Grand Havana Room

Getting past the front door is the tricky part at this exclusive invite-only membership cigar club. Once inside the 17,000-square foot space, soak up stellar city views coming in from all angles of the floor-to-ceiling windows. It’s the ultimate gentleman’s cave—mahogany paneling, velvet curtains and leather armchairs add to its cachet. With lots of stretching room (there’s a restaurant, a bar, a screening room and one of the largest glass-enclosed humidors in the Western hemisphere), it’s a place to see and be seen. You're equally as likely to rub shoulders with pinstripe-suit-and-tie Wall Streettypes as you are with high-profile Hollywood VIPs. (Name drop: Reverend Al Sharpton and Alec Baldwin.)