1. Woolloomooloo
This next bay around behind the Opera House is reachable via a lovely stroll through the Botanic Gardens or around the waterfront. Stay at the Ovolo Hotel in the former wool store-cum-Naval building on Finger Wharf (Russell Crowe owns an apartment at the end). It's all about millennials, with an app for guests to choose music from a playlist " loaded with 80s music " to blast in the lobby. They are beyond cool, offering a free happy hour, free minibar, free breakfast and free wi-fi. So millennial. Check it out.
ovolohotels.com
2. Taronga Zoo Roar and Snore
If you have kids in tow, or you just like to do it like the Discovery Channel (sorry, couldn't resist) this is a very cool Sydney experience. Pack your toothbrush and arrive at the zoo about 6pm where you will be shown to your glamping tent with views across the harbour to the Opera House. You'll have dinner then walk around the zoo at night, and it's up at 6am to help the zookeepers feed the animals. You'll need to book, it's sold out months in advance.
taronga.org.au