10. Bridge Cafe (1792)

Completed in 1792, Bridge Cafe is the oldest surviving tavern and one of the oldest buildings in Manhattan. The building has contained in the past a porter house, a beer-serving grocer, and a brothel on an upper floor.

Located near the marina at 279 Water Street in the South Street Seaport area of Manhattan, the establishment attracted pirates and sailors who often hung out in the brothel drinking beer and whiskey. Besides serving great drinks, Bridge Cafe has gourmet food. In the 19th century, the building was described as a grocery, a porterhouse, or a liquor establishment and is one of New York City’s oldest historic taverns. But, beware if you visit this vintage bar, it may be haunted!

The Bridge Cafe is located at 279 Water Street, 11201.