The Orient Hotel, The Rocks
While The Orient is right in the bustling heart of The Rocks, its courtyard beer garden is tucked away out back, meaning regulars can escape the throngs of tourists and harbourside sightseers. If you do prefer to be among the crowds, though, there's an al fresco area on Argyle Street that offers harbour views. Once inside, kick back with the suitably seafood-led menu featuring the likes of Sydney rock oysters, pan-seared salmon and salt and pepper squid, accompanied by a glass of something bubbly or brewed.
Head up to the first floor of this heritage-listed pub and you'll discover another outdoor area in the form of Mrs Jones. Named for one of the venue's earliest licencees, Jane Jones, this sleek indoor-outdoor dining room and watering hole features a retractable roof and large sliding glass walls, so you can feel like you're outside even if the weather turns.
89 George St, The Rocks NSW 2000, Australia