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Life ‘Down Undah’ – A Sydney Visitors Guide

Sydney Opera House from the sky

Life ‘Down Undah’ – A Sydney Visitors Guide

Having spent five years at TransPerfect’s London office, I transferred over to our Sydney location and now oversee legal sales in the region. A country boy at heart, I love the outdoors and getting away from it all but can’t be too far from the big city as I am a big lover of good food and good wine. A few of my favourite things about Sydney and its surroundings below.

Things to see

Harbour Bridge and Opera House – the iconic structures that make up Sydney’s skyline are best viewed from Mrs. Macquarie’s Chair (for a long-range shot), Circular Quay (for a close-up) or a walk across the bridge itself on the footpath to take in the view from the other side, at Milson’s Point, to avoid the tourists.

Blue Mountains – just a two-hour drive or train ride from Sydney is the stunning Blue Mountains National Park. Great for a day hike or a long weekend, take a bush walk down one of its many trails, or just stop off at its various lookout points (the Three Sisters being the most famous) to take in the incredible views of this relatively untouched wilderness.

Rainbow Crossing – new to Sydney in 2019 is the, now world-famous, rainbow crossing near Taylor Square. It sits at the heart of the LGBTQIA District, which hosts one of the largest Mardi Gras events in the world, with a parade that is watched by over 300,000 spectators during the first week of March.

Things to do

Coastal Walk – Sydney is famous for its beaches, and one of the best ways to experience them, without threat of shark attack, is by walking between them. Bondi to Coogee (5 km) or Spit to Manly (10 km) are two of the most famous and offer unparalleled views of Sydney’s greatest assets.

Catch a Sports Game – Australians love their sports, and there are a plethora of live games you can catch while in town. Rugby, football (soccer), cricket and the unique Aussie rules football are all available, my recommendation being the latter as the game never stops, and the Sydney Swans usually put on a great evening game (+ good, cold beer).

Take a Boat Ride – you won’t be alone when setting out on the water at Sydney Harbour, but it is an absolute must. You see the city from a completely different angle, and it can be relatively cheap via one of the cities many ferries to Manly or Kirribilli, which is my preference.

Bush Walk

Places to eat

Uccello – a rooftop restaurant next to a pool in the centre of Sydney, the description speaks for itself, and the food, drinks and service laid on by Merivale (Australia’s most successful venue chain) are always top notch. 

Unicorn Hotel – in the heart of Paddington, this traditional gastro pub was recently refurbished, and it boasts both traditional Australian pub grub (including the best schnitty in Sydney) and Mary’s Burgers, which are also…incredible. 

Poolside Café – the Royal Botanical Gardens are a popular attraction when visiting Sydney, and this café sits on the side of the harbour, overlooking the ABC swimming pool. I’d recommend a wander through the gardens and a spot of lunch with a view of the water.

Nice View

Places to drink

Opera Bar – a tourist trap, but a must for anyone visiting. Situated next to the water between the bridge and the opera house, this is the place I take visitors when I want to impress them.

East Village Hotel – my favourite pub in Sydney. With a rooftop bar overlooking the skyline, a sports bar in the middle to catch the game and a relaxed wine bar downstairs, the East Village really does have it all.

Employees Only – a new addition to Sydney and a great one; perfect place for an aperitif or a delicious cocktail after a long day. Try the whiskey sour—it’s incredible.

Milk Beach – For the cherry on top if you have time, take a trip to Milk Beach near Vaucluse to enjoy the sunset/sunrise. Truly my favourite view in Sydney.

Milk Beach



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