Guide to Woolloomooloo

Jack
Guide to Woolloomooloo

Sightseeing

While technically part of the Central Business District (CBD), Sydney’s lush Royal Botanic Gardens border Woolloomooloo. Nearby spots worthy of a visit include the Domain parkland (which houses Sydney’s longest moving walkway beneath it) and the Andrew (Boy) Charlton Pool, where you can practice your front crawl with spectacular views of the harbour. If you fancy a stroll, head deeper into the Botanic Gardens to wander through tropical hothouses and past trees teeming with fruit bats.
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Królewski Ogród Botaniczny w Sydney
Mrs Macquaries Road
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While technically part of the Central Business District (CBD), Sydney’s lush Royal Botanic Gardens border Woolloomooloo. Nearby spots worthy of a visit include the Domain parkland (which houses Sydney’s longest moving walkway beneath it) and the Andrew (Boy) Charlton Pool, where you can practice your front crawl with spectacular views of the harbour. If you fancy a stroll, head deeper into the Botanic Gardens to wander through tropical hothouses and past trees teeming with fruit bats.
Mrs Macquarie's Chair is a Sydney landmark. The chair was carved out of a sandstone rock ledge by convicts in 1810. Specially commissioned by Governor Macquarie for his wife Elizabeth who was known to love the area this is one of the best vantage points to view the sights of Sydney Harbour. The best time to go is when the sun is setting and you can really get that Instagram worthy picture to make everyone jealous!
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Mrs Macquarie's Chair
1d Mrs Macquaries Rd
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Mrs Macquarie's Chair is a Sydney landmark. The chair was carved out of a sandstone rock ledge by convicts in 1810. Specially commissioned by Governor Macquarie for his wife Elizabeth who was known to love the area this is one of the best vantage points to view the sights of Sydney Harbour. The best time to go is when the sun is setting and you can really get that Instagram worthy picture to make everyone jealous!
It’s a rare chance that you’ll have the opportunity to explore a completely empty Opera House theatre. On this tour, you’ll be able to visit all of the main theatres (dependant on if there are shows on) – from the majestic Concert Hall to the quaint Drama Theatre and, if you’re lucky, get a sneak peek of a rehearsal. You’ll walk along the outside of the Opera House, past roped off areas and learn all there is to know about Sydney’s famous House of art and culture. Discover what inspired the Danish architect Jorn Utzon to enter the international competition to design the Opera House; where his idea to create a sail-like building came from, and how and why the building was declared ‘unbuildable’ by engineers. Find out where the materials to build the Opera House came from and run your hands along a few of the million white ceramic tiles that make up the glistening exterior. The tour goes for approximately one hour and there is plenty of time to take photos and revel in the beauty of this phenomenal building. The tour guides are incredibly knowledgeable and, more importantly, come bearing a microphone and individual headsets so you don’t have to worry about being out of earshot for any important info.
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Sydney Opera House
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It’s a rare chance that you’ll have the opportunity to explore a completely empty Opera House theatre. On this tour, you’ll be able to visit all of the main theatres (dependant on if there are shows on) – from the majestic Concert Hall to the quaint Drama Theatre and, if you’re lucky, get a sneak peek of a rehearsal. You’ll walk along the outside of the Opera House, past roped off areas and learn all there is to know about Sydney’s famous House of art and culture. Discover what inspired the Danish architect Jorn Utzon to enter the international competition to design the Opera House; where his idea to create a sail-like building came from, and how and why the building was declared ‘unbuildable’ by engineers. Find out where the materials to build the Opera House came from and run your hands along a few of the million white ceramic tiles that make up the glistening exterior. The tour goes for approximately one hour and there is plenty of time to take photos and revel in the beauty of this phenomenal building. The tour guides are incredibly knowledgeable and, more importantly, come bearing a microphone and individual headsets so you don’t have to worry about being out of earshot for any important info.
Stroll southeast from Finger Wharf and you’ll eventually hit Garden Island. Despite its name, it’s actually attached to the mainland and has been a major naval base since the 1780s. Access is restricted by foot to civilians for obvious reasons, but it’s possible to catch a ferry from Circular Quay on the west side of the Royal Botanic Garden straight to the public Garden Island Wharf. Once there, you can swot up on your Aussie naval history at the small, but surprisingly informative RAN Heritage Centre and have a gander around the landmark’s leafy grounds. There’s even a fragrant rose garden, plus lawn tennis courts which are apparently some of the oldest in Oz. The highlight of Garden Island is the old Signal Station whose roof terrace boasts arguably the best views of Sydney after the iconic Harbour Bridge itself.
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Garden Island
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Stroll southeast from Finger Wharf and you’ll eventually hit Garden Island. Despite its name, it’s actually attached to the mainland and has been a major naval base since the 1780s. Access is restricted by foot to civilians for obvious reasons, but it’s possible to catch a ferry from Circular Quay on the west side of the Royal Botanic Garden straight to the public Garden Island Wharf. Once there, you can swot up on your Aussie naval history at the small, but surprisingly informative RAN Heritage Centre and have a gander around the landmark’s leafy grounds. There’s even a fragrant rose garden, plus lawn tennis courts which are apparently some of the oldest in Oz. The highlight of Garden Island is the old Signal Station whose roof terrace boasts arguably the best views of Sydney after the iconic Harbour Bridge itself.
The Rocks is the oldest part of Sydney. With its narrow lanes, colonial buildings, sandstone churches, and Australia’s oldest pubs, this neighborhood is where Sydney started when the British first landed. It was almost torn down in the 1970s for modern high-rises, but, luckily, citizen action got it preserved instead. The Rocks’ weekend markets, art museums, street entertainment, delicious (and sometimes overpriced) restaurants, and beautiful views of the harbor, Opera House, and bridge make this is one of the coolest areas of the city. I love heading up to the Sydney Observatory Hill Park for a good view of the city, wandering the harbor promenade, and hitting the bars at night.
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The Rocks
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The Rocks is the oldest part of Sydney. With its narrow lanes, colonial buildings, sandstone churches, and Australia’s oldest pubs, this neighborhood is where Sydney started when the British first landed. It was almost torn down in the 1970s for modern high-rises, but, luckily, citizen action got it preserved instead. The Rocks’ weekend markets, art museums, street entertainment, delicious (and sometimes overpriced) restaurants, and beautiful views of the harbor, Opera House, and bridge make this is one of the coolest areas of the city. I love heading up to the Sydney Observatory Hill Park for a good view of the city, wandering the harbor promenade, and hitting the bars at night.

Exercise & Leisure

For the travellers who like to keep their fitness routine going (or for those who want to brag about exercising whilst relaxing in the sun)
What better way to start your day than a few laps at a swimming pool with a spectacular view of the harbour!
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Andrew (Boy) Charlton Pool
1c Mrs Macquaries Rd
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What better way to start your day than a few laps at a swimming pool with a spectacular view of the harbour!
A cliff top coastal walk, the Bondi to Coogee walk extends for six km in Sydney’s eastern suburbs. The walk features stunning views, beaches, parks, cliffs, bays and rock pools. The beaches and parks offer a place to rest, swim or a chance to eat at one of the cafes, hotels, restaurants or takeaways. Most beaches offer picnic shelters, play areas, kiosks, toilets and change-rooms, Tamarama, Bronte, Coogee and Maroubra have free electric barbecues. The Bondi to Coogee coastal walk is a medium grade urban walk but there are some steep gradient paths and several staircases along the track. There are rest stops with great views and seating along the coast. It takes about two hours to complete the Bondi to Coogee Beach section of the walk and another hour and a half if you choose to continue to Maroubra. Although an urban walk the Bondi to Coogee walk is open to the elements, please make sure you wear comfy shoes, bring a hat, sunglasses, sun screen, water and in colder weather wear appropriate clothing.
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Bondi to Coogee Walk
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A cliff top coastal walk, the Bondi to Coogee walk extends for six km in Sydney’s eastern suburbs. The walk features stunning views, beaches, parks, cliffs, bays and rock pools. The beaches and parks offer a place to rest, swim or a chance to eat at one of the cafes, hotels, restaurants or takeaways. Most beaches offer picnic shelters, play areas, kiosks, toilets and change-rooms, Tamarama, Bronte, Coogee and Maroubra have free electric barbecues. The Bondi to Coogee coastal walk is a medium grade urban walk but there are some steep gradient paths and several staircases along the track. There are rest stops with great views and seating along the coast. It takes about two hours to complete the Bondi to Coogee Beach section of the walk and another hour and a half if you choose to continue to Maroubra. Although an urban walk the Bondi to Coogee walk is open to the elements, please make sure you wear comfy shoes, bring a hat, sunglasses, sun screen, water and in colder weather wear appropriate clothing.
Catch the ferry ride to Manly, it offers sweeping views of the harbor, Sydney Harbour Bridge, and the world-famous Opera House. It’s a picturesque 30-minute ride each way that puts you in one of the coolest parts of the north end of the city. Manly is famous for its wide beach, giant waves, surfing, and kick-ass nightlife.
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Manly Beach
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Catch the ferry ride to Manly, it offers sweeping views of the harbor, Sydney Harbour Bridge, and the world-famous Opera House. It’s a picturesque 30-minute ride each way that puts you in one of the coolest parts of the north end of the city. Manly is famous for its wide beach, giant waves, surfing, and kick-ass nightlife.

Food scene

Okay, so this is a bit of an obvious choice, but there’s a reason Otto is on everyone’s “top restaurants in Sydney” list. The sleek eatery overlooks the water on Finger Wharf and is no stranger to Australian A-listers. It’s easy to see why once you’ve had a forkful of the Moreton Bay bug linguine (don’t worry, they’re actually a type of lobster) or a spoonful of Otto’s decadent Trufflemisu. There’s also an extensive vegan menu, with the pickled beetroot and cashew nut cheese ravioli being a fan-favourite. Otto Ristorante is an outstanding option for a special occasion, but you’re better off going elsewhere if you want more bang for your buck.
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OTTO Ristorante
6 Cowper Wharf Roadway
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Okay, so this is a bit of an obvious choice, but there’s a reason Otto is on everyone’s “top restaurants in Sydney” list. The sleek eatery overlooks the water on Finger Wharf and is no stranger to Australian A-listers. It’s easy to see why once you’ve had a forkful of the Moreton Bay bug linguine (don’t worry, they’re actually a type of lobster) or a spoonful of Otto’s decadent Trufflemisu. There’s also an extensive vegan menu, with the pickled beetroot and cashew nut cheese ravioli being a fan-favourite. Otto Ristorante is an outstanding option for a special occasion, but you’re better off going elsewhere if you want more bang for your buck.
Right on Woolloomooloo’s border with Potts Point is where you’ll spot this striking eatery. If the chic interiors – complete with leafy pot plants and rattan furniture – don’t entice you in, the mouth-watering scents of Ibero-American cuisine will. The tacos are the real winners, while the pan-fried habanero scallops have just the right amount of heat. The Butler also has an impressive selection for veggies and vegans, plus the bottomless lunch is well-worth the $89 price tag. If you’ve booked a table for dinner, pop upstairs first to one of the best Woolloomooloo rooftop bars for an espresso martini and epic sunset views over the city.
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The Butler
123 Victoria St
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Right on Woolloomooloo’s border with Potts Point is where you’ll spot this striking eatery. If the chic interiors – complete with leafy pot plants and rattan furniture – don’t entice you in, the mouth-watering scents of Ibero-American cuisine will. The tacos are the real winners, while the pan-fried habanero scallops have just the right amount of heat. The Butler also has an impressive selection for veggies and vegans, plus the bottomless lunch is well-worth the $89 price tag. If you’ve booked a table for dinner, pop upstairs first to one of the best Woolloomooloo rooftop bars for an espresso martini and epic sunset views over the city.

Where to get your drink on

Bars, pubs and places known for cocktails
Not a hotel at all, but the home of one of Sydney’s best beer gardens. The Tilbury is conveniently positioned minutes from Finger Wharf on Nicholson Street, making it go-to for pre-dinner drinks. While some don’t rate the cocktails (you’re better off going to Peekaboo – see below), the wine list is ace and you’ll find plenty of beers on tap for a cheeky pint.
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The Tilbury Hotel
18 Nicholson St
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Not a hotel at all, but the home of one of Sydney’s best beer gardens. The Tilbury is conveniently positioned minutes from Finger Wharf on Nicholson Street, making it go-to for pre-dinner drinks. While some don’t rate the cocktails (you’re better off going to Peekaboo – see below), the wine list is ace and you’ll find plenty of beers on tap for a cheeky pint.