21. Midtown Manhattan, New York

Jordan won front row tickets to Hamilton in New York City, which spurred a crazy two-day planning spree. Katie and Jordan have been together almost ten years, so it's only fitting they have now seen ten shows on Broadway.

When they weren’t being dazzled by theatre, they were experiencing some of the most classic buildings in Manhattan like Grand Central Terminal and the flagship building of the New York Public Library, where Katie and Jordan met the real Winnie-the-Pooh (and friends) that inspired A.A. Milne’s classic books.

Katie declares her love of outdoor NYC dining and Jordan regrets not asking Seth Meyers for a writing job.