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Wineglass Bay Signature Walk with Steve Biddulph

January 19-22, 2024 | $3,850


The Tasmanian Walking Company is honoured to offer the opportunity to sail, walk and converse with Steve Biddulph.

This is a once-in-a-lifetime chance to sail the stunning east coast of Tasmania with Steve and explore the themes of his forthcoming book
“Make Friends With Your Wild Creature Mind: the new science of mental health”. 

Each evening will feature a workshop with Steve where you can apply the ideas to your own personal development, listen quietly or interact actively to get the best learning. Funny, humble, moving, but of lifelong value, Steve's sessions have drawn over 140,000 people worldwide. But this is a chance to hear him in a tiny, intimate group setting where you can interact and explore your own life skills and directions - or just quietly listen!

This sailing and walking voyage, the only one of its kind in Tasmania, will take place on the spectacular beaches, peninsulas and island trails found in national parks along the east coast. Share with us the wonders of Maria Island, Freycinet Peninsula and Schouten Island. This walk is supported by the spectacular Lady Eugenie, a 23-metre (75-ft) luxury classic ketch. Superb 3-course dinners are served either aboard Lady Eugenie or in the relaxed surrounds of a barefoot beach dinner under the stars.

For all enquiries and bookings please contact Tasmanian Walking Company on (03) 6392 2211 or email

Steve 3

Steve Biddulph

Steve is the author of The New Manhood, Raising Boys, The Making of Love, Raising Girls and other books which are in four million homes worldwide.  He was awarded an Order of Australia for his contribution to young people's mental health.  He has especially focussed on the development of whole and happy men, and making relationships happier between the genders.

Steve is donating his fee from this voyage to supporting activists involved in climate change.  

Wineglass Bay Walk with Steve Biddulph(4-days)

Can’t decide between a walking holiday and a sailing escape? This four-day experience effortlessly blends both. We’ll whisk you away from Hobart to Orford, where the Lady Eugenie awaits with 23-metres (75-feet) of onboard comfort.

Set sail across to Maria Island where summiting Bishop & Clerk delivers views out to the Freycinet Peninsula, your sailing path ahead. Between island hopping, Lady Eugenie is your floating home for saloon dinners and alfresco brekkies. On Schouten Island, barefoot long table dining might be on the menu, too.  Sand between your toes, wind in the sails and four days of walking bliss. Hop aboard.


Being immersed in nature, sailing past a colony of seals, drinking champagne on the beach while viewing the crystal blue water. The evening seminars with Steve were invaluable. Overall, a life changing experience! - Margo J. (2022)

Highlights? Too many, the guide was fantastic, the views were unbelievable, the whole experience is something that i have never experienced before. Jacob J. (2022)

I'm still trying to come back down to earth after the experience of a lifetime with some of the most incredible & truly beautiful people i've ever had the pleasure of surrounding myself with. Anonymous guest (2022)


Day 1: Hobart - Maria Island 

Approximately 4-5 hours walking (including Bishop & Clerk)

Not many walks begin this way. Arrive at Orford where our 23-metre (75-ft) ketch, Lady Eugenie is waiting. We hop aboard our tender from the beach, before setting sail across the Mercury Passage for Maria Island. This short morning sail brings us to the World Heritage listed convict site of Darlington. Once populated with prisoners, it is now home to an array of architectural relics and abundant wildlife.

Today we venture 630m above sea level to the pinnacle of Bishop & Clerk, our highest climb. As we traverse the high cliff edge of Fossil Bay, we are afforded sweeping views toward Schouten Island and Freycinet Peninsula, a glimpse of the magnificent journey to come. Perched high atop the dolerite columns of the summit, we enjoy lunch, with time to ponder the beauty and isolation of this landscape. In the late afternoon, we retire to the comfort of our luxury yacht for pre-dinner nibbles and a delicious meal prepared by your guides.


Day 2: Maria Island - Schouten Island 

Approximately 3-4 hours walking (including Bear Hill)

Following a leisurely breakfast on board Lady Eugenie we set sail, leaving Maria Island and heading north on a 4-hour journey toward the spectacular Schouten Passage. Sailing past the large sedimentary deposits of Fossil Bay and the towering dolerite columns of Bishop & Clerk, we head towards a geological beauty - the pink granite boulders and mountains of the Freycinet Peninsula. Along the way, we get an up-close view of an Australian fur seal colony that makes its home on the rocky outcrop of Isle du Phoques.

After dropping anchor, we disembark on the secluded Schouten Island for a scenic 3-hour walk, climbing to the top of Bear Hill. We can also opt for a more leisurely afternoon relaxing on-board or at the beach, with opportunities for snorkelling and swimming.

Tonight we enjoy a luxury barefoot beach dinner on the private shores of Schouten Island. Ever finished a bushwalk to have a linen-topped table waiting with oysters and Tasmanian sparkling?


Day 3: Schouten Island - Wineglass Bay

Approximately 5-7 hours walking (via Cooks Beach and either Hazards Beach or Mt Graham)

Over breakfast we decide whether we ascend Mt Graham and take the high route to Wineglass Bay or opt for the less challenging but equally stunning coastal section of the Freycinet Peninsula circuit track. The former sees us head inland from the shores of Cooks Beach and ascend through tall Tasmanian Blue Gum forests before traversing the button grass fields of the East Freycinet Saddle, dotted with seasonal wildflowers. The trail descending from Mt Graham and Mt Freycinet takes in spectacular coastal views including iconic Wineglass Bay.

The coastal track heads north from Cooks Beach following the shores of enticingly-named Promise Bay while The Hazards mountain range gradually reveal to dominate the northern vistas over the peninsula’s isthmus.  An hour's walk along Hazards Beach will bring us to the Isthmus Track where we’ll enjoy a close up view of wildlife at the lagoon before setting foot on the white sands of Wineglass Bay. After our day of walking, there’s time for a refreshing swim before boarding Lady Eugenie.

Wineglass Bay Sail Walk Tasmanian Walking Company Guided Walk

Day 4: Wineglass Bay - Hobart

Approximately 3 hours walking

Our final day begins with breakfast on board Lady Eugenie. We can observe the busy shorebirds and towering forms of The Hazards mountain range above. We ascend gently between pink granite boulders until we overlook the white sands and turquoise waters of Wineglass Bay below.

A steep descent on a well-constructed track brings us back to the start of the Wineglass Bay Lookout Track. We continue for another two kilometres, winding through coastal heath and woodland habitats, until Honeymoon Bay. It is a beautiful cove, ideal for a picturesque lunch and a final swim. We meet our bus there, ready to take us to Hobart. Our return trip travels down Tasmania’s east coast. The journey is not over yet, though. We visit a boutique vineyard for canapés and a wine tasting, easing us back into life off the track and the comforts of Lady Eugenie.

We then return to Hobart via the airport (approximately 5.00pm) and then Hobart hotels between 5.15pm - 5.30pm.

Luxury walks and sailing trips in Tasmania

The Lady Eugenie

Our group will have exclusive use of Lady Eugenie - whilst travelling with us she becomes your home. We believe a sound night’s sleep is fundamental in making a good walking holiday a great walking holiday. Your accommodation should be enjoyed not endured!

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    Lady Eugenie is a luxurious, 23-metre (75-ft) ketch rigged yacht. She is five metres wide, which makes her stable, safe and comfortable for both novices and sailing enthusiasts.

    Her clipper bow, complete with a bowsprit you can walk on, is perfect for watching dolphins and other marine life. There's nothing more exhilarating than turning off her engine, relaxing and harnessing the power of the wind in her sails.

    With beautifully maintained teak decks and classical, varnished hand rails, Lady Eugenie’s spacious decks are the perfect setting for relaxing whilst taking in the stunning scenery of Tasmania’s east coast. The central cockpit provides plenty of comfortable seating, with a picturesque alfresco dining setting: a magical place to take in the sunset.

    During the evening, you can relax in the delightful and spacious saloon with dining table and comfortable lounge. Her professionally equipped, separate galley for the crew guarantees delicious meals made from local produce. 

    Lady Eugenie has just four comfortable cabins on board, all ensuite bathrooms and showers.  There are two rooms with one double bed each and three with two twin beds each (1 x bunk each). Room allocations are first-come-first-served; we will do our best to provide you with your preferred room type, but this will depend on existing reservations at your time of booking. 






Itinerary Details

Wineglass Bay Walk with Steve Biddulph

January 19-22, 2024 | $3,850 per person 

  • 4 Day Guided Walk (Twin Share)
  • Each trip requires a minimum of 6 guests (Twin Share). The maximum is 6.


Special Interest Walks - Terms and Conditions 

These are in addition to our standard booking terms and conditions.

  • All prices are quoted per person in $AUD including GST
  • A deposit of $500 per person and the Guest Information Form are due within five days of booking
  • The final payment is due 90 days before departure. For reservations made three months or less from the departure date, full payment is due at the time of booking.
  • Cancellations
    • more than 90 days from the scheduled departure date, a fee of $350 per person will be charged with the balance payment refunded;
    • between 90 and 60 days prior to departure, you will be charged 50% of the full trip cost with the balance refunded; or
    • within 60 days of departure, no refund is available. Bookings can be transferred to another person.
  • Travel and pre and post-trip accommodation expenses are not included.
  • This walk cannot be booked in conjunction with any other offers and discounts.
  • Single supplements are not available on this walk.


  • Return transfers between Hobart and the start and finish of the walk 
  • Accommodation each evening on our luxury ketch Lady Eugenie; there are two cabins with one double bed each and two with two single beds each (1 x bunk each)
  • All meals and non-alcoholic beverages, plus a limited selection of Tasmanian wines
  • National Park passes
  • Use of a daypack and rain jacket for the duration of the walk 
  • All bedding and linen

Additional information

  • Have a burning question?  Check out our  FAQ page, and if you need further help please don't hesitate to contact our friendly reservations team
  • Ready to start planning your next adventure and want to know what to bring. Check out our detailed gear list, including details on what's provided. If your unsure about anything on the gear list please call us or talk to you local outdoor adventure store.


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