Wineglass Bay Sail Walk

Your invitation into extraordinary surrounds

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 beautiful 23-metre (75-ft) classic ketch. Superb 3-course dinners are served aboard Lady Eugenie after indulging in oysters and sparkling on the beach.

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.

Choose your adventure

Classic (Four Day)

4 Days
by 774

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 canapes and sparkling wines might be on the menu, too.

Sand between your toes, wind in the sails and four days of walking bliss. Hop aboard.


Prices from $3,095 pp

Need help deciding? Talk to an expert

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