The Tailor Journeys

The Tailor’s Timeless Journey – Our Most Popular Australian Adventure

Minimum 2 people
From AUD$30,500 per person
14 Days experience
Itinerary

Join us as we celebrate 25 years of handcrafting exceptional journeys and embark on an adventure like no other through the heart of Australia’s most cherished destinations

This carefully curated experience showcases the very best of what The Tailor has offered over the past quarter-century. From the iconic sights of Sydney to the rugged natural beauty of Kangaroo Island, and from the ancient wonders of the Daintree Rainforest to the vibrant colours of the Great Barrier Reef, every moment promises to be unforgettable.

  • Highlights
  • Why travel with us
  • What's included
  • 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
  • A sprawling southern state filled with hidden gems and landscapes of immense contrasts. Capital city Adelaide offers easy access to the esteemed Barossa Valley wine region, nature-rich Kangaroo Island, the ancient Flinders Ranges and Lake Eyre, the rugged Eyre Peninsula, and the serene border region of the Murray River & Riverland.

    South Australia
  • 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
  • Discover the largest coral reef system in the world, the Great Barrier Reef. Scuba and snorkel through dynamic aquatic landscapes and habitat, tread white-sand beaches, learn about the conservation efforts of this World Heritage site, and enjoy a range of five-star resort activities.

    Great Barrier Reef
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

    Park Hyatt Sydney

    As far as Harbourside views, Park Hyatt Sydney can claim to be unrivalled. Located near the foot of the South Pier of the Sydney Harbour Bridge and facing directly towards the Opera House, it is quite literally in the heart of Sydney’s glamorous, vibrant Circular Quay and Rocks district. A true five-star luxury hotel, it has recently undergone its largest and most comprehensive transformation in its 21-year history.

  • 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.

  • 1 night at

    Eos by SkyCity

    Spread across 120 rooms and suites, each stay at Eos promises stunning views across the city, towards the scenic Adelaide Hills, or overlooking the banks of the River Torrens. Innovative and intuitive technologies are merged into each room, including keyless entry and an in-room tablet where guests can order in-room dining, make restaurant reservations, and more. Other touches include a complimentary minibar with curated South Australian products and luxury bathroom amenities.

  • 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.

  • 4 nights at

    Lizard Island

    A sparkling gem surrounded by the Coral Sea, Lizard Island is the northernmost luxury lodge on the Great Barrier Reef. Nestled within sprawling National Park enriched with diverse Australian fauna and flora and offering direct ocean access across 24 powdery private beaches, Lizard Island offers a leading luxury lodge experience in one of the world’s most renowned natural environments.

  • 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 four adults: from AUD$30,500 per person
  • Minimum two adults: from AUD$33,500 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

For further information

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Let’s start your journey

Plan your Australian adventure with our expert Travel Designers.

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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.