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Getting a long layover

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When I started making reservations for an upcoming trip, I saw that we were being routed through NYC and DC, two cities we'd love to see, but don't have anything in the budget for. Remembering past travels that happened to include adventures during long layovers, I figured we could leave the airport and go on a madcap tour. Problem is, I don't know how to book it! All the sites have algorithms designed to minimize travel time.

Have you done this kind of travel? How did you force the long layover?

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