2019–2021: Sanremo appearances, 1969, 1990, 1920, and Lauro
In December 2018, it was announced that Achille Lauro would participate in the Sanremo Music Festival 2019 with the song "Rolls Royce" and finished in 9th place.
Following his first Sanremo appearance, he released his fifth studio album 1969 on 12 April 2019. 1969 is his best-selling album to date, being certified 2× platinum by FIMI in 2021. This album peaked at 3 on the Italian music charts and had multiple singles that charted in Italy including "C'est la vie" and his Sanremo entry "Rolls Royce", which also was certified platinum in Italy. In 2020, this album was re-issued as 1969: Achille Idol Rebirth.
In December 2019, it was announced that Achille Lauro would participate in the Sanremo Music Festival for the second time with the song "Me ne frego". He finished in 8th place. The song peaked at 4 in the Italian charts and was certified 2× platinum.
In 2020, it was announced that Achille Lauro would become the Chief Creative Director of Elektra Records/Warner Music Italy. On 24 July of that year, Lauro released sixth studio album 1990, which was his first album to reach number 1 on the Italian charts and was certified gold in 2021. At the end of the year, on 4 December 2020, Lauro released his seventh studio album 1920. The album peaked at 13 on the Italian charts.
In 2021, Lauro appeared at the Sanremo Music Festival for the third time, but as a guest instead of a competing entry. On 16 April 2021, he released his eighth studio album Lauro. The album peaked at number 1 in Italy and the singles "Solo noi" and "Marilù" from the album also charted. The album was re-issued as Lauro: Achille Idol Superstar in 2022. In June 2021, he, along with Fedez and Orietta Berti, released the song "Mille". This song was a massive hit in Italy, peaking at number 1 for five weeks and being certified 6× platinum.