If I listed all my favourite Sydney spots to wine and dine it would be overwhelmingly long, so I will just limit myself to two regular haunts and some surrounding spots. Bar Copains or Cafe Fredas for an early evening tipple and maybe a small bite. If you're at Bar Copains, venture to Pellegrino 2000's and if you're at Cafe Fredas, visit Paski Vineria Popolare, Dimitri's or Cicerone. These happen to be all Italian spots but they’re the best.
If you want to venture a bit further, hit Newtown. This is one of my favourite areas of Sydney and in my humble opinion, it is home to some of the best food and bev around. One Another, Tokyo Lamington and Cairo Takeaways during the day. Continental Deli, Huelo, Bella Brutta, Bar Planet for the evening.