Frank Sinatra Facts

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Sinatra was a successful American singer and actor. His hits "Strangers in de night" and "My Way" are legendary. He died of a heart attack at the age of 82 years.

Lesser Known Frank Sinatra facts

Sinatra was a singer and artist constantly in the spotlight, but he also had a less known darkside.

Womanizer Sinatra

He married four times, his wives were respectively Nancy Barlato, Ava Gardner, Mia Farrow, Barbara Marx.

Sinatra had long standing relationships with Judy Garland, Lauren Bacall, Juliet Prowse and Angie Dickinson.

Alleged links to the Mafia

Sinatra's friends were the mafia bosses Sam Giancana and Lucky Luciano. Chicago Mafia Boss Sam Giancana wore a saffire ring given by Frank Sinatra as a friendship gift. On February 1961, FBI director Edgar Hoover released a memo mentioning Sinatra's extensive connections with the organized crime.

Frank Sinatra and the Havana Mafia

Sinatra was introduced to the Havana mafia by Lucky Luciano, together with Meyer Lansky both leading mafia bosses in Havana. 

In December 1946 a new direct airline between Havana and New York was inaugurated in the presence of Frank Sinatra and a group of admirers among them the Mafia bosses Lucky Luciano and the Fischetti brothers.

In his book "El Imperio de la Habana", about the Mob in Havana, Enrique Circules mentions that Sinatra was launched in Havana by the Mafia.

Sinatra was also present at the inauguration of the mafia hotel, Hotel Deauville located at the Havana Malecon.

On February 11 1947 a big mafia meeting was held in the Hotel Nacional de Cuba. All important mafia bosses were present among them Alberto Anastasia, Vito Genovese, Frank Costello, Joe Profiacci, Tony Accardo, Tommy Luchese, Sam Giancana, the Fischetti brothers.

On the same day Frank Sinatra landed with a suitcase containing 2 million dollar in cash, which he handed to Lucky Luciano before the start of the secret mafia conference.

Further Reading:

"El Imperio de la Habana" written by Enrique Circules.


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