Brief history
The city of Sydney was founded as a penal colony, amid brutality, deprivation and despair. In January 1788, the First Fleet, carrying over a thousand people, 736 of them convicts, arrived at Botany Bay expecting the “fine meadows” that Captain James Cook had described eight years earlier. In fact, what greeted them was mostly swamp, scrub and sand dunes. An unsuccessful scouting expedition prompted Commander Arthur Phillip to move the fleet a few kilometres north, to the well-wooded Port Jackson, where a stream of fresh water was found. This settlement was named Sydney Cove after Viscount Sydney, then Secretary of State in Great Britain.
In the first three years of settlement, the new colony nearly starved to death several times; the land around Sydney Cove proved to be barren. When supply ships did arrive, they inevitably came with hundreds more convicts to further burden the colony. It was not until 1790, when land was successfully farmed further west at Parramatta, that the hunger began to abate. Measure this suffering, however, with that of the original occupants, the Eora Aborigines: their land had been invaded, their people virtually wiped out by smallpox, and now they were stricken by hunger as the settlers shot at their game. Under the leadership of Pemulwuy, a skilled Aboriginal warrior, the Eora commenced a guerilla war against the colony for much of the 1790s. However, the numbers and firepower of the settlers proved too great, and in 1802 Pemulwuy was captured and killed, his severed head sent back to England. After this, the Eora’s resistance soon ended.
By the early 1800s, Sydney had become a stable colony and busy trading post. Army officers, exploiting their access to free land and cheap labour, became rich farm-owners and virtually established a currency based on rum. The military, known as the New South Wales Corps (or more familiarly as “the rum corps”), became the supreme political force in 1809, even overthrowing the governor (mutiny-plagued Captain Bligh himself). This was the last straw for the government back home, and the rebellious officers were finally brought to heel when the reformist Governor Lachlan Macquarie arrived from England with forces of his own. He liberalized conditions, supported the prisoners’ right to become citizens after they had served their time, and appointed several to public offices.
By the 1840s, the transportation of convicts to New South Wales had ended, the explorers Lawson and Blaxland had found a way through the Blue Mountains to the Western Plains, and gold had been struck in Bathurst. The population soared as free settlers arrived in ever-increasing numbers. In the Victorian era, Sydney’s population became even more starkly divided into the haves and the have-nots: while the poor lived in slums where disease, crime, prostitution and alcoholism were rife, the genteel classes – self-consciously replicating life in the mother country – took tea on their verandas and erected grandiloquent monuments such as the Town Hall, the Strand Arcade and the Queen Victoria Building in homage to English architecture of the time. An outbreak of the plague in The Rocks at the beginning of the twentieth century made wholesale slum clearances inevitable, and with the demolitions came a change in attitudes. Strict new vice laws meant the end of the bad old days of backstreet knifings, drunk-filled taverns and makeshift brothels.
Over the next few decades, Sydney settled into comfortable suburban living. The metropolis sprawled westwards, creating a flat, unremarkable city with no real centre, an appropriate symbol for the era of shorts and knee socks and the stereotypical, BBQ-loving Bruce and Sheila – an international image that still plagues Australians. Sydney has come a long way since the parochialism of the 1950s, however, and today, Sydney’s citizens don’t look inwards – and they certainly don’t look towards England. Thousands of immigrants from around the globe have given Sydney a truly cosmopolitan air, and it’s a city as thrilling and alive as any.
What to do in Sydney
Visit Sydney Opera House
Catch a show, a beyond the stage tour or relax with a drink at the Opera Bar.
Take in Sydney Harbour Bridge from a different angle
Drive, walk, cycle or even climb the famous "coathanger" for a giddy vision of the city. A 90-minute Rocks walking tour will give you excellent views of the bridge and the Opera House.
Explore Newtown
Arty, quirky and with restaurants representing every flavour of multicultural Sydney.
Breathe in nature at Sydney Harbour National Park
Multiple pockets of astounding natural beauty with great views of the harbour. Alternatively, head for a day tour to Ku-ring-gai National Park, just 45-minutes north of the city.
Get your surf on at Bondi Beach
Bold, brash Bondi is synonymous with Australian beach culture. If you're a beginner surfer, book a lesson to get you started.
Get out the bucket and spade at Manly Beach
A hub of watersports, with a holiday-village feel.
Join the celebration at Mardi Gras
The world's biggest celebration of LGBTQ culture.
Test the grapes at the Hunter Valley wineries
A famous wine-growing region with a plethora of culinary and cultural activities to choose from.
Enjoy a weekend getaway in the Blue Mountains
Take a weekend break in one of the dinky Deco towns of the World Heritage-listed Blue Mountains. If you're on a shorter trip, book a one-day tour.
Cruise the harbour
Sydney is at its best from the harbour; take it in cheaply on the popular Manly Ferry. Alternatively, book onto a harbour cruise.
Watch for whales
Look out for whales off the North Head shore in the June–July and August–October migration periods, or book onto a whale-watching cruise.
This page contains affiliate links. All recommendations are editorially independent.
Bars and pubs
The differences between a restaurant, bar, pub and nightclub are often blurred in Sydney, and one establishment may be a combination of all these under one roof. Sydney’s bland, pub-dominated wilderness has disappeared in the inner city and you’ll find a fashionable bar on almost every corner, offering everything from poetry readings and art classes to groovy Sun-afternoon jazz or DJ sessions.
Surry Hills and Darlinghurst are the places to go for “pop-up” bars, as well as a variety of drinking holes for all tastes. Circular Quay and King Street Wharf are more touristy, yet have harbour views that even locals still savour now and again. Not to be outdone, the traditional hotels are getting in renowned chefs and putting on food far beyond the old pub grub.
Sydney has many Art Deco pubs, a style notably seen in the tilework; we’ve included some of the best below. Opening hours vary considerably: traditional pubs and beer gardens will be open 11am–11pm or later, while more fashionable cocktail bars may not open until the evening but won’t close until 2am (perhaps 4am or later at weekends).
To get to know the scene, consider joining a craft beer tour or a pub crawl in one of the mosts fascinating areas of Sydney: The Rocks.
Legendary beer gardens
Many Sydney pubs have an outdoor drinking area, perfect for enjoying the sunny weather – the five listed , however, are outright legends.
Coogee Bay Hotel
Arden St, Coogee 02 9315 6063, coogeebayhotel.com.au. Loud, rowdy and crammed with backpackers, this enormous beer garden across from the beach is renowned in the eastern suburbs. The hotel has 6 bars in all, including a big-screen sports bar for all international sporting events. Revellers can buy jugs of beer and cook their own meat. Daily 9.30am till late.
Courthouse Hotel
Australia St, Newtown 02 9519 8273. A typical Australian pub at the front, and out the back a relaxed and inviting beer garden – a favourite local hangout. Modern pub cuisine is served. Daily 10am–midnight, Sun till 10pm.
Newport Arms Hotel
Beaconsfield St, Newport 02 9997 4900, newportarms.com.au. Famous beer-garden pub established in 1880 with a huge deck looking out over Heron Cove at Pittwater. Good for families, with a children’s play area. The bistro’s range of pasta, pizza, grills and salads complements a large wine list. Daily 10am–midnight, Sun till 10pm.
The Oaks Hotel
118 Military Rd, Neutral Bay 02 9953 5515, oakshotel.com.au. The North Shore’s most popular pub takes its name from the huge oak tree that shades the entire beer garden. Cook your own (expensive) steak, or order a gourmet pizza from the restaurant inside. Daily 10am–midnight, Thurs–Sat till 1.30am, Sun from noon.
Watsons Bay Hotel
11 Marine Parade, Watsons Bay 02 9337 5444, watsonsbayhotel.com.au. The beer garden here gives uninterrupted views across the harbour, which you can enjoy with fresh fish and chips from the renowned Doyles kitchen or a steak from the outdoor BBQ. Daily 7am–10pm.
Botany Bay
The southern suburbs of Sydney, arranged around huge Botany Bay, are seen as the heartland of red-tiled-roof suburbia, a terracotta sea spied from above as the planes land at Mascot. Clive James, the area’s most famous son, hails from Kogarah – described as a 1950s suburban wasteland in his tongue-in-cheek Unreliable Memoirs. The popular perception of Botany Bay is coloured by its proximity to an airport, a high-security prison (Long Bay), an oil refinery, a container terminal and a sewerage outlet. Yet the surprisingly clean-looking water is fringed by quiet, sandy beaches and the marshlands shelter a profusion of birdlife.
Whole areas of the waterfront, at La Perouse, with its associations with eighteenth-century French exploration, and on the Kurnell Peninsula where Captain Cook first set anchor, are designated as part of Botany Bay National Park, and large stretches on either side of the Georges River form a State Recreation Area. Brighton-Le-Sands, the busy suburban strip on the west of the bay, is a hive of bars and restaurants and is something of a focus for Sydney’s Greek community. Its long beach is also a popular spot for windsurfers and kitesurfers.