Australia’s cityscapes are vivacious in their uniqueness and diversity
Discover the eclectic nature of Melbourne’s nightlife, wander through the diverse collection of clubs and bars, and discover incredible street art hidden away in the winding maze of laneways and arcades. Unravel the vibrancy of Sydney’s metropolis, taking in the iconic sights across Sydney Harbour, or enjoy the heritage-rich culture of Hobart – learning the history and wandering the quaint streets in search of some of the finest cuisine in Australia.
Enjoy the wonderful collection of Australian city discovery tours, put together by our team at The Tailor.
Urban Style holidays to Australia
Our carefully curated itineraries offer unrivalled access to Australia’s most sought-after people, places, and experiences, often unseen by most. Through our deep connections and expertise, we unlock private moments in the country’s rarest destinations, blending adventure, luxury, and culture into seamless, one-of-a-kind journeys designed to inspire and captivate.
The Tailor’s Timeless Journey – Our Most Popular Australian Adventure
Travel Australia like a Rockstar
Around Australia in 14 Days
Experience the best Australia has to offer on this luxury 14-day itinerary to the country’s most remarkable and exciting destinations.
Iconic Australia – Sea, City and Culture
Red Centre to Reef
Reef, Rainforest and Wildlife: A Family Itinerary
Red To White Sands
Off the Beaten Track in Style: A Top End Itinerary
Australia’s Best Adrenaline Adventure
Sydney, Safari, Reef & Shiraz
Southern Safari in Style: Sydney, Lord Howe Island, Melbourne and Tasmania
Wildlife, Outback & Reef
The Tailor’s Timeless Journey – Our Most Popular Australian Adventure
Travel Australia like a Rockstar
Around Australia in 14 Days
Experience the best Australia has to offer on this luxury 14-day itinerary to the country’s most remarkable and exciting destinations.
Iconic Australia – Sea, City and Culture
Red Centre to Reef
Reef, Rainforest and Wildlife: A Family Itinerary
Red To White Sands
Off the Beaten Track in Style: A Top End Itinerary
Australia’s Best Adrenaline Adventure
Sydney, Safari, Reef & Shiraz
Southern Safari in Style: Sydney, Lord Howe Island, Melbourne and Tasmania
Wildlife, Outback & Reef
The Tailor’s Timeless Journey – Our Most Popular Australian Adventure
Travel Australia like a Rockstar
Around Australia in 14 Days
Experience the best Australia has to offer on this luxury 14-day itinerary to the country’s most remarkable and exciting destinations.
Iconic Australia – Sea, City and Culture
Red Centre to Reef
Reef, Rainforest and Wildlife: A Family Itinerary
Red To White Sands
Off the Beaten Track in Style: A Top End Itinerary
Australia’s Best Adrenaline Adventure
Sydney, Safari, Reef & Shiraz
Southern Safari in Style: Sydney, Lord Howe Island, Melbourne and Tasmania
Wildlife, Outback & Reef
Reasons to book with The Tailor
City Heartbeat
The best way to learn more about what makes a city tick is by having your own private guide show you around. Our Travel Designers are trained in the art of taking your aspirations, sharing these with our expert private guide and together creating an ultimate city tour to unlock its secrets.
Cultural Core
Cities are experimental spaces that keep busy. Our Travel Designers offer privileged access to some of the most VIP experiences, and will get you hands-on with art galleries, pop-up bars, and street art tours for ephemeral experiences to remember.
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Private Home Guide
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Sydney Neighbourhood Guide
Ultimate Guide to Tasmania
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Ultimate Guide to the Northern Territory
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3 Incredible Experiences on the Great Barrier Reef
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Meet Our Team
Meet Our Team
Meet Our Team
Meet Our Team
Meet Our Team
Meet Our Team
Meet Our Team
Meet Our Team
Meet Our Team
Customise your journey
Take delivery of your tailor-made holiday! Just answer a few simple questions.
Who is
travelling?
First-time traveller,
Family, Couple,
Group, Solo…
Why do you
want to travel?
Adventure, Relaxation,
Education, Celebration…
How can
we help?
Your personal Travel
Designer will
organise the rest
Don’t just take our word for it
As pioneers in Australian five-star luxury and experiential travel, we have the accolades to prove our expertise. The Tailor and our Founder and Managing Director, Drew Kluska, have been recognised with prestigious awards, showcasing our dedication to crafting exceptional journeys across Australia.
