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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.

Sydney’s 158-acre botanic garden, which hugs the harbor between Mrs Macquarie’s Chair and the Sydney Opera House, is home to nearly 9,000 plant species. Depending on the season of your visit, you might seek out spring peaches and wisteria or tropical orchids and summer lotus flowers. On any occasion, don’t miss descendants of the 200-million-year-old Wollemi pine, a dinosaur of a conifer only discovered in 1994. The gardens are also studded with sculptures from historical statues to modern works by Bronwyn Oliver, Paul Selwood, and Keld Moseholm. The quartz-and-sandstone Wurrungwuri depicts an Aboriginal shield once used by the traditional owners of this land. Tours are offered throughout the year, including a 1.5-hour Aboriginal history tour on the food and medicinal properties of native Australian plants.

Overlooking iconic Bondi Beach, Icebergs is arguably Sydney’s most scenic restaurant. The food, from local shrimp to braised beef cheeks, lives up to the setting. 1 Notts Ave., Bondi Beach, 61/(0) 2-9365-9000. This appeared in the August/September 2013 issue.

The award for most prized piece of Sydney real estate must go to the Park Hyatt. The hotel is tucked directly beneath the Harbour Bridge, and many rooms showcase head-on views of the Sydney Opera House, perfectly framed in floor-to-ceiling windows and doors. In 2011, the Park Hyatt was layered with sandstone and marble to reflect the local Rocks neighborhood, which was built from sandstone in the Georgian period. Carvings, sculptures, paintings, and photographs by eight renowned Australian artists—including Robert Billington and Bruce Armstrong—further connect guests with the hotel’s setting. Travelers get what they pay for here; every room, no matter the price, comes with a balcony, butler, and harbor views from the tub. Guests also have access to the coveted rooftop pool deck—where a sunset cocktail is highly recommended. The Park Hyatt is unbeatable for New Year’s Eve, the Vivid Sydney festival, or really any time of the year.

There are certain touristy things that one must do while traveling. And some places are so great that even locals flock to them despite the fact that they’re heavily trodden. The Opera Bar at the Sydney Opera House is one of those places. There really isn’t a good reason not to hit happy hour at the Opera Bar. The drinks are reasonably priced, and the selection is impeccable. There is live music every night of the week and the vistas offered by the bar are some of the best in all of Sydney. Transportation options to and from the Opera House are plentiful not to mention that site-seeing and drinking almost always go good together.

A longtime favorite among royalty, rock stars, actors, and visiting dignitaries, the Langham hotel completed a $30 million renovation in December 2014. London-based GA Designs was charged with retaining the hotel’s stately character—check out the original fireplace transplanted from the Sydney’s beloved Elizabeth Bay House—while creating a sun-drenched new look dressed in white, amber, and silver. The new design also maximizes the property’s Darling Harbour views, most notably in the opulent lobby, whose Calcutta marble floor and gold-leaf paneling are reminiscent of a high-end spa. What hasn’t changed is the Langham’s superlative customer service. Guests can request a chartered yacht or helicopter to get to their show or meeting, and arrange a private picnic, tennis match, sunset Harbour Bridge climb, or tour of the hotel’s display of Sidney Nolan paintings (Australia’s largest private collection of his work). There’s even a discreet entrance and in-room check-in for guests who want maximum privacy, as well as an unpacking service for travelers eager to feel at home right away.

The Rocks is undoubtedly one of Sydney‘s most beautiful areas. Follow George Street until the very end and it’s almost like you’ve stepped back in time—there are cobblestones under your feet, quaint stores to browse, and great pubs to visit. One of the best experiences you can have in Sydney is to visit the Rocks Markets, especially on Friday nights during spring and summer for the Rocks Markets by Moonlight. The warmer months in Sydney are the most exciting; pair them with all the beauty of the famous Harbour Bridge, Opera House and this historic hub and you’ve got the best version of this amazing city. There are stalls offering everything from handmade gifts and sweets to unique jewelry and fashion, but the atmosphere is set off by all of the other quirks that you would never have expected—puppeteers and magicians roaming the crowd, dozens of people young and old wearing headphones and dancing at a silent disco, musical performances and pet displays with some of the most enormous cats and rabbits you’ve ever imagined. All of this set among historic buildings and Sydney’s oldest sites makes for a truly unique experience indeed.

Owned by Terry Kaljo—a former model and founder of the Contemporary Hotels collection of upscale rental homes and villas—the Medusa Boutique Hotel offers 18 unique accommodations in Darlinghurst, an eclectic area and the epicenter of Sydney’s gay community. The 19th-century home is filled with wacky touches, from red Alice in Wonderland–style carpeting that runs up the grand staircase to pastel-pink walls studded with maple leaves in the entryway. The midcentury-modern rooms—with their retro primary colors, geometric patterns, and vintage chaises longues—attract fashion, media, and design professionals looking to get beneath the surface of one of Sydney’s liveliest neighborhoods. But there’s still the opportunity to relax, as guests can settle in next to the fireplace in the lobby to read the newspaper, enjoy a complimentary pastry, or make new friends. Longtime staff members offer the kind of local knowledge and personal attention that keeps guests coming back.

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.

Towering over the tin roofs of the historic Rocks district, the Shangri-La Hotel has helped set the standard for Sydney hospitality, not to mention harbor views. Alongside the Asian influences, personal attention, and secret scent (it’s not just the cascading floral arrangements) that Shangri-La is known for, the Sydney hotel also incorporates earthen Aussie tones and a host of foodie surprises—ranging from an award-winning deconstructed carrot cake to a 36th-floor restaurant with 360-degree, floor-to-ceiling vistas. In 2014, all the premium suites and the Horizon Club Lounge were spruced up with pops of turquoise to complement the color palette of cream, gold, and dark wood. Behind the scenes, the Shangri-La has worked hard to become more sustainable and socially conscious; initiatives include adding energy-efficient and water-saving fixtures, producing much of its food in-house, and donating money to local charities such as OzHarvest.

Once called Hulk Bay after the prison ship that was moored here, the Sydney suburb is now known for stately homes and amazing harbor views. This appeared in the August/September 2013 issue.

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.

Formerly Blue Sydney.

Carefully constructed around support beams and pipes from a 100-year-old wheat and wool wharf, this hotel offers a beautiful mix of old and new that juts out into the Woolloomooloo harbor. The Heritage Level is where you’ll find original wooden pier pilings, metal wheels, and conveyor belts that date to 1910, but classic touches such as early-20th-century photographs of Sydney are scattered throughout the property. Goose down bedding, plush furnishings, walk-in showers, and in-room iPads make modern travelers feel right at home, and the bar that runs the length of the central atrium—hanging Swarovski crystals shine pink and purple in the evening candlelight—often hosts fashion shows and cocktail events. Most rooms have sliding glass doors that take advantage of the hotel’s over-water location between the Royal Botanic Gardens and Rushcutters Bay; they open to either the city skyline or the Potts Point naval base. Maritime history buffs should book the latter and check out the site on the wharf from which sailors boarded ships for Gallipoli.

The meat pie is synonymous with Australia, and no place is more iconic in Sydney than Woolloomooloo’s Harry’s Cafe de Wheels. What started out as a simple stand turned into one of the first food trucks when local ordinances dictated that mobile food carts had to move at least 12 inches every day. There are now dozens of Harry’s around Sydney, each serving up their famous pies. “The Tiger” is the most well known: a pie topped with mashed potatoes, gravy, and mushy peas. There are no tables to speak of, but rather a counter attached to the truck. Thousands of celebrities, politicians, and locals have flocked to Harry’s for their pie fix. And the place is open until 2 a.m., making it a great late-night spot.

Opened in time for the 2000 Sydney Olympics, the Establishment is a pioneering 31-room boutique hotel housed in an 1890s steel plant near the modern-day stock exchange building downtown. Managed by the hospitality group Merivale—which started as a fashion house specializing in fascinator hats and mini skirts—the hotel is popular among brand executives who book the 328-square-foot Loft Penthouse for product launches and photo shoots. Rooms feature wood furnishings, swinging metal doors, animal hides, and suedelike daybeds as well as such amenities as Apple TV, Bose surround sound, and Lululemon yoga mats. Bathrooms are particularly luxurious here, with marble floors, freestanding tubs, Bulgari products, and tall windows that open up to Sydney’s bustling business district. The best part about the Establishment, though, is the internal access it offers to some of the city’s hottest bars and restaurants, which are housed within the same complex as the hotel. And after enjoying live music and a few stiff cocktails at the speakeasy Palmer & Co, guests are welcomed to bed with Sleep Tight tea and a homemade chocolate chip cookie.