Sydney with band, Winston Surfshirt

Travel guide to Sydney, Australia by Winston Surfshirt
Winston Surfshirt

Sydney with band, Winston Surfshirt

Travel guides with Winston Surfshirt on Trippin
Winston Surfshirt

Introducing Winston Surfshirt, the Sydney-based band quickly winning over fans and industry alike with their unique blend of soul and hip-hop. Having developed a cult following with their smooth style and raucous live shows, the band originally emerged as the solo project of singer/rapper/producer Winston Surfshirt, before organically adopting other local artists and snowballing into what is now a six-piece musical collective. Check out their best spots to Sydney below!

The Office

East EsplanadeManly NSW 2095Australia

A piece of grass that is known by the locals as 'The Office'. Sitting on the grass in front of the harbour on a Sunday afternoon with a beer is like having a Sunday Roast in England.

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4 Pines Manly

43-45 East EsplanadeManly NSW 2095Australia

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+61 2 9977 5287

The best beer in Straya, the best pub in Manly. This would be my local go to for a good pint. Can take your dog down and sit outside with a pint in hand. Tip: Wednesday night Pub Quiz.

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Shelly Beach

Manly NSW 2095Australia

One of the most beautiful beaches on the Northern Beaches, tiny little cove around from Manly Beach, no waves just the perfect spot to relax.

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Manly Fast Ferry

Sydney NSW 2000Australia

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+61 1800 326 822

Fast or Slow Ferry, 15 minutes or 30 minutes, wether you need to get there quick or slow its the best way to see Sydney Harbour. Can get a drink and sit upstairs as you float between the Opera House and the Harbour Bridge.

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Observatory Hill Park

1001 Upper Fort StreetMillers Point NSW 2000Australia

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+61 2 9265 9333

If you're looking for a good view of the Harbour Bridge and Sydney, walk up to Observatory Hill and sit on the grass.

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Red Eye Records

143 York StreetSydney NSW 2000Australia

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+61 2 9267 7440

My favourite record store, in the middle of the city behind QVB, they'll have what you are and aren't looking for

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Wings And Tins

2 Chapel StreetDarlinghurst NSW 2010Australia

Lil dive bar in Darlinghurst, if you like spicy food, tinnies n loud music get your fix here.

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The Lord Nelson Brewery Hotel

19 Kent StreetThe Rocks NSW 2000Australia

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+61 2 9251 4044

Another of my fave pubs in Sydney, located in the Rocks (old Sydney) its beautiful round there... Love a Lord Nelson.

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Whale Watching Sydney

Sydney NSW 2000Australia

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+61 1800 326 822

Ocean Extreme... They take you out on a dope lil boat with music blaring and fly up and down the coast, if you're in the right season you'll get to see migrating Humpback Whales breaching... It's insane. Best chance of whales around June/July.

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