The Tailor Destinations

Hobart & South

With Mount Wellington looming above, providing a dramatic backdrop to the township below

Hobart is one of Australia’s most recognisable cities

The city of Hobart is an interesting blend of modernity, scenery, heritage and culture. A modern lifestyle set amongst a dramatic, heritage influenced cityscape, this is not a city to be missed.

There are copious award-winning restaurants and food to be found in Hobart incorporating Tasmania’s freshest produce into their dishes, including seafood straight from the Southern Ocean. Explore the various art galleries set in elegant heritage sandstone cottages, or those developed in stylish modern buildings.

A journey by car or ferry along Hobart’s beautiful waterfront will lead you to the Museum of Old and New Art (MONA), one of Australia’s most interesting private collections. This incredible collection of antiquities and modern art has created a very unique and intriguing art experience – much like the city of Hobart itself.

  • Highlights
  • Travel Seasons
  • What We Offer
  • Gallery
Highlights

Destination Highlights

  • Experience a private tour of MONA, viewing the controversial and eclectic collection of art and artefacts found within this iconic museum.
  • Enjoy a magnificent dining experience at one of Hobart’s most exclusive restaurants.
  • Journey through the streets of Hobart, taking in the old and new in this vibrant and historical city.
Travel Seasons

Seasons in Hobart & South

Much like the rest of Australia, Hobart receives four distinctive seasons of weather over the year.

  • Summer December - February
  • Winter June - August
  • Spring and Autumn September - November, March - May
Our Experts

What do our experts say about Hobart & South?

Hobart – a city created for food enthusiasts! Another great tip is to head to Farm Gate Market. Open every Sunday it’s a market like no other: filled with street performers, locals shopping for their weeks produce, an amazing array of food trucks, plants and more. If you want to experience Hobart like a local – come here.

Kylie Damen
Senior Travel Designer AT THE TAILOR

With two decades of experience crafting journeys at The Tailor, Kylie is one of our most knowledgeable and trusted designers. She is known for creating seamless, stress-free itineraries – for couples, families or travelling parties alike – and excels at thoughtful planning and honest guidance. Her goal is always the same: a journey that fits the client perfectly, down to the finest detail.

What do I love about working at The Tailor?

I love that not every trip is the same – we get to create amazing journeys that are customised for every client’s needs and interests. It’s also about helping create great memories for our clients. Plus the team are great and there is never a dull moment!

Top travel tip

Take the time to stop and really enjoy the location you are in … these days everyone is constantly on the go! Even better, if possible, turn off your phone – take a break!

What We Offer

Accommodation and Experiences in Hobart & South

  • Founded on Tasmanian culture, and steeped in the rich stories of the region, MACq 01 is Hobart’s newest and quirkiest of luxury hotels. The unique spirit and personality of Tasmanian characters flow throughout your stay at MACq 01 Hotel. This is a journey of people, time and place. On Macquarie Wharf, Hobart is MACq 01. Located in what was once a bustling wharf market, and then later a giant shipping shed, is a world-class waterfront experience. This unique spot is a storytelling hotel, hinting at the tale of Tasmanian culture.

    MACq 01 Hotel
  • The Henry Jones is Australia’s first dedicated art hotel – and is itself a work of art. Standing on Hobart’s waterfront where Europeans first stepped ashore 200 years ago, the hotel has been transformed from a row of 1820s warehouses and a former jam factory into an enthralling first class space showcasing the work of Tasmania’s finest visual and performing artists.

    The Henry Jones Art Hotel
  • A family-owned and locally-operated business run by owner, skipper, and ex-abalone diver Pieter van de Woude since 1998, On Board was built with a deep love and knowledge of Tasmania’s rugged coastal wilderness. Their custom-built vessel Odalisque III and carefully-constructed itineraries are designed to immerse like-minded explorers into the remote and pristine coastlines of Australia’s mysterious and beautiful island state across its Southern, South-Western and Eastern coastlines.

    On Board – Tasmanian Expedition Cruises
Featured itineraries

Journeys featuring Hobart & South

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.

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

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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.

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Iconic Australia – Sea, City and Culture

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Red Centre to Reef

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Reef, Rainforest and Wildlife: A Family Itinerary

New 34 days

Australia by Sea: The Ultimate Coastal Odyssey

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Red To White Sands

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Off the Beaten Track in Style: A Top End Itinerary

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Australia’s Best Adrenaline Adventure

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Sydney, Safari, Reef & Shiraz

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Southern Safari in Style: Sydney, Lord Howe Island, Melbourne and Tasmania

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Wildlife, Outback & Reef

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The World’s Best Black Marlin Fishing Experience

New 6 days

Lake Eyre in Flood: A Rare Aerial Journey

14 days

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

17 days

Travel Australia like a Rockstar

14 days

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.

28 days

Iconic Australia – Sea, City and Culture

10 days

Red Centre to Reef

14 days

Reef, Rainforest and Wildlife: A Family Itinerary

New 34 days

Australia by Sea: The Ultimate Coastal Odyssey

13 days

Red To White Sands

10 days

Off the Beaten Track in Style: A Top End Itinerary

14 days

Australia’s Best Adrenaline Adventure

14 days

Sydney, Safari, Reef & Shiraz

13 days

Southern Safari in Style: Sydney, Lord Howe Island, Melbourne and Tasmania

12 days

Wildlife, Outback & Reef

New 14 days

The World’s Best Black Marlin Fishing Experience

New 6 days

Lake Eyre in Flood: A Rare Aerial Journey

14 days

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

17 days

Travel Australia like a Rockstar

14 days

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.

28 days

Iconic Australia – Sea, City and Culture

10 days

Red Centre to Reef

14 days

Reef, Rainforest and Wildlife: A Family Itinerary

New 34 days

Australia by Sea: The Ultimate Coastal Odyssey

13 days

Red To White Sands

10 days

Off the Beaten Track in Style: A Top End Itinerary

14 days

Australia’s Best Adrenaline Adventure

14 days

Sydney, Safari, Reef & Shiraz

13 days

Southern Safari in Style: Sydney, Lord Howe Island, Melbourne and Tasmania

12 days

Wildlife, Outback & Reef

New 14 days

The World’s Best Black Marlin Fishing Experience

New 6 days

Lake Eyre in Flood: A Rare Aerial Journey

Contact us

Customise your journey

Tell us about yourself – your passions, preferences, and dreams – so we can design your ultimate Australian journey.

Who is

travelling?

Multi-generational Family,

Couple, Friend Group,

Solo Explorer…

Why do you

want to travel?

Adventure, Relaxation,

Education, Celebration…

How can

we help?

Your personal Travel

Designer can design a

journey exclusively for you

Travel Stories

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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.