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Wineglass Bay Walk with Clover Hill

April 19-22, 2024 | $3,595 


This four-day adventure in Tasmania offers an incredible experience filled with sailing, hiking, gourmet food, and exquisite sparkling wines from Clover Hill. You'll sail along Tasmania's east coast aboard the Lady Eugenie, a classical 23-meter (75ft) ketch, and enjoy scenic coastal views. During the day, you'll embark on coastal walks to remote beaches and hike mountain trails with stunning views. Each evening, you'll celebrate with Clover Hill's range of sparkling wines, including rosés, blanc de blancs, late-disgorged, and vintage wines, paired with superb three-course dinners in remarkable locations.

It's a fantastic opportunity to celebrate in style and enjoy the best of Tasmania's natural beauty, fine wines, and gourmet cuisine.

For other enquiries please contact Tasmanian Walking Company on (03) 6392 2211 or email by request for private groups. 

Wineglass Bay 'Clover Hill' 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.


Sailing along the coast from Maria Island to Schouten island with a pod of dolphins chasing the boat, amazing weather allowing us to sail into Wineglass Bay and anchor there for the night having had blue skies all the way up the coast and tightly hugging the cliffs of the Freycinet coast. Oysters on Schouten Island beach with drinks after the walk - what a cracking idea! - Andrew C. 2022

Fantastic. It was a wonderful trip which was organised beautifully. I'm sure much work was undertaken behind the scenes to make it seamless. The crew were absolutely delightful. The food was delicious and the best bit was the oysters and champagne on the beach at Wineglass Bay. What a treat. 10/10 - Damian B. 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 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 Walk with Clover Hill Wines

Price per person for departures (inc GST)

  • April 19-22, 2024 | $3,595

Also available by request for private groups

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


Special Interest Walks - Terms and Conditions 

Our standard booking terms and conditions apply to all bookings. In addition:

  • Cancellations
    • more than 90 days from the scheduled departure date, a fee of $350 per person will be charged with the balance payment refunded;
    • within 90 days of departure, no refund is available. Bookings can be transferred to another name.
  • Minimum numbers are required four months before departure.


  • 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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