I have lived in Sydney for 10 months.
Beaches, Parks, and Nature
Manly-to-Spit Bridge Coastal Trail – Exquisite six-mile path winding through thickets of gum trees and along seaview cliffs, secluded beaches, and Aboriginal landmarks.
Since it's long, bring water and a TGA-approved (Australia-safe) sunscreen with a high SPF.
Gordon's Bay – Glittering Eastern Beaches cove whose turquoise waters, frequently topped with pool floats shaped like flamingos and camper vans, evoke a tropical lagoon.
The other lovely beaches and bays of the Bondi-to-Coogee trail are also worth exploring.
The Lavender Bay Parklands and Wendy's Secret Garden – Secluded hillside green above an old railway line and marina, featuring landscaping by local arts figure Wendy Whiteley.
Marrinawi Cove – Newly opened limestone swimming hole along the northern Barangaroo nature reserve. It's a playful take on urban regeneration that feels very Sydney.
Royal Botanic Garden – Dramatic park unlike any other. Set between the CBD, the Domain, and quieter Woolloomooloo, it offers native flora alongside bridge and opera-house vistas.
Hyde Park –
Parsley Bay Bridge –
Camp Cove –
Hermitage Foreshore Track –
ABC Pool "leisure pool" – Seawater public pool whose location, adjacent to the Domain and perched over Woolloomooloo Bay, gives it an atmosphere as dramatic as any luxury hotel pool.
Cultural Attractions
The Rocks –
Grounds of Alexandria –
Eastern Suburbs terrace-house streets –
Coca-Cola sign –
Sydney Opera House –
Oxford House Pool Bar –
Museum of Contemporary Art –
Forgotten Songs –
Wedge Gallery at Kinokuniya –
Potts Point Deco streets –
Restaurants
The Butler –
Fred's –
Ms G –
Challis Avenue –
Celsius Coffee Co. –
Bills (Darlinghurst location) – Whitewashed, sun-filled birthplace of brunch culture as the world knows it today, including some associated staples, like upmarket avocado toast.
Mr Wong –
The Apollo –
Cho Cho San –
Bar Totti's –
CBD –
Donut Papi –
Mimi's/Will's –
AP Bakery – at Paramount House Hotel
Lucky Kwong – Cafeteria-style spot serving accessible, lunch-friendly takes on the Australian-native-ingredient-driven Sichuan cuisine that owner/chef Kylie Kwong is famous for.
Eastern Suburbs Italian eateries – including Sagra, A Tavola, Buffalo Dining Club, Marta
Chinatown –
Chin Chin –
Bars
Shady Pines Saloon –
Big Poppa's –
The Lobo –
Maybe Sammy –
Shops
IN BED –
The Intersection – including Maggie Marilyn, Oroton, Lee Mathews, Zimmermann, Flannel, and (in area), Aje, Bassike
Helen Kaminski – mention arcades in general
Nonna's Grocer –
Maison Balzac –