Address: 824 Canal St.

The first rule of The Boston Club is you don’t talk about The Boston Club. The second rule of The Boston Club is good luck trying to get in the door. Founded by a fancy group of guys intent on making their games of Boston (a popular card game that was introduced in the 18th century) a more private affair in 1841, The Boston Club is the country’s third oldest gentleman’s club (and we do mean “gentleman’s club” literally—not as a colloquialism). Which makes it one of the most difficult to penetrate or learn much of anything about except the location of the stately home where its members congregate. Yeah, there’s a whole lot of Skull & Bones type secrecy happening in this town.