Brief Overview of the City
Sydney would have to be the largest city in Australia, it is also basically the entry and exit hub for many airlines so if you are heading down under you are likely to have to pass through here at some point in time. I was fortunate enough to live here for a very short 6 months.
Sydney is home to Bondi Beach, the harbour bridge and opera house amongst many other lesser known things.
I have a biased opinion because I myself am Australian, but hopefully this datasheet can help you get a bit more local info that the travel books cannot.
Sydney is full of all different races of women, if it exists, im confident you will find it in Sydney. Asian, Latin, Middle Eastern, European, they all seem to congregate here.
In terms of quality, the women in Sydney are reasonable, you will find quality but not in the same numbers as Melbourne. In general however Sydney women are more dtf than Melbourne women.
What are the chances of hooking up? 3/5 (Not difficult, but it can get quite competitive).
What strategy do you think would work best for picking up? Avoid the city during the day, I would be hitting up Manly beach or Bondi beach.
Do the girls prefer an aggressive approach or an indirect one?
Western Game applies here, treat them as though they were your typical american.
Nightlife varies in consistency and location, greater Sydney is quite large and if you are on vacation I doubt that you are going to venture much further than the city and kings cross.
Kings Cross is the prominent night spot, notorious back in the day for gangs, bikies and prostitution, it's now seriously regulated at night time and cops are everywhere. It has been at least a couple of years since I have partied on the cross but i'm pretty sure not much has changed.
Located in Kings Cross near the train station, if you walk out of the station away from the main street, you will see a big back alley (it looks very dodge but its safe), just follow the slutty looking women staggering down the street, that is where they are going.
Dragonfly is full of drunk, horny women. Enough said. Game here is all dancefloor, most girls here are so drunk that they won't be able to remember your name by the morning, just go caveman.
Another Kings Cross venue, located on the main street, its a smaller venue but has some serious talent, quite a few lebanese come here. I like the lebanese look and they generally have more attractive athletic look than their chubby western alternatives.
The Golden Shief
This place is in double bay, it is very trendy and very up market. If you are backpacking on a budget, DO NOT come here because it is a waste of time. Shallow, gold diggers but incredibly hot women, if you don't have the money fake it until you make it, just don't expect them to come back to anything less than a penthouse apartment or 5 star hotel. It is worth going however to just see the best Sydney has to offer.
SOHO & Candy's
I put these two together, they are the two biggest clubs but nothing special. If you just want a venue that is large enough that you can do max approaches with nobody noticing, these are the clubs for you.
Day Game Locations
Hit up the following.
Tourist mecca for the Aquarium and Museum, plenty of bars to have a drink at and watch the talent wander past or make approaches.
Bondi Beach / Manly Beach
You will find in summer more women here than anywhere else in Sydney during the day. Lot's of tourists and backpackers, plenty of locals (locals are more likely at Coogee Beach or Manly than Bondi).
Other Info / Recommendations?
Stay in the city and not in Bondi, it puts you a 5 minute taxi ride and about $10 from Kings Cross and walking distance to Darling Harbor or a short $3.60 train trip to Bondi Junction (massive shop and close to the beach).
Sydney is expensive as far as international standards go, as of writing this I believe the AUD$ is buying almost $1.05 USD which is not so good for travelers coming into the country.
1 Coffee = $3 - $4
1 Pint = Upwards of $8 - $15 depending on location
I prefer Brisbane and Melbourne to Sydney, I think what ruined Sydney for me was that I spent 6 months there and to be quite honest it is a boring city, lots of regulation and rules from the government these days.
There is enough to do for a week or two, but any longer and you will be bored. Don't waste your time heading out Monday - Wednesday, it's a pointless exercise.
The Bottom Line
It is worth a look, see the sights, it's as "Australian" as it gets for a city.