Sydney is Australia's oldest and largest city, built around what is probably the finest natural harbour in the world. It is expensive, sunlit and unapologetic about both.
The First Fleet anchored in Sydney Cove in January 1788 and founded a penal colony on land the Gadigal people had lived on for tens of thousands of years. The settlement was Britain's dumping ground for convicts for half a century, then a wool port, a gold-rush gateway and, by Federation in 1901, the largest city in a new country that put its capital elsewhere partly to stop Sydney and Melbourne arguing. The Harbour Bridge opened in 1932, the Opera House in 1973 after a famously bitter build, and the 2000 Olympics gave the city its modern confidence. Post-war immigration from Britain, Italy, Greece and Lebanon, then Vietnam, China, India and Nepal, made it one of the most diverse cities anywhere; roughly four in ten residents were born overseas, and the figure is higher in the west.
The harbour is the organising fact. The CBD sits on its southern shore between Circular Quay and Central station, with The Rocks and the bridge to the north-west and the Botanic Garden and the Opera House to the east. North across the bridge are the leafy, wealthy north shore suburbs and, further up, the Northern Beaches running to Palm Beach. East are the harbourside money of Double Bay and Vaucluse and then the ocean beaches — Bondi, Bronte, Coogee. The inner west — Newtown, Marrickville, Leichhardt — is the student and creative belt, and the inner south, Surry Hills and Redfern, is where the restaurants are. Then come the vast western suburbs, from Parramatta out to Penrith and down to Liverpool, where most Sydneysiders actually live and which the harbour-facing city has long undercounted.
It is an outdoor city before anything else: surf, coastal walks, harbour ferries and Saturday sport. Rugby league is the working city's religion, the Swans have made Australian rules a genuine second code, and the January Test at the SCG is a national fixture. The food has gone from meat-and-three-veg to something excellent — Cantonese in Chinatown and Chatswood, Vietnamese in Cabramatta, Lebanese in Lakemba, Nepali in Auburn — and a fine-dining scene that takes seafood seriously. The Sydney Festival in January, the Mardi Gras parade in March, Vivid's winter light show and the New Year's Eve fireworks on the harbour are the calendar. Melbourne accuses it of shallowness, and there is something in that, but Melbourne is also jealous.
The hard parts are money and distance. Housing is among the least affordable in the world relative to incomes, the rental market is brutal, and the commute from wherever you can afford to live is long — the trains are decent but the motorways and tollways are choked. Summers are getting hotter, the bushfire smoke of the 2019–20 season is not forgotten, the eastern suburbs and the west increasingly live in different cities, and state politics swings between building things and cancelling them. What it offers is a harbour that improves every ordinary day, beaches within a bus ride of the office, a safe and easygoing big city with high wages, and a light that makes even the bad days look good.
The Opera House, the bridge climb, the ferry wharves and the oldest streets in the country under the bridge's southern pylon. The business district runs south to Town Hall and the Queen Victoria Building.
The inner-south terrace-house neighbourhoods of Crown and Oxford streets — the city's densest run of restaurants, small bars and the gay strip that hosts Mardi Gras.
King Street's bookshops, vegan cafés, pubs and live music, spilling into Enmore and Marrickville's Vietnamese restaurants and breweries. Students, artists and the University of Sydney.
The famous beach, the six-kilometre coastal walk south to Coogee via Tamarama and Bronte, and the surf, backpacker and wellness economy that lives off all three.
The half-hour ferry from Circular Quay to a proper surf town, with the Corso, the ocean beach and the harbour beach on either side. Beyond it, twenty kilometres of beaches to Palm Beach.
Kirribilli and Neutral Bay across the bridge, then the leafy, expensive suburbs along the train line to Chatswood, whose Cantonese food is worth the trip.
Sydney's second CBD, twenty-five kilometres up the river, with a new stadium and a rising skyline; around it the suburbs — Cabramatta, Lakemba, Auburn, Harris Park — where the best cheap food in the city is.
pubs, bars, budget hotels · 115 Regent Street Chippendale Sydney, Australia · lordgladstone.com.au
New Orleans style restaurants, jazz funk, Bourbon and Beefsteak Bar, pub restaurants, pubs, The Bourbon Hotel · 22 Darlinghurst Road, Potts Point · thebourbon.com.au
shopping boutiques · alfiesfriendrolfe.business.site
restaurants · australiafair.com.au
shopping boutiques · bertie.com.au
shopping boutiques · ellezeitoune.com.au
womens clothing, shopping boutiques · sardistherocks.com
bars · houseofpocket.com.au
shopping boutiques · tuchuzy.com
Sydney (Mascot), NSW, AU — You board from the indoor waiting area — no need to plan for the weather. ✈ 47 airlines (Qantas, Virgin Australia, Jetstar Airways, Regional Express…) · direct flights to 85 destinations incl. Auckland, Singapore, Christchurch, Melbourne, Los Angeles… (OpenFlights route data).
Routes and aircraft from OpenFlights (open data; a point-in-time snapshot). * = codeshare. Linked destinations open their own guidebook. Flight numbers are not in the open data — they come from the airline or a paid schedule feed.
Sydney, NSW, AU — Indoor waiting areas, but some gates board by bus or on foot across the apron — plan for the weather on the day.
Ferry terminal · 0.3 km from the centre
Ferry terminal · 0.4 km from the centre · Transdev Sydney Ferries
Ferry terminal · 0.4 km from the centre
Ferry terminal · 0.4 km from the centre
Ferry terminal · 0.4 km from the centre
Ferry terminal · 0.5 km from the centre · NSW Maritime
Ferry route · Transdev Sydney Ferries
Ferry route
Ferry route · Transdev Sydney Ferries
Ferry route
Ferry route · Transdev Sydney Ferries
Ferry route · Transdev Sydney Ferries
Ferry route
Ferry route · Transdev Sydney Ferries
Train, metro, bus, ferry · Sydney's trains, metro, buses, light rail and harbour ferries. · Fares: Opal card or contactless · Airport: Airport Link train to Central in 13 min
Rail operator
Rail operator
Rail operator
Sydney to Perth across the Nullarbor, four days coast to coast. · Perth, Western Australia guide →
National rail
About three and a half hours to the capital. · Canberra guide →
Overnight coach up the Hume Highway, about 12 hours. · Melbourne, Australia guide →
On-demand charter, jet cards and the semi-private scheduled carriers that serve this city.
Charter, management · Managed fleet · Sydney-based charter and management.
Broker · Any aircraft via operators worldwide · Global charter broker with 30+ offices; private jets, group charters and cargo.
FBO, charter, management · Managed fleet · FBO network and management across Europe, Africa, the Middle East and Asia-Pacific.
Fractional, jet card · Embraer Praetor, Bombardier Challenger & Global, Gulfstream · Fractional ownership and jet cards in North America and Europe.
Charter, management · Large-cabin & VIP airliners · Geneva-based operator known for large-cabin and VIP airliner charters.
Cruise · 2 hours · from A$115/pp
Boat Tour · from A$14/pp