4. One If By Land, Two If By Sea

A Greenwich Village staple, One if by Land, Two if by Sea is located in a historic, landmarked carriage house that was built in 1767, and used by Aaron Burr in the 1790’s as a storage place for his coach and horses. It’s often referred to as the “most romantic restaurant in New York City,” thanks to its beautiful decor, which includes brick fireplaces, candlelit tables and baby grand piano and a private garden. In fact, more engagement announcements have taken place at this restaurant than in any other in Manhattan (or so its website notes).

Today, the building is steeped both in history and urban legend. Before serving as a restaurant, it operated as a firehouse, a bar, a silent movie house and more. It’s believed that the spirit of Aaron Burr’s daughter, Theodosia, who died in a shipwreck, returns to haunt her father’s former carriage house. There’s also a mystery surrounding the origins of a stone-lined tunnel that leads to the carriage house, which was used by the underground railroad for fugitive slaves.