The Sanremo Music Festival 1999 (), officially the 49th Italian Song Festival (), was the 49th annual Sanremo Music Festival, held at the Teatro Ariston in Sanremo between 23 and 27 February 1999 and broadcast on Rai 1. The show was presented by Fabio Fazio (who also served as the artistic director), supported by Laetitia Casta and Renato Dulbecco.
The quality jury consisted of Ennio Morricone (who served as president), Umberto Bindi, Toquinho, Carlo Verdone, José Carreras, Maurizio De Angelis, Enrico Brizzi, Amadeus and Dario Salvatori. The winner of the Big Artists section was Anna Oxa with the song "Senza pietà", while Daniele Silvestri won the Critics Award with the song "Aria".Alex Britti won the "Newcomers" section with the song "Oggi sono io". In this edition, the "Premio Città di Sanremo", a career award, was introduced, being won by Ornella Vanoni.
In addition to musical guests, the guests of this edition also included Mikhail Gorbachev, Neil Armstrong and Buzz Aldrin, Michael Moore, Leslie Nielsen, Gustav Thöni, Silvan, Darlene Conley, Roberto Mancini, Alessandro Del Piero, Carla Fracci, Pierluigi Collina and Teo Teocoli.
After every night Rai 1 broadcast "DopoFestival", a talk show about the Festival with the participation of singers and journalists. It was hosted by Orietta Berti and Teo Teocoli, with the regular participation of Fabio Fazio.
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