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October 19, 2021 | Four days - $2,167 | Six days - $3,076.50

The Tasmanian Walking Company Foundation is excited to launch Walk on the Wild Side to raise funds for our charity partners. Walkers will receive a 30% discount. The revenue paid, less GST, is paid to the walkers' preferred charity. Walkers can book any guaranteed departures in October 2021.

Join us on a wilderness adventure, knowing that your walk fee will be donated.


This amazing walk, the only one of its kind in Tasmania, takes in 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, Schouten Island and the Tasman Peninsula.  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.

Make a booking now and get ready to lace up your boots and join us in the heart of nature.

How to book: Please ask our reservations team for available dates. To redeem the offer on this page please phone 03 6392 2211 or email and quote your charity’s name at the time of booking. 


What is the Tasmanian Walking Company Foundation?

In 1985 Tasmanian Walking Company was offered the special privilege of developing a multi-day walking experience along the Overland Track in the Cradle Mountain/Lake St Clair National Park. Cradle Mountain Huts became the flagship for Tasmanian Walking Company and Australian Walking Company who now have six multi-day guided walks in wilderness areas.

As passionate tour operators, the walking companies decided that operating in national parks comes with a clear obligation in terms of preserving the natural and cultural integrity of these wild spaces. They began funding wildlife rescue programs, reforestation initiatives and educational activities that encourage advocacy of conservation sites.

In 2018, the decision was made to centralise the not-for-profit efforts with the formation of the Tasmanian Walking Company Foundation. The Foundation was officially launched in June 2020 on World Environment Day with a commitment to donating $1 million over five years.  Tasmanian Walking Company and Australian Walking Company are recognised leaders in environmental travel practices with an ethos of leaving nothing behind.

Wineglass Bay Sail Walk (6 Days)

Our signature voyage begins at Fortescue Bay, with a walk to Cape Hauy. Back at Fortescue, our luxury 23-metre (75-foot) ketch is waiting. Lady Eugenie is your well-appointed retreat for the next six days.

Setting sail up Tassie’s East Coast, next stop is Lagoon Bay. A morning dip, rainforest walking or just watching the Forestier Peninsula glide by are suitable picks. Day three’s hero is Maria Island - hiking up Bishop & Clerk rewards with views of what’s to come. Then comes the rare beauty of Schouten Island, served with a barefoot dinner beneath stars if the weather agrees.

Exquisite Wineglass Bay is part of your Freycinet National Park finale, complete with a Mount Graham climb and sunset dining at anchor.

At times, the itinerary will need to be changed due to sailing conditions. If alterations are made, your guide and crew will keep you well informed. 




Day 1: Hobart - Fortescue Bay

Via Cape Hauy (approximately 4 hours walking)

This morning we will pick up from MACq01 between 7.00am - 7.10am,  followed by the  the Old Woolstore between 7.05am - 7.15am.  Or can make your way down to our walkers base 164 Murray Street, Hobart for 7.30am.  Here you will meet your guides and have a briefing.

We then travel to Fortescue Bay and begin todays walk. This 4-hour return walk begins with a gentle ascent on a well-crafted track, before climbing atop the towering dolerite sea cliffs this peninsula is famed for. Along the way, you’ll pass through heath and woodland vegetation before the view opens up to magnificent rock formations. Your guides will point out well-known sea stacks including the Candlestick and the Totem Pole.

Arriving back at Fortescue Bay, we transfer via tender to our 23-metre (75-ft) luxury ketch, Lady Eugenie. This will be your floating home for the next five nights. Once aboard, enjoy a glass of wine with pre-dinner nibbles with the dramatic cliffs of Cape Hauy as our backdrop. A gourmet dinner of local Tasmanian delicacies will follow, prepared by your guide and yacht crew in the shelter of Fortescue Bay.


Day 2: Fortescue Bay - Lagoon Bay

Via Canoe bay, Hyatt's Beach (approximately 3 hours walking)

Our morning begins with a short boat ride to the shoreline of Fortescue Bay. Here, choose to take an early morning dip or a short walk to Canoe Bay and back through small pockets of rainforest and coastal vegetation.

We return to the Lady Eugenie where we have lunch on-board and then set sail, slow-cruising toward North Bay, taking in the mighty dolerite spires from sea level. As we cruise along the Forestier Peninsula, we follow in the path of early European explorers such as Tasman, du Fresne and Baudin. We drop anchor near the very spot that Abel Tasman first landed in Tasmania in 1642. Here we lace up again for a gentle headland walk to wide-spanning views over-looking the Tasman Sea before retiring back to the yacht for a relaxed dinner aboard.



Day 3: Forestier Peninsula - Maria Island

Including Bishop & Clerk (approximately 5 hours walking)

A scenic morning’s sail past Marion Bay, Cape Bernier and the south end of Maria Island 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 tackle our highest climb, the 630m ascent of Bishop & Clerk (4 to 5 hours return). As we traverse the high cliff edge of Fossil Bay, we are afforded sweeping views toward Schouten Island and Freycinet Peninsula, a glimpse of our 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 island landscape.

Come late afternoon, we retire to the comfort of our luxury yacht for pre-dinner nibbles and a delicious meal to celebrate the challenges and triumphs of our day.


Day 4: Maria Island - Schouten Island

Including Bear Hill (approximately 3-4 hours walking)

Following a leisurely breakfast on board Lady Eugenie, we set sail, leaving Maria Island and heading north on a 4-hour journey towards Schouten Passage. Sailing past the large sedimentary deposits of Fossil Bay and the towering dolerite columns of Bishop & Clerk, a rare geological beauty comes into view: the pink granite boulders and mountains of 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. Those who would prefer a leisurely afternoon can snorkel, swim or relax on-board.

Tonight is very special; a luxury barefoot beach dinner on the secluded shores of Schouten Island. Return from Bear Hill to plump Pacific oysters and Tasmanian sparkling as part of a three-course outdoor dining experience.

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Day 5: Schouten Island - Wineglass Bay

Via Cooks Beach and either Hazards Beach or Mt Graham (approximately 5-7 hours walking)

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.

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Day 6: 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 and, taking our lunch trackside, we overlook the white sands and turquoise waters of Wineglass Bay below.

A steep descent on a well-constructed track brings us back to meet our bus, 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 Coal River Valley vineyard for canapés and celebratory drinks, easing us back into life off the track and the comforts of Lady Eugenie. We then return to Hobart via the airpot (approxiamtely 5.00pm) and then Hobart hotels between 5.15pm - 5.30pm.


Itinerary Details

Wineglass Bay Sail
Walk on the Wild Side

October 19, 2021

Price per person for departures (inc. GST) $3,076.50
  • Each trip requires a minimum of 4 guests (Twin Share).
  • Maximum guests - 8 (Twin Share)


Single supplement

All accommodation is twin share. Single travellers may be required to share a twin cabin with another walker of the same gender if the departure fills to capacity. To guarantee a single cabin for the duration of the walk a supplementary price of 75% of full fee will apply. This needs to be requested at the time of booking.

Terms and Conditions 

  • Walk on the Wild side Walks cannot be booked by guests where COVID-19 is impacting their capacity to travel at the time of booking.
  • All prices are quoted per person in $AUD including GS.
  • The minimum numbers are required 10 days before departure by Setpember 25, 2021.
  • Full payment and the Guest Information Form are due at the time of booking. 
  • Travel and pre and post-trip accommodation expenses are not included.
  • The offer only applies to new Walk on the Wild Side Walk bookings.
  • Our standard booking terms and conditions apply, subject to the following temporary exception:

If you have a booking on a Walk on the Wild Side departure on the 5th of October 2021 and COVID-19 directly impacts your capacity to travel, you may postpone your booking subject to the following booking guarantee terms and conditions:

  1. The guarantee is only valid for Walk on the Wild Side departures.
  2. The guarantee only applies for guests with bookings directly impacted by COVID-19, as per the following: 
    • If you are diagnosed with COVID-19 prior to your departure date.
    • If you are directed by a Government official or medical practitioner to self-isolate for any reason associated with COVID-19; or
    • If Government COVID-19 policy (domestic or foreign) relevant to your residential address or travel circumstances directly impacts your capacity to travel (i.e. State border closure).
  3. Guests can change or postpone their walk booking within 14 days of 11 October 2021 departure date, subject to the guest being directly impacted by COVID-19 as per conditions 2.
  4. Guests making booking changes under the guarantee will be reimbursed in the form of a booking voucher (valid for 24 months) to the value of the original booking, with no additional charges (all change fees are waived).
  5. Guests must use the booking voucher for a walk departure on the same walk itinerary within 24 months of the voucher being issued.
  6. Booking vouchers are not redeemable for cash.
  7. Tasmanian Walking Company reserves the right to request supporting evidence to determine your eligibility prior to approving the postponement of your booking.
  8. Tasmanian Walking Company reserves the right to amend or withdraw the offer at any time.
  9. Charities must be registered with the Tasmanian Walking Company to participate. Please email for details.

Price Includes

  • Return transfers from Hobart 
  • Accommodation on board the Lady Eugenie
  • All meals and non-alcoholic beverages, plus a selection of Tasmanian wines
  • National Park pass
  • Use of a backpack and waterproof jacket for the duration of the walk
  • A qualified guide, skipper and yacht crew

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 you are unsure about anything on the gear list please call us or talk to your local outdoor adventure store.


Need help deciding? Talk to an expert

We're here to help 9am – 5pm Monday to Friday, otherwise, email us anytime and we'll be in touch.