Flushing Meadows Corona Park: the site of two 20th-century World's Fairs.

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