New York, NY
Hecklers are the worst. Most people just tell them to shut up, but mobster Louis Barone is not most people. When Albert Circelli wouldn't stop mocking Broadway vet Rena Strober's performance of "Don't Rain on My Parade" at Rao's, Barone silenced him by shooting him in the back with his .38. Barone went to jail, but a suitcase full of limbs turned up outside Rao's seven years later. The place's mob ties are so famous, Scorsese featured a regular (Johnny Roastbeef) in Goodfellas and used the spot as inspiration.
Palace Chop House
Newark, NJ (now closed)
By nature, this list is dominated with tales of tough Italian guys. But the big Palace Chop House mob story involves the rare German-Jewish gangster, Dutch Schultz. In his heyday, Schultz bootlegged, stole, and murdered with the best of 'em. It all caught up with him, however, during a dinner at the Palace Chop House. Two gunmen burst in and took out Schultz, along with three associates. The orders came down from other top mobsters (including Lucky Luciano, depending on who you ask) who thought Schultz was out of control -- he wanted to whack New York prosecutor (and later, governor) Thomas Dewey. So he had to go, but at least he got a posthumous Dustin Hoffman movie out of it?
Kansas City, MO (now closed)
When mobsters Cork Civella and Carl DeLuna met at Villa Capri in June of 1978, they had no idea the FBI was listening in. So they proceeded to talk freely about some shady Vegas dealings, which led the FBI to launch Operation Strawman. The sting was one of the biggest federal cases against the mob, and brought down VIPs in several major crime families. The restaurant shuttered and later burned down in 2011. We're not saying a still-bitter DeLuna descendant is responsible, but someone else could.