Before anything else, find out what your venue has. A pianist walking into a room with a tuned grand already in it is a simple, cheap booking. The same player at a venue with no instrument has to bring a stage piano, a stand, a stool, an amplifier and a person to carry it, and the quote reflects every one of those things.
Sydney makes this more interesting than most cities because so many of the rooms with a real piano are old: harbourside clubs, city hotels, a few of the eastern suburbs function rooms. Old pianos are not always in tune, and a player who asks when it was last serviced is doing you a favour rather than being difficult.
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If your venue does not have one, yes, and what arrives is a weighted digital stage piano rather than anything with strings in it. A good one sounds close enough that most guests will never question it, and it can be amplified for a bigger room, which an acoustic upright cannot easily be. If the venue does have an instrument, say so, because it usually takes the gear component out of the quote.
The from-prices next to each player here are the live figures to compare, and the things that move them are hours, the instrument question and how many parts of the day you want covered. Ceremony, canapes and dinner as one continuous booking is generally better value than treating them as three, and it saves the player packing up twice. A ceremony on a headland with no power is its own conversation because it needs a battery system.
For standards and the well-known wedding repertoire, almost always, and many will happily play a list you send through beforehand. Something obscure or a modern song arranged for solo piano is real preparation, so raise it in the first message rather than the week before. Some players charge for learning a specific piece and will say so up front, which is fair.
With a digital instrument, yes, provided there is shade and a power point or a battery system. Direct Sydney sun on a keyboard is genuinely bad for it, and the harbour breeze will take sheet music off a stand, so a covered spot matters more than a scenic one. Grass also needs a flat board or a hard base under the stand so the whole thing does not lean as the afternoon goes on.
Is there a piano, is it upright or grand, and when was it last tuned. Send those three answers in your first message and the pianist can quote you properly instead of hedging.
Two hours of quiet standards under conversation is a mood, not a performance, and it is priced differently from a set people actually stop and listen to. Say which one you want, because a player who prepares for the wrong one will feel it in the room.
A stage piano and its gear is an awkward two-person carry, and plenty of Sydney terrace venues and clifftop houses have a flight of steps and no lift. Warn them and they will bring help; surprise them and your set starts late.