The Estonian participating broadcaster, Eesti Televisioon (ETV), organised the national final Eurolaul 1999 in order to select its entry for the contest.

Ten songs competed in the national final and "Diamond of Night" performed by Evelin Samuel and Camille was selected as the winner by a jury panel.

Evelin Samuel, Hanna Pruuli, Hedvig Hanson, Kate, Lauri Liiv and Pearu Paulus (member of 2 Quick Start) have all competed in previous editions of Eurolaul.

[7] A non-competitive public televote which registered 14,676 votes was also held and selected "Opera on Fire" performed by Joel De Luna, Mati Kõrts, Jassi Zahharov and Mait Trink as the winner.

The jury panel that voted in the final consisted of Anders Berglund (Swedish composer and conductor), Raimonds Pauls (Latvian maestro), Andrej Karoli (music editor at Radio Slovenia), Bo Halldórsson (Icelandic singer), Manfred Witt (music, show and entertainment producer of the German broadcaster NDR), Camila Raznovich [it] (Italian television presenter), Noel Kelehan (Irish conductor), Katrina Leskanich (lead singer of the British band Katrina and the Waves), Nana Mouskouri (Greek singer) and Kobi Oshrat (Israeli composer and conductor).

On 17 November 1998, an allocation draw was held which determined the running order and Estonia was set to perform last in position 23, following the entry from Bosnia and Herzegovina.