"An Aboriginal territory turned shipping port between the Rocks district and King Street Wharf has been transformed into a harborfront reserve, modeled after what the headlandmay have looked like before Europeans arrived. It’s a great area for a walk or a picnic as well as for special events. And the surrounding area is home to dozens of new bars and restaurants. The seafood-centric Cirrus is run by the award-winning Bentley Restaurant team, and 12-Micron celebrates Australian produce through a menu organized around the elements. Early birds flock to cult favorites Micro by Coffee Alchemy and Bourke Street Bakery, while the after-work crowd unwinds at Sydney’s first vermouth bar, Banksii; the tropical rooftop Untied; and Smoke bar, on the top level of Barangaroo House."

"A once blighted brewery district is now a go-to destination for dining, drinking, andgallery-hopping. White Rabbit Gallery, a contemporary Chinese art museum and tea house, has long anchored the cultural scene here, but over a dozen more art spaces now add diversity and depth. The food selection is well-rounded, too,with everything on offer from baked goods and long blacks at Brickfields to dumplings and satay at Spice Alley to innovative menus by former Momofuku sous-chef Clayton Wells at Automata and A1 Canteen. Then there’s the urbane Old Clare heritage hotel, housed in the former Carlton & United Breweries building; art, food, and history tours; and a mixed-use development called Central Park that features a 380-foot vertical garden."

"The brick-and-iron warehouses of the old Eveleigh Railway Workshops host a diverse lineup of experimental music, theater, film, and fine art. Located on the border of Redfern and Waterloo, Carriageworks was restored to keep the historical roots intact while providing a space for cutting-edge culture. Every Saturday, more than 70 stalls fill the former railyard outside with organic produce, artisan breads, specialty coffee, and exotic flowers as well as street food from the likes of chef Kylie Kwong during the farmers' market. Fuel up at the market and then get inspired by whatever is on display inside this artist-run venue. Big annual events for Sydney Contemporary, Pacific Runway, Sydney Gay and Lesbian Mardi Gras, and the Sydney Festival are also held here throughout the year."

"Australia’s most famous beach has played many roles throughout history. In 1907, a group of local swimmers became the world’s first lifeguards; during World War II, it was fortified by barbed wire and iron stakes; and over the last few decades, it has become a play land for international backpackers. More recently, the bohemian surf hood has morphed into a lively dining and shopping hub, with restaurants ranging from standbys like Sean’s Panaroma to the friendly burger joint Bonditony’s to Italian favorite Da Orazio Pizza and Porchetta, opened by Icebergs Dining Room owner Maurice Terzino. (Don’t miss the pool and sauna at Icebergs either.) Once fed, check in at the QT Hotel, shop along Gould Street, and walk the stunning Bondi to Coogee coastal path."

"This 7.5-mile round-trip walk has some of the most amazing coastal views in Sydney and is a great introduction to the city’s Eastern Suburbs. Starting from Icebergs pool in Bondi, the path hugs cornmeal-sand coves, natural seawater pools, a marine reserve (Gordons Bay) that’s great for snorkeling, and unique attractions from ancient Aboriginal rock art sites to the oceanview Waverley Cemetery. In late October, site-specific art installations pop up along the cliffs between Bondi and Tamarama beaches as part of the Sculpture by the Sea exhibition, one of the largest outdoor sculpture events in the world. Spring (September through November) is also an excellent time to see migrating southern right whales spouting in the sunset. Toast your trek with a drink at the Coogee Pavilion."

"This 7.5-mile round-trip walk has some of the most amazing coastal views in Sydney and is a great introduction to the city’s Eastern Suburbs. Starting from Icebergs pool in Bondi, the path hugs cornmeal-sand coves, natural seawater pools, a marine reserve (Gordons Bay) that’s great for snorkeling, and unique attractions from ancient Aboriginal rock art sites to the oceanview Waverley Cemetery. In late October, site-specific art installations pop up along the cliffs between Bondi and Tamarama beaches as part of the Sculpture by the Sea exhibition, one of the largest outdoor sculpture events in the world. Spring (September through November) is also an excellent time to see migrating southern right whales spouting in the sunset. Toast your trek with a drink at the Coogee Pavilion."

"From Shelly Beach in Manly, the path climbs a flight of stairs surrounded by jungle foliage before alternating between idyllic neighborhoods, clifftop bushland, secluded beaches, and more rainforest. Along the way, you’ll see tropical flowers and eucalyptus trees as well as many colorful birds and the area’s ubiquitous “water dragon” lizards. As soon as you feel hungry, you’ll likely encounter a beach café such as the cabana at Little Manly Cove that serves great paninis. White sand beaches with turquoise waters are the norm, and the path guides you to many that you would have otherwise never found. When you finally reach the Spit Bridge, you’ll be filled with accomplishment and the feeling that you covered a lot more than just six or seven miles."

"The largest and most storied of the Sydney Harbour islands, Cockatoo was once an Aboriginal fishing ground, a naval shipyard, a girls' reform school, and a gruesome prison. Today, it offers fascinating walking tours, a casual café, and a number of events such as the Biennale of Sydney. When most visitors line up in the evening to catch the ferry home, those staying on the island are just setting off on a leisurely sunset stroll. They can watch the city light up from what feels like another world and then retreat to their campsite, canvas "glamping" tent, heritage home, or modern apartment until they wake up to birds and boats the next morning."

"The most northern of the Northern Beaches, Palm Beach makes for a relaxing day or weekend trip. Here, a sandy isthmus straddles ocean waves and harbor sails, and the Barrenjoey Lighthouse stands watch a short hike up the hill. Snag a spot on the deck of the Boathouse—a Hamptons-style beach shack complete with crab traps, striped awnings, and all manner of flowers and produce on display—for a bacon and egg roll, croissant French toast, or beer-battered flathead and chips overlooking the water. After finishing that cappuccino, which started with an anchor stamped into the foam, take the ferry across the inlet to the Basin campground in Ku-ring-gai Chase National Park to swim, stand-up paddle board, and search for wallabies in the wild."

"Once a notorious red-light district most famous for brothels and violence, Kings Cross has cleaned up over the years, though the nightlife has suffered as a result of controversial 1:30 a.m. lockout laws that went into effect in 2014. Still, “The Cross,” as the locals call it, is a historic precinct in the midst of transformation, and there’s still plenty to see and do from art galleries like the Stacks and Alaska Projects to the abundance of nearby restaurants (Acme, Farmhouse, Billy Kwong, Ms G’s). The World Bar and Kings Cross Hotel are still keeping people up, as are late-night food stalls and tattoo parlors like Max’s Village."

"Founded in 1978 and formerly directed by Cate Blanchett, the Sydney Theatre Company has launched the careers of Mel Gibson, Judy Davis, and Geoffrey Rush as well as Blanchett. The state theater of New South Wales, the company produces high-caliber Australian and international productions as well as new interpretations on the classics. The surrounding district offers many more delights for arts and culture buffs, including the Bangarra Dance Theatre—a modern dance company run by Aboriginal and Torres Strait Islanders—and the Walsh Bay Sculpture Walk of seven sculptures, including Into the Trees II by Linda Bowden: columns of corten steel that recall a forest. Several venues around the Walsh Bay wharves, including Bangarra Dance Theatre, are currently closed for renovation; however, the Roslyn Packer Theatre will remain open, and Bangarra will perform at other Sydney venues such as Carriageworks."

"Nestled between Darling Harbour and Chinatown, Darling Square is one of the city’s newest districts for shopping and dining. It’s centered on Steam Mill Lane, an artsy alleyway with a Tokyo vibe where you can choose between coffee and sandwiches or bubble tea and banh mi. Consider returning for noodles, whiskey, and karaoke at Bang Bang after dark. The Square has fashion covered too, whether you’re after new specs or eco-friendly threads. And once you’re all dined and shopped out, grab a city bike and head to The Goods Line, an elevated pedestrian and cycling path built on former train tracks like New York’s High Line. The Frank Gehry-designed Dr. Chau Chak, or “paper bag” building, is a good resting place."

"For a glimpse of Sydney 's high society, visit Vaucluse House, a beautiful villa and garden in the Eastern Suburbs near Watsons Bay. A gothic revival mansion built in 1803, Vaucluse House once belonged to ex-convict Sir Henry Browne Hayes, who was shipped to Australia from England for abducting a banker’s daughter. Some punishment. The mansion also served as the home of writer, explorer, and local dignitary William Charles Wentworth. Once you're done eyeing the antiques and memorabilia, check out the tropical gardens and settle in for a cup of English breakfast and a warm scone at the well-appointed tearoom. There's also Milk Beach and the Hermitage Foreshore Track nearby, a gorgeous coastal walk for those looking for a little more adventure."

"The cobblestone walkways and sandstone walls of Australia ’s oldest district are full of stories: of the lives of convicts, publicans, sailors, and wharf laborers as well as members of the 19 Aboriginal clans that called this land home centuries before the First Fleet of British ships arrived in 1788. Wander the narrow laneways on your own, or consider taking a walking tour to deepen your knowledge of colonial or Aboriginal history. If you’re in town on the weekend, don’t miss the Rocks Markets for clothing, jewelry, textiles, homewares, art, and street food. And if you never want to leave this area, standout accommodations, from the boutique Harbour Rocks Hotel to the five-star Park Hyatt, are at your service."