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

“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

“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

“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

“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

“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

“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

“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

“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

“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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