Half the wedding traffic on this stretch of coast ends up on a property behind Milton, in a shed or a paddock with a view back down to the water. The performers, though, mostly live below the hill: at Mollymook, at Ulladulla, a few minutes each way. One guitarist gives a Milton address and the rest are a short drive, which is about as good as country supply gets.
So the honest risk here isn't distance. It's that the same handful of acts is being asked for by every couple who books a farm gate reception in the same few months, and there is no second tier behind them within easy reach. Once the local names are gone you're looking at Saint Georges Basin, Vincentia or Batemans Bay, and after that Nowra, an hour up the highway with the gear.
Top picks are the nearby performers with the most visible reviews, then rating, then the closest; further afield the closest come first, and premium listings break remaining ties. Distances are straight-line from Milton. Ask each act whether they travel to your venue and what that costs.
Yes, and it's most of what the acts around here do. The thing to settle first is power: a farm shed with one power point cannot run a five-piece band's rig, and the act needs to know that before quoting rather than on the day. Ask what they need, then ask the venue what exists, and let the two talk if the answers don't match.
Near enough, because the towns are only a few minutes apart and the performers work across all of them without thinking about it. What differs is where the reception is. An act who lives at Mollymook Beach treats a Milton property as a local job, and won't be adding travel for four kilometres.
Earlier than you would in a city, because the pool within a short drive is small and the wedding season here is concentrated. Spring and autumn Saturdays are the ones that go first. If you have a date and a venue, send the enquiry the same week rather than waiting until the rest of the planning settles.
Plenty will, since the South Coast run is normal weekend work for them, but you're adding an hour or more each way to a night that already finishes late. Expect that to show up as a travel line, or as a request to stay over. Ask about it in the first message so the quote you get back is the real one.
Tell the act if the reception is on private land, because it changes what they bring: generators, long cable runs, lighting for a paddock with no streetlights. A guitarist can work off a battery amp, a full band cannot.
Most of the properties around Milton are down a dirt track that turns to soup after rain, and a van loaded with PA gear is the thing that gets stuck. Give the act the access details and a phone number for someone who will actually answer on the day.
If the acts in town are taken, the Jervis Bay and Batemans Bay pages hold the next ring out, and those are ordinary Saturday drives for a coastal act. Nowra is the point where I'd start expecting travel on the quote.