To mark the milestone, the cast of the hit series reunited at a special event celebrating the series, called Woke Up This Morning: The Sopranos 20th Anniversary Celebration, held at New York's SVA Theatre.
In attendance on the night were some familiar - though slightly older - faces, including Jamie-Lynn Sigler, Robert Iler, Michael Imperioli, Dominic Chianese, Tony Sirico, Lorraine Bracco, Annabelle Sciorra, Edie Falco, John Ventimiglia, Steven Van Zandt, and Vincent Curatola.
The glitzy reunion was held in New York and saw the show's cast and creator talk about the series' finale. Credit: PA
There was however, one important person missing from the special event - the late James Gandolfini, who starred as the troubled lead character and head of the crime family, Tony Soprano.
His performance as the mob boss has been cited as helping pave the way for the modern 'anti-hero' we so often see today.
The cast came back together for a special 20th anniversary. Credit: PA
The hit drama ran for six series before it finally ended in 2007. Credit: PA
The actor tragically died in 2013 after suffering a heart attack aged just 51, and was instead represented by his 19-year-old son, Michael.
The emotional reunion also included a candid interview with the show's cast and its creator, David Chase, who spoke about the show's finale as well as new commemorative book, The Sopranos Sessions.
The show's star James Gandolfini tragically passed away in 2013. Credit: PA
Running for a total of six seasons, The Sopranos first aired on 10 January 1999 and finally ended in 2007, after 86 episodes.
Some have called 'The Sopranos' the best drama series ever. Credit: PA
It told the story of a complicated Italian-American mobster who struggles to cope with the pressures of trying to balance his family life with his role as the head of a major criminal organisation.
Over the course of the series, we see him slowly unravel, mentally and emotionally, eventually opening up to therapist Dr Melfi about family life, his troubled childhood and, even more tentatively, his life of crime.
James Gandolfini's son attended the event on his behalf. Credit: PA
It wasn't long before critics were falling over themselves to praise the show, with the New York Times going so far as to say it 'just may be the greatest work of American popular culture of the last quarter century'.
The show's creator is said to be working on a film, looking at Tony Soprano's childhood. Credit: PA
But if rumours are to be believed, fans of the brutal drama could soon see the show return - at least in some form - with the creator understood to be working on a movie, called The Many Saints of Newark, which would focus on Tony Soprano's childhood.
Featured Image Credit: PA