Kensington Street Social, Sydney, NSW © Kensington Street Social

Kensington Street Social, Sydney, New South Wales © Kensington Street Social


Trip overview

10 days
car, plane
2,212km (1,374mi)

Day 1: Brisbane City and South Bank

Explore Brisbane’s thriving cultural scene, flourishing fashion industry and design-driven establishments. 

Day 2: Brisbane’s Fortitude Valley and New Farm

Explore the city’s leafy-green Fortitude Valley to wine, dine and shop to your heart’s content.

Day 3: Brisbane to Sydney

Depart Brisbane and fly 1.5 hours to the diverse city of Sydney, and get ready to dive into the harbour’s rich heritage and creative scene.

Day 4: Sydney’s Paddington and Surry Hills

Venture to the tree-lined streets of Sydney’s inner east today, a mecca for boutique shops, art galleries and trendy eateries.

Day 5: Sydney’s Chippendale

Wander Chippendale’s heritage laneways and vibrant backstreets to uncover pop-up galleries meet tasty street eats.

Day 6: Sydney to Melbourne

Fly 1.5 hours from Sydney to the art-loving metropolis of Melbourne to discover unique laneways, forward-thinking galleries and quirky rooftop bars.

Day 7: Melbourne’s Fitzroy

Head north today to wander the alternative, cultural melting pot of Fitzroy. 

Day 8: Melbourne’s St Kilda

Get to know the funky beachside area of St Kilda, known for its rich shopping experience and relaxed esplanade activities.

Day 9: Melbourne to Hobart

Fly across the water from Melbourne to Hobart, the capital of Tasmania, to explore the city’s historic waterfront suburbs.

Day 10: Hobart’s Mona and Rosny

Fill your final day with bold experiences, from mind-boggling artwork to big flavours at some of the city’s finest restaurants.