One voice is the most portable live music there is, which is exactly why it suits Sydney. A soloist fits in a lift, sets up in fifteen minutes and works in a room where a band would not physically fit, and a lot of this city's function spaces are small, high up or reached by a narrow set of stairs.
What separates the performers below is mostly what sits behind the voice. Some sing with a guitar, some over backing tracks, some with a looper that builds a fuller sound live, and those are three different nights. Watch a minute of video before you shortlist, because that tells you more than any description of a repertoire.
Top picks are the acts in this category in Sydney, with premium listings first (no visible client reviews or ratings in this list).
Use the from-prices next to each performer on this page rather than a number from anywhere else, since a soloist's rate turns on the detail of your booking. The things that move it are how long they sing, whether you want one set or three spread across an afternoon, and whether they are bringing a PA or plugging into something your venue already owns. A half hour of ceremony music and a four hour party are very different jobs for the same person.
Almost always in blocks with breaks between them, because a voice is not a playlist and pushing it for two hours straight costs you the last half hour. Ask the performer to propose the structure once you have told them your start and finish, since where the breaks fall depends on when you are feeding people. Recorded music covers the gaps, so the room never actually goes silent.
For a cocktail party or a dinner, comfortably. For a late dance floor it depends on what they perform with, because a voice and an acoustic guitar will not fill a room at eleven at night the way a singer over tracks will. Plenty of Sydney soloists do both halves of the day and switch modes partway through, so ask whether that is something they run rather than assuming it.
Hardly any singers here carry a written review, so there is no ranking to read into and you should not treat the order as one. Video is the better signal, ideally footage of a real room with people in it rather than a studio recording. After that it comes down to what you ask them: how many events like yours they have done recently, what they bring, and how they handle a request.
Guitar, backing tracks or loops all sound different in a room and suit different events. A guitar carries a garden party well, while tracks give you a fuller dance floor later, so say what part of the night you are filling.
Harbour foreshore reserves and headland spots are council land with their own rules on amplified sound, and some cap it or ban it. Ask the performer whether they can work unplugged for a short set if your spot turns out to be one of those.
A north shore start and an inner west finish puts your singer in traffic through the middle of the day. If there is a gap between two spots, agree who covers the waiting time before it becomes an awkward conversation.