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hobart to port arthur, flinders island, deal island, eden & Sydney / 720nm / 21 nov - 3 dec 2024

13 DAYS / cat 1 sailing expedition / EVENT #2433 / SILVER FERN: last 2 crew positions available


Wine Glass Bay Tasmania .jpg

Set sail on an epic 720NM voyage as we embark on an extraordinary sailing expedition from the enchanting city of Hobart, Tasmania. This extraordinary journey will take us through Tasmania's rich history, vibrant culture, and breathtaking landscapes, with stops at iconic destinations such as Port Arthur, Wineglass Bay, Flinders Island, Deal Island, and Eden. Each port of call promises a unique tapestry of experiences and sights waiting to be explored. Join us as we navigate the pristine waters of Tasmania, with the ultimate destination being the iconic Sydney Harbour.



Passage plan

The 720nm passage from Hobart to Sydney with multiple stopovers.


Event registration

  • Secure your place on this adventure with a 20-50% deposit / All prices in AUD

  • Current price release: Final Release


Pre-release - SOLD OUT

Early bird - SOLD OUT

SHARED CABIN: Final Release $7,250 pp


Expedition Description

You can fly directly into Hobart Airport on the 21st of November 2024 and you will join us for a crew welcome dinner. On the 22nd of November we'll meet for breakfast early, then we'll familiarise you with the yacht, systems and safety equipment and get you ready for departure including running through final checks and preparations and depart from the dock around midday. We will aim to arrive in Sydney by the 2nd of December, so you should aim to depart out of Sydney Airport on the 3rd of December.

Tasmania's Rich History and Culture: A Living Tapestry

Our adventure commences in Hobart, a city steeped in history and surrounded by the natural wonders of Tasmania. As we set sail, it's essential to understand the cultural and historical significance that imbues this island state.

Tasmania's history is a compelling narrative that stretches back thousands of years. It's the story of the Palawa people, the indigenous custodians of this land, who have lived here for over 40,000 years. Their deep connection to the land and sea is reflected in their art, stories, and spiritual beliefs. Our journey pays tribute to their enduring culture.

 European exploration of Tasmania began in the late 18th century, when intrepid voyagers mapped unknown shores and navigated treacherous waters. These explorers' tales, along with the stories of convict settlers, form a backdrop to our expedition. We trace the routes of these early seafarers, immersing ourselves in the same rugged coastlines and pristine waters that have challenged and inspired generations.

Port Arthur

Our first stop is Port Arthur, a place of historical significance and natural beauty. Port Arthur was once a notorious penal colony, and its well-preserved convict heritage is a testament to Tasmania's colonial past. Explore the imposing stone structures, including the infamous penitentiary, and learn about the lives of convicts who endured this harsh environment. The lush gardens and coastal cliffs surrounding Port Arthur provide a striking contrast to its sombre history. Walk along the scenic trails, where the beauty of the landscape belies the region's dark past.

Wineglass Bay

Wineglass Bay is a natural wonder and a paradise for nature enthusiasts. Nestled within Freycinet National Park, it boasts pristine white sands and crystal-clear waters, forming the shape of a wine glass—a sight to behold from above. Hike to Wineglass Bay Lookout for breathtaking panoramic views or set out on a coastal walk to discover secluded beaches and hidden coves. Snorkel in the pristine waters to encounter a diverse array of marine life, from colourful fish to playful dolphins. This is a place where the beauty of nature takes centre stage, and every vista is a postcard-worthy masterpiece.

Flinders Island

Our journey continues to Flinders Island, a remote gem in the Bass Strait. Here, we encounter a different side of Tasmania, where isolation has preserved a unique way of life. The island's history is intertwined with tales of shipwrecks and resilient pioneers who forged a life on these rugged shores. Explore the island's pristine beaches, hike through ancient forests, and discover Aboriginal rock art that speaks to a history dating back thousands of years. Encounter the warmth of the local community, who are proud stewards of this island paradise.

Deal Island

Deal Island is a secluded sanctuary in the Bass Strait, known for its iconic lighthouse perched atop a windswept hill. As we approach the island, its history as a vital navigational beacon comes into focus. Climb to the top of the lighthouse and gaze upon panoramic views of the rugged coastline, where the Southern Ocean meets the Tasman Sea. The island's isolation and untouched beauty make it a haven for wildlife enthusiasts. Spot seals basking on the rocks and seabirds soaring overhead. Deal Island offers a tranquil escape into nature's embrace, where the passage of time is marked by the gentle ebb and flow of the tides.

Eden, New South Wales

Our expedition takes a captivating turn as we sail into Eden, a picturesque coastal town in New South Wales. Eden's history is intertwined with the whaling industry, and its fascinating past is brought to life at the Eden Killer Whale Museum. Discover the story of Old Tom, a legendary killer whale who assisted whalers in their hunts, forging a unique bond between humans and whales. Explore the pristine waters of Twofold Bay, where whales still migrate annually, offering opportunities for whale watching. Eden's natural beauty is complemented by its vibrant arts scene and friendly locals, creating a delightful atmosphere for exploration.

Sydney Harbour

Our journey concludes in the world-famous Sydney Harbour, where the iconic Sydney Opera House and Harbour Bridge welcome us with open arms. Sydney's history is one of exploration and cultural diversity, with influences from Indigenous Australians, European settlers, and waves of immigrants. Explore the city's vibrant neighbourhoods, dine at waterfront restaurants, and visit the city's renowned museums and galleries. Sydney Harbour offers a grand finale to our expedition, with its stunning vistas and lively atmosphere.

 Sights Along the Passage

Coastal Marvels

Tasmania's coastline is a tapestry of rugged cliffs, pristine beaches, and secluded coves. Each stop along our journey offers opportunities to explore these coastal marvels, whether it's walking along windswept shores, swimming in azure waters, or simply admiring the dramatic seascapes from the deck of our vessel. Wander along secluded beaches, where the sand stretches as far as the eye can see, a blank canvas for the footprints of curious explorers. Climb to the cliff's edge, where the relentless waves have sculpted intricate formations over millennia, or simply bask in the tranquillity of a hidden cove, where time seems to stand still.

Wildlife Encounters

The waters surrounding Tasmania and its neighboring islands are teeming with marine life. Keep a lookout for dolphins riding the bow wave, seals basking on rocky outcrops, and seabirds soaring overhead. In Wineglass Bay, snorkel alongside colorful fish in an underwater world of wonder. On Flinders Island, you might encounter wallabies and wombats, and Deal Island is a haven for birdwatchers, with its diverse avian population. The marine world is a realm of endless fascination, where the call of a seabird and the playful antics of seals are part of the daily soundtrack, reminding us that we are guests in their aquatic domain.

Aboriginal Heritage

Throughout our journey, we'll have the opportunity to connect with the Aboriginal heritage of Tasmania. From ancient rock art on Flinders Island to the stories of the Palawa people in Hobart, these encounters offer a deeper understanding of Tasmania's rich cultural history. The land itself holds the stories of ancient traditions, and as we explore these sites, we gain insight into the enduring connection between the Aboriginal people and the landscapes they've inhabited for millennia. It's a chance to pay homage to the custodians of the land and to learn from their profound relationship with the natural world.

Organ Pipes Tasmania.jpg

Convict Legacy

The ruins of Port Arthur serve as a poignant reminder of Tasmania's convict past. Walking through the preserved buildings and ruins, you'll gain insight into the harsh conditions endured by early European settlers and convicts. This living history lesson is a testament to the resilience of those who called Port Arthur home. As you wander among the ruins, the echoes of history are palpable. You'll stand within the stone walls where convicts toiled, and you'll see the austere cells where they sought solace. Port Arthur is a place of reflection, where the past is etched into the very stones beneath your feet.

Natural Beauty

Tasmania's landscapes are a testament to the power of nature. From the pristine beaches of Wineglass Bay to the rugged beauty of Flinders Island and the untouched wilderness of Deal Island, every vista is a testament to the unspoiled beauty of the region. These are landscapes that have been shaped by time and natural forces, where every vista tells a story of geological marvels and ecological wonders. Each place you visit will reveal the enduring beauty of the natural world, from the soft curves of sandy beaches to the imposing grandeur of craggy cliffs.

Whale Watching

As we approach Eden, keep an eye out for the majestic whales that migrate through these waters. Witnessing these gentle giants in their natural habitat is a truly awe-inspiring experience and a testament to the importance of conservation efforts. The sight of a humpback or a southern right whale breaching the surface, their immense forms leaping from the sea, is a humbling reminder of the magnificent creatures that share our planet. It's a privilege to witness their annual migration, a testament to the delicate balance of our marine ecosystems.

Culinary Delights

Throughout our journey, we'll savor the flavors of Tasmania . From fresh seafood in Hobart to local delicacies on Flinders Island, our expedition is a culinary adventure that celebrates the bounty of the sea and the flavors of the land. Every meal is a journey of the senses and a celebration of the region's culinary diversity. Your taste buds will embark on a voyage of discovery, indulging in the freshest and most flavourful fare the region has to offer. 

This 720NM voyage is a once-in-a-lifetime adventure that blends history, culture, and natural beauty into a seamless tapestry of experiences. Each destination along our passage offers a unique chapter in the story of Tasmania, from the haunting history of Port Arthur to the pristine wilderness of Wineglass Bay, the rugged charm of Flinders Island, the solitude of Deal Island, and the maritime heritage of Eden. Our journey culminates in Sydney Harbour, where the energy of a global city meets the tranquility of the sea. Join us on this extraordinary expedition, where the wind and waves will carry you through time and nature's masterpieces, leaving you with memories to cherish for a lifetime.


ACTIVITIES INCLUDED

Click the links above to review examples from previous sailing events across New Zealand, Australia and the Pacific Islands.


HERE’S WHAT YOU WILL EXPERIENCE ONBOARD

  • Sailing: Hoisting, trimming and reefing both upwind (main, genoas, and jibs) and downwind sails (poled out headsails, spinnakers, gennakers and code 0’s (subject to weather).

  • Watch duties: Acting as watch captain (day and night), helming, navigating, checking weather and monitoring AIS and radar and for both traffic and rain squalls.

  • Weather: Downloading and analysing the latest weather forecasts and calculating best route to destination.

  • Navigation: Navigating, hazard identification, entering waypoints and calculating updated ETA’s.

  • Leadership: Watch roster planning, matching responsibility to experience, crew management and communication.

  • Safety: Familiarisation of all safety procedures, sail planning, storm preparation planning and abandon ship procedures.

  • Training: Use of PDF’s (Personal Flotation Devices), PLB’s (Personal Locator Beacons), safety tethers, dan buoy’s, storm drogue, liferaft and any other equipment required to ensure you remain safe in all conditions.

  • Personal wellbeing: Advice on how to take responsibility for managing clothing, hydration, sleep and nutrition to maintain your health and well being aboard.

  • Passage planning: Planning our arrival and route to safe harbour including timing with daylight (if required), weather factors, navigational hazards, communications / customs and sail/motor arrival plan.

Click the links above to review examples from previous sailing events across New Zealand, Australia and the Pacific Islands.


Weather impact

With any regatta or expedition we have to plan around the weather. We always aim to plan our events to coincide with the optimum time of the year, for the best conditions. Safety and comfort of the crew and vessel, always takes priority over the original schedule. Sometimes we’ll need to adapt the schedule and modify plans, to maximise the onboard experience and enjoyment to keep everyone happy and safe.


Extra reading


Itinerary

You'll fly into Hobart on the 21st of November 2024. We'll have a crew welcome dinner that night and complete final preparations for departure the next day. On the 22nd of November we'll depart Hobart and head for our first of many stopovers. You are welcome to stay onboard on the night of the 21st of November, but if you plan to arrive prior to the 21st, you will need to arrange accommodation ashore. 

We’ll aim to be tied up in Sydney by 3pm on the 2nd of December for our final crew dinner and you can plan to depart Sydney from the 3rd of December onwards.

  • Arrive at the vessel in Hobart by 4pm on 21/11/24

  • Crew welcome dinner on 21/11/24

  • Crew training and safety familiarisation 22/11/24

  • Depart Hobart around 12pm on 22/11/24

  • Arrive in Sydney by 3pm on 2/12/24

  • Crew farewell dinner on 2/12/24

  • Depart Sydney on 3/12/24

Inclusions

Your crew package includes; all meals onboard, crew meals in Hobart and various stopover ports, accommodation onboard, your Ocean Sailing Expeditions crew shirt, marina fees, the use of a PFD (personal flotation device), PLB (personal locator beacon), and a safety tether. Your bedding, a pillow and towel are also included along with suncream.

Exclusions

Your crew package excludes; accommodation ashore, flights and transport to and from departure and arrival ports, alcohol, toiletries, clothing and wet weather gear. You will need to complete either a 5-hour online or 2-day classroom based Sea Safety and Survival Training Course or equivalent prior to departure.

Its always recommended that you book flights with date flexibility incase of unforeseen changes due to weather or schedules. Accommodation options if you want to stay ashore either side of trip:  AirBNBBooking.comWotif & HomeAway.

Review sailing calendar for all events