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Wine Glass Bay Guided Walk and Sailing Tasmania Australia

  • Overview
  • 4 Day
  • 6 Day
  • Lodging
  • Guides
  • Prices/Enquiry

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. There are two options eaither 4 or 6 days.

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.

This is your invitation into extraordinary surrounds where, through immersion and interpretation, you can share our sense of nature.

4-day Wineglass Bay Sail Walk Itinerary (south-north)

Over 4 days, explore the Freycinet Peninsula and Maria Island by foot. To reach each spectacular location, you will sail aboard our 23 metre (75-ft) luxury ketch, Lady Eugenie. Each morning, you’ll have a unique perspective of the waterline from on board, before undertaking the day’s walk. Please note the direction of travel alternates on occassion from south - north and north - south.

Day 1: Hobart - Maria Island including Bishop & Clerk (12kms; 4-5 hours walking)

We begin our journey in Hobart, where you will meet your guides at 7:30am at the Salamanca Inn (10 Gladstone Street, Battery Point). Taking time for a brief gear check, we then board our bus and travel to the fishing port town of Triabunna.

Once there, we board our 23-metre (75-ft) luxury ketch, Lady Eugenie, and set 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.

We pack our lunches and disembark, ready for the ascent of 630m high 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 the magnificent journey to come. Perched high atop the dolerite columns of the summit, we enjoy our lunch, with time to ponder the beauty and isolation of this unique landscape.

For those wanting a more relaxed adventure, we visit the beautiful sandstone patterns and structures of the Painted Cliffs. We can also learn more about the island’s unique Aboriginal, convict and industrial histories whilst rambling around the Darlington precinct. 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 including Bear Hill (6kms; 3-4 hours walking)

Following a leisurely breakfast on board Lady Eugenie, we set sail, leaving Maria Island and heading north for 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 unique 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. We embark on a scenic 3-hour walk, climbing to the top of Bear Hill. We can also enjoy 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 secluded shores of Schouten Island, again featuring the finest Tasmanian food and wine.

Day 3: Schouten Island - Wineglass Bay via Cooks Beach & either Hazards Beach or Mt Graham (9kms; 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 the iconic Wineglass Bay.

The coastal track heads north from Cooks Beach following the shore of the enticingly-named Promise Bay while The Hazards mountain range gradually unfolds before us to dominate the northern vistas over the peninsula’s isthmus. An hours walk along Hazards Beach will bring us to the Isthmus Track which provides the opportunity for a close up view of the wildlife at the lagoon before setting foot on the white sands of Wineglass Bay.

After completing either of these walks there is time for a refreshing swim before boarding Lady Eugenie…

Day 4: Wineglass Bay - Hobart (5kms; 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 the beautiful 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. We visit a Coal River Valley vineyard for canapés and celebratory drinks before returning to Hobart via the Hobart Airport.

6-day Wineglass Bay Sail Walk Itinerary (south-north)

Over 6 days, explore the Tasman Peninsula, Maria Island and Freycinet Peninsula by foot. To reach each spectacular location you will sail aboard our 23 metre (75-ft) luxury ketch, Lady Eugenie - allowing for a unique perspective of the waterline from on board, before undertaking the days walk. There is a multitude of walking options outside of those mentioned on the itinerary, for those keen to spend more time exploring the area.

Day 1: Hobart - Fortescue Bay via Waterfall Bay & Bivouac Bay (13kms; 6 hours walking)

The day begins in Hobart. You will meet your guides at the Salamanca Inn (10 Gladstone St, Battery Point) at 7:30am. After a brief gear check and introductions, we board our bus and travel to the fishing port of Pirates Bay, on the spectacular Tasman Peninsula arriving around 10am.

We begin our journey at the Waterfall Bay lookout, traversing atop spectacular sedimentary clifftops with natural rock arches and seacaves below. The days walking sees us climb through stunning cloud forest and rainforest, which features spectacular coastal views, waterfalls and rocky outcrops.

Arriving at the Bivouac Bay, we then transfer via dinghy to our 23-metre (75-ft) luxury ketch Lady Eugenie. Once aboard enjoy a glass of wine with pre dinner nibbles whilst taking in stunning, panoramic views of the dramatic cliffs of Cape Hauy.

The tranquil shelter of Fortescue Bay provides a beautiful backdrop in which to spend our first night, with a gourmet dinner of local Tasmanian delicacies prepared by your guides.

Day 2: Fortescue Bay - Forestier Peninsula via Cape Hauy (8km; 4 hours walking)

We begin with a short boat ride, before disembarking on the beach at Fortescue Bay. Here we can choose to relax and swim at the beach or, for the more adventurous,walk to Cape Hauy. This 4-hour return walk sees us gently ascend a well-crafted track finishing atop the awesome high dolerite sea cliffs the Tasman Peninsula is famous for. Our walk features sweeping views of dramatic rock formations, such as the Candlestick and the Totem Pole.

We return to the Lady Eugenie for lunch and then set sail, slow-cruising toward North Bay and experiencing the previous day’s sea cliffs from a sea level perspective. As we cruise along the coast of the Forestier Peninsula, we follow in the path of early European explorers such as Tasman, du Fresne and Baudin. We sail past Cape Frederick Henry and Cape Surville, Sisters Rocks and Deep Glen Bluff, taking up to 3 hours for our journey. An afternoon of beach rambling, swimming or bird watching provides a relaxing end to the day. We spend the evening anchored off the coast of the Forestier Peninsula, near the very spot that Abel Tasman first landed in Tasmania in 1642.

Day 3: Forestier Peninsula - Maria Island including Bishop & Clerk (12kms; 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.

We pack our lunches and disembark, ready for the ascent of 630m high Bishop and 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 our lunch, with time to ponder the beauty and isolation of this unique landscape.

For those wanting a more relaxed adventure, we visit the beautiful sandstone patterns and structures of the Painted Cliffs. We can also learn more about the island’s unique Aboriginal, convict and industrial histories whilst rambling around the Darlington precinct. In the late afternoon, we retire to the comfort of our luxury yacht for pre-dinner nibbles and a delicious meal.

Day 4: Maria Island - Schouten Island including Bear Hill (6kms; 3-4 hours)

Following a leisurely breakfast on board Lady Eugenie, we set sail, leaving Maria Island and heading north for 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 unique 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. We embark on a scenic 3-hour walk, climbing to the top of Bear Hill. We can also enjoy a more leisurely afternoon relaxing on-board or at the beach, with opportunities for snorkelling and swimming.

Tonight you will enjoy a luxury barefoot beach dinner on the secluded shores of Schouten Island, again featuring the finest Tasmanian food and wine.

Day 5: Schouten Island - Wineglass Bay via Cooks Beach & either Hazards Beach or Mt Graham (9kms; 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 the iconic Wineglass Bay.

The coastal track heads north from Cooks Beach following the shore of the enticingly-named Promise Bay while The Hazards mountain range gradually unfolds before us to dominate the northern vistas over the peninsula’s isthmus. An hours walk along Hazards Beach will bring us to the Isthmus Track which provides the opportunity for a close up view of the wildlife at the lagoon before setting foot on the white sands of Wineglass Bay.

After completing either of these walks there is time for a refreshing swim before boarding Lady Eugenie…

Day 6: Wineglass Bay - Hobart (5kms; 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 the beautiful 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. We visit a Coal River Valley vineyard for canapés and celebratory drinks before returning to Hobart via the Hobart Airport.

Accommodation

Exclusive Accommodation

Our groups 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!

Lady Eugenie

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 five comfortable cabins on board, all with air conditioning, bathrooms and showers. There are two rooms with one double bed each and three with two twin beds 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.

Eugenie Cabin

Guides

Your Walking Guides and Skipper

Our Wineglass Bay Sail Walk guides and skipper are often thought of as our most outstanding asset. They are passionate, educated, great interpreters and cooks all rolled into one. Feedback regarding our guides is invariably positive. The guides will enhance the journey with their knowledge and understanding of the flora, fauna, geology and history of the local area.

In the words of one traveller "Our guides were exceptional - not only in their professionalism - but also in their ability to pass on their obvious passion and enthusiasm for their job and the area itself."

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