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Wineglass Bay Sail Walk with Clover Hill

 April 13-16, 2022 | Nov 28 - Dec 1, 2022 | $3,495

September 27-30,2022 | $3,195

April 22-25, 2023 | $3,495

Sail, Walk and Celebrate. Sail between national parks along Tasmania's east coast and walk stunning trails to remote beaches and spectacular mountain views. Each evening, celebrate with Clover Hill's sparklings and superb three-course dinners in remarkable locations.

This voyage includes a range of Clover Hill's sparkling wines; rosés, blanc de blancs, late-disgorged and vintage wines. Enjoy the best of Tasmania's coastal day walks, gourmet food and the surreal magic of sailing aboard the luxurious Lady Eugenie, a luxurious 23-metre (75-ft) ketch

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

Available by request for private groups | Maximum: 8

Wineglass Bay 'Clover Hill' Sail Walk (4-days)

The Tasmanian Walking Company is thrilled to offer a walking, sailing and sparkling escape for special occasions! We've partnered with Clover Hill who have selected wines to match our menu featuring fresh Tasmanian produce. Each evening, we've included a few glasses of two different sparklings as well as our traditional selection of local beers, white and red wines. You'll sample a wide selection of Clover Hill. This four-day experience for groups of eight is a magical way to celebrate.

We’ll whisk you away from Hobart to Orford, where the Lady Eugenie awaits with 23-metres (75-feet) of onboard comfort and 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 breakfasts. 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, sailing and sparkling bliss. Hop aboard.


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 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.

Itinerary Details

Wineglass Bay Sail Walk with Clover Hill Wines

Price per person for departures (inc GST)

  • April 13-16, 2022 | Nov 28 - Dec 1, 2022 | $3,495
  • September 27-30,2022 | $3,195
  • April 22-25, 2023 | $3,495

Also available by request for private groups

  • 4 Day Guided Sail Walk (Twin Share)
  • Each trip requires a minimum of 4 guests (Twin Share). The maximum is 8.


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 are transferable.
  • Travel and pre and post-trip accommodation expenses are not included.
  • Return Walker Discounts and Trade bookings are welcome.
  • Single supplements are not available on this walk.

COVID-19 Peace of Mind Booking Assurance

After the minimum number of bookings has been achieved, the trip is guaranteed to depart.  If for any reason, the trip cannot go ahead due to restrictions placed upon travel due to Covid-19,  guests will be permitted to reschedule their walk to the new date provided for the departure or receive a full refund with no additional fee or rebook a different Walk within 24 months. Cancellations by guests for other reasons will incur our standard cancellation fees.


  • 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
  • A carefully chosen offering of Clover Hill Sparklings, selected from Clover Hill’s own cellar
  • National Park passes
  • Use of a daypack and rain jacket for the duration of the walk 
  • All bedding and linen


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