The Tailor Journeys

Iconic Australia – Sea, City and Culture

Minimum 6 people
From AUD$116,333 per person
28 Days experience
Itinerary

A twenty-eight-day journey celebrating Australia’s unique heritage and iconic destinations, legends and landmarks

Developed to celebrate The Tailor’s 25th anniversary, travel from the harbour-side lights of Sydney to the wildlife haven of Kangaroo Island and on to a private yacht cruise of the ruggedly beautiful Kimberley coastline, ending with a private island stay on the Great Barrier Reef. Explore some of the country’s most sought-after destinations, forge deep connections with passionate locals and enjoy unique experiences that are only available through The Tailor.

  • Highlights
  • Why travel with us
  • Accommodation
  • Pricing
  • Gallery
Highlights

Trip highlights

  • Sydney is the capital of New South Wales and is located on the southeast coast on the eponymous Sydney Harbour. It is served by Sydney Airport which is approximately 30mins drive to the main central business district. Most international flights arrive in Sydney.

    Sydney offers temperate weather which makes it perfect for visiting all year around. Sydney’s busiest seasons are between December to February during the peak of summer, but offers a diverse range of activities throughout the year.

    Sydney
  • A renowned off-shore escape, Kangaroo Island is a naturally abundant island found off the southern coast of South Australia. It is home to outstanding scenery of native bushland, unique and abundant wildlife, a close-knit community of welcoming locals, and outstanding food and wine.

    The perfect place to enjoy customised touring, Kangaroo Island is a bucket list destination filled with outstanding and quintessentially Australian experiences.

    Kangaroo Island
  • Found in the heart of the Northern Territory, Australia’s Red Centre is awash with natural icons and dramatic vistas in the Uluru-Kata Tjuta National Park. This significant area is the Traditional Lands of the Anangu people and is one of Australia’s most recognisable and popular destinations for a holiday escape, best discovered with the region’s ultimate luxury accommodation and tour experiences.

    Winter is the ideal time to visit the region, as the temperatures are milder and perfect for exploring.

    Uluru & Red Centre
  • The Northern Territory’s Top End is a vast area including Arnhem Land, Kakadu and Litchfield National Parks, offering landscapes filled with jagged peaks of towering escarpment, plentiful wildlife, and a rich cultural heartbeat just outside of Darwin.

    The Top End region of Australia experiences two distinct seasons of weather.

    Top End
  • With an expansive 423,000 square kilometres of remote landscape, the Kimberley is a prolific destination featuring wildlife, majestic canyons, freshwater swimming holes and indigenous culture stretching back tens of thousands of years. With the region being largely untouched, the Kimberley is home to an incredible array of beautiful beaches, untouched coral atolls and an amazing array of marine life.

    The Kimberley experiences two seasons throughout the year similar to Darwin and the Top End. These seasons are the wet season (November to April) and the dry season (May to October).

    The Kimberley
  • Port Douglas is a beautiful resort town located at the end of a peninsula, resulting in tranquil surrounding waters and beautiful lush rainforest. With plenty of five-star restaurants, art galleries and designer boutiques, Port Douglas is one of Australia’s most fashion-forward resort-towns. The area surrounding Port Douglas is just as beautiful, with the Daintree National Park located within such a close proximity. The Daintree Rainforest is among one of Australia’s most iconic natural phenomena, and is the only location in the world in which the rainforest meets the sea.

    The weather in Port Douglas is a lovely mix of refreshing, mild winters (Dry Season) and balmy, sunny summers (Wet Season).

    Port Douglas & Daintree Rainforest
Why Us

Why travel with us?

  • Leaders in Luxury

    Founded on excellence and authenticity, The Tailor has created innovative and hand-crafted luxury travel experiences for guests since 1998. Recognised as pioneers in our field, we are continually seeking new ways to push the boundaries of luxury travel.

  • Fully Tailored

    Fully-tailored journeys with five-star standard are the core of what we offer. Our experienced Travel Designers customise every single component of your journey and take note of all details that will make your journey exceptional for you.

  • Absolute Peace of Mind

    Our team’s expertise ensures the full magic carpet ride. Sit back and relax as your journey is completely looked after by your on-call dedicated Travel Designer, who will provide up-to-date travel awareness, assist whenever needed, and ensure you’re travelling in safety and style every step of the way.

  • Authentic and Responsible Travel Experiences

    We have strong connections with an enormous network of the industry’s finest magic-makers who provide guests insightful insider access. Connecting you with real experiences and real people, your journey will immerse you into authentic culture, locations, and lifestyles of each region.

  • Exclusive Tailor VIP Access

    Our leading position in the Australian luxury travel industry and commitment to innovation allows guests travelling under our name to receive the VIP treatment every time, connecting you to the best guides, additional amenities, and outstanding private experiences away from other guests. We lead the way in discovering and developing proprietary travel experiences, many of which are only accessible through us.

  • Award-Winning Australian Luxury

    We are a multi-award-winning company with many accolades from respected providers across the globe. We have received awards from Condé Nast, Serandipians, Travel + Leisure, National Geographic, and more.

Inclusions

What’s included

  • 3 nights at

    Capella Sydney

    Taking pride of place in Sydney’s commercial, arts and cultural hub, the Capella Sydney is an enviable new luxury offering in the heart of the harbour city’s lively CBD. Housed in an intricately restored heritage-listed building that was initially developed in the early 1930’s, this beautiful hotel balances storied architectural features with a light-palleted contemporary design aesthetic. Capella Sydney has been designed to indulge guests with luxurious accommodation, world-class cuisine, and cultural immersion.

  • 3 nights at

    Southern Ocean Lodge

    World-renowned luxury on the wildly beautiful south coast of Kangaroo Island is available at this iconic cliffside lodge. Recently rebuilt with the features that guests loved best along with some considerable extras, there is so much to enjoy and explore at the new-look Southern Ocean Lodge. One of the newest additions comes in the form of the ultra-premium Baillie Pavilion, cleverly designed to offer a single owner’s residence or two separate suites for the ultimate Kangaroo Island hideaway for families and friends travelling together.

  • 3 nights at

    Sequoia Lodge

    An elegant sanctuary nestled alongside the historic Mount Lofty House, Sequoia is a luxury lodge boasting panoramic views of the Adelaide Hills, personalised service, and exceptional food and wine. It is named for the 150-year-old Sequoia trees planted by Arthur and Martha Hardy, the original owners of the adjacent Mount Lofty House.

  • 2 nights at

    Longitude 131°

    Nestled atop rust-red dunes, Longitude 131° overlooks Australia’s best-known natural icon, Uluru, and is arguably one of the best luxury wilderness camps in the world. The welcome open spaces of the central Dune House include the restaurant with ever-changing views of the mysterious monolith Uluru as a backdrop for every meal, as well as lounging areas in contemporary campaign style, ideal for relaxing with an icy drink and exchanging stories of the day’s outback adventures.

  • 3 nights at

    Finniss River Lodge

    Finniss River Lodge is an exciting and intimate experiential luxury lodge built alongside the vast coastal floodplains of the Top End. Owned and operated by third-generation pastoralists, this remarkable property offers a profound sense of isolation within a diversity of stunning landscapes, all while being easily accessible from Darwin.

  • 7-night private charter with

  • 2 nights at

    Silky Oaks Lodge

    Found within the heart of the World Heritage-listed Daintree Rainforest alongside the Mossman River, Silky Oaks Lodge delivers a five-star luxury lodge experience in Tropical North Queensland. This premium escape is perfectly positioned between Tropical North Queensland’s natural attractions of the primordial Daintree Rainforest and the sparkling Great Barrier Reef. Only an hour from Cairns and a 20-minute drive from Port Douglas, Silky Oaks Lodge offers a secluded escape into one of Australia’s most magnificent landscapes.

  • The House at Lizard Island is a world-class reef house, perfectly positioned on the doorstep of the Great Barrier Reef. Embodying all things authentically Australian while offering unparalleled privacy and personalised service, The House offers barefoot adventure, a profound connection to nature, and laidback luxury at its finest.

  • Private heli or fixed wing charter flights

  • 24-hour access to The Tailor support staff while travelling in Australia

Pricing

Start your adventure here

Prices are based on twin share accommodation, and are valid for travel until 31st March 2025.

  • Minimum six adults: from AUD$166,333 per person

The above costs are dependent on availability at the time of booking. Blackout dates and seasonal surcharges may apply and costs are subject to change. Terms and conditions apply.

Please consult your Travel Designer to check on full terms and conditions and availability.

Contact us

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Our Awards and Recognition

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.