Discover Tasmania the Brave Way 2.0 - A $20K+ Celebration of Tasmania's Finest Stays

Barry the Brave in support of Cancer Council NSW Discover Tasmania the Brave Way 2.0 - A $20K+ Celebration of Tasmania's Finest Stays

Win luxury Tasmanian escapes and help drive real change. Discover the wild, generous spirit of our island, and the strength of those we fight for.
Draw Date
Sunday, 16 August 2026 (4:00 PM)

Discover Tasmania the Brave Way.

This isn’t just a raffle.

It’s a tribute. A rally. A once-in-a-lifetime chance to experience Tasmania in all her wild beauty, while backing something far bigger than a holiday.

We’ve gathered the best of our island: boutique stays, off-the-grid hideaways, coastal retreats, and soul-shaking adventures. Win them, experience them, and help fuel the fight against cancer.

Every ticket powers Barry the Brave, our pink Tasmanian tiger van, as he roars across Australia in the 2026 (Almost) Spring Shitbox Rally. Every dollar goes to the Cancer Council. And every stripe on Barry’s back carries the name of someone we’ve loved, lost, or are still fighting for.

This is Tasmania at its finest – bold, beautiful, and fiercely generous.

Enter now. Travel far. Give back.

So go on, treat yourself to the ultimate Tassie getaway, and make a difference while you do it.

Beautiful prizes. A powerful cause. One wild ride.

Read more

Disclosure: There is an agreement with RaffleTix (ABN 24 623 531 340) to promote or conduct this raffle for reward.

Prizes

$20,826

Total Prize Pool (12 Prizes)

1 st Prize

Sherwood Loves Tasmania – Luxury Group Retreat Getaway (RRP: $4,159.00)

Escape to a beautiful private retreat experience nestled in the Tasmanian countryside at Sherwood Loves Tasmania.

Sherwood Loves Tasmania – Luxury Group Retreat Getaway - Hero image

Surrounded by nature and designed for connection, rest and rejuvenation, Sherwood Loves Tasmania offers the perfect setting for families, friends, retreats or special gatherings looking to escape the chaos and immerse themselves in a truly unique Tasmanian experience.

Whether you spend your days reconnecting around the fire, soaking in the peaceful surroundings, or simply slowing down and breathing deeply, this is a stay designed to nourish the soul while supporting an incredible cause.

This incredible prize package includes:

  • Two nights’ accommodation at Sherwood Loves Tasmania, valued at $4,159
  • Exclusive use of the entire retreat property for up to 16 guests, with access to all main retreat spaces
  • Early check in and late check out times – noon to noon
  • Complimentary hot beverages and fresh fruit provided for your stay

Conditions of this prize:

  • Valid for period May to September inclusive – either 2026 or 2027
  • Please note: The Stable building is excluded from this package (manager's quarters)

2 nd Prize

The Keep – Luxury Escape & Gourmet Experience for Two (RRP: $3,500.00)

Escape to the Tasmanian wilderness with a luxurious two-night stay at The Keep, complete with gourmet meal provisions and premium sparkling wine.

The Keep – Luxury Escape & Gourmet Experience for Two - Hero image

Indulge in a truly unforgettable Tasmanian escape with this curated luxury experience at The Keep, valued at $3,500. Nestled within the breathtaking Tasmanian wilderness, this exclusive couples retreat has been designed to help guests slow down, reconnect and immerse themselves in complete comfort and serenity.

Winners will enjoy two nights of luxury accommodation at The Keep, alongside gourmet meal provisions thoughtfully prepared to elevate the experience from the moment of arrival. A bottle of premium sparkling wine completes the package, creating the perfect setting for relaxation, romance and indulgence surrounded by nature.

Blending raw Tasmanian beauty with luxury, solitude and soul-nourishing comfort, this unforgettable getaway offers the ultimate opportunity to reset, recharge and reconnect while supporting a powerful cause.

Package includes:
• Two nights’ accommodation at The Keep, valued at $3,000
• Gourmet meal provisions, valued at $450
• Premium sparkling wine, valued at $50


3 rd Prize

MACq 01 Hotel – Total Luxury at Hunter Street (RRP: $2,300.00)

Experience the best of Hobart's iconic waterfront with a luxurious two-night stay at MACq 01, complete with premium dining, cocktails and immersive storytelling experiences in the historic Hunter Street Precinct.

MACq 01 Hotel – Total Luxury at Hunter Street - Hero image

Step into a world of luxury, history and waterfront indulgence with this unforgettable escape through Hobart’s iconic Hunter Street Precinct. Valued at over $2,300, this curated experience combines premium accommodation, award-winning dining and immersive storytelling in one of Tasmania’s most celebrated destinations.

Winners will enjoy two nights in a Premium Waterfront Suite at MACq 01 Hotel, where floor-to-ceiling harbour views and signature storytelling touches create a stay full of comfort, character and connection to place. Each morning begins with breakfast for two at Old Wharf as the waterfront comes to life.

The experience continues with a series of indulgent dining moments across the precinct, including a dinner at the award-winning Landscape Restaurant at The Henry Jones, a second dining experience at Old Wharf, and pre-dinner drinks at the atmospheric Evolve Spirits Bar overlooking the harbour.

To complete the getaway, guests will immerse themselves in the rich history and stories of Hobart’s waterfront through the precinct’s renowned Art & Storytelling Tours, uncovering the fascinating tales woven through these historic buildings and spaces.

Blending luxury accommodation, exceptional food and wine, and uniquely Tasmanian storytelling, this is a Hobart escape where every moment feels unforgettable.

Package includes:
• Two nights in a Premium Waterfront Suite at MACq 01 Storytelling Hotel
• Breakfasts for two at Old Wharf Restaurant
• Dinner at Landscape Restaurant at The Henry Jones to the value of $300
• Pre-dinner drinks at Evolve Spirits Bar
• Dinner at Old Wharf to the value of $200
• Art & Storytelling Tours


4 th Prize

The Bay House – Luxury Coastal Escape for 10 (RRP: $2,200.00)

Experience the best of Tasmania's coastline with a two-night stay at The Bay House in Opossum Bay, complete with a sauna, pizza oven, wine fridge and accommodation for up to 10 guests.

The Bay House – Luxury Coastal Escape for 10 - Hero image

Experience the ultimate Tasmanian coastal getaway with a luxurious two-night stay at The Bay House, a stunning retreat in picturesque Opossum Bay, just 45 minutes from Hobart. Designed for connection, comfort and indulgence, this architecturally crafted four-bedroom sanctuary sleeps up to 10 guests and offers the perfect setting for unforgettable gatherings with family or friends.

Surrounded by beautiful beaches and sweeping views to kunanyi / Mount Wellington, The Bay House is packed with premium features designed to elevate every moment of your stay. Enjoy the gourmet kitchen and butler’s pantry, fire up the Gozney pizza oven and built-in BBQ, or relax with your favourite playlist through the integrated SONOS sound system while your complimentary bottle of Tasmanian sparkling wine (valued at $50) chills in the Vintec wine cabinet.

Guests can unwind in the outdoor infrared sauna, gather around the firepit beneath the stars, or make the most of the property's family-friendly touches including bikes, games, a cubby house, trampoline and mini basketball court.

Thoughtfully appointed throughout with luxurious extras including an indoor fireplace, sparkling Zip Tap water, EV charger and ducted climate control, The Bay House delivers the perfect blend of relaxation, style and coastal Tasmanian charm.

Prize valid outside Tasmanian school holidays and excludes peak season periods from December to January. Subject to availability.


5 th Prize

Myrtle Creek Farm – A Luxury Eco Escape in the Tasmanian Countryside (RRP: $2,150.00)

Enjoy a luxurious three-night stay at Myrtle Creek Farm, complete with a premium welcome package and gourmet food hamper, surrounded by the beauty and tranquillity of Tasmania's countryside.

Myrtle Creek Farm – A Luxury Eco Escape in the Tasmanian Countryside - Hero image

Escape to the peaceful beauty of Myrtle Creek Farm with this indulgent three-night luxury eco retreat experience, valued at $2,150. Nestled within the Tasmanian countryside, Myrtle Creek Farm offers the perfect opportunity to slow down, reconnect with nature and experience sustainable luxury at its finest.

Winners will enjoy three unforgettable nights surrounded by serene landscapes, thoughtfully designed accommodation and the calm of country living, along with a premium welcome package and gourmet food hamper valued at $250 to make the experience even more special.

Blending sustainability, comfort and authentic Tasmanian charm, Myrtle Creek Farm is a destination designed for relaxation, rejuvenation and meaningful escape from the everyday.


6 th Prize

Woodland Bay Retreat – Luxury Huon Valley Retreat w/ Sauna, Hot Tub & Bay Views (RRP: $1,400.00)

Escape to Woodland Bay Retreat for a luxurious two-night stay for two, featuring exclusive access to premium wellness amenities including a sauna, hot tub, plunge pool and more, all surrounded by peaceful Tasmanian scenery.

Woodland Bay Retreat – Luxury Huon Valley Retreat w/ Sauna, Hot Tub & Bay Views - Hero image

Check in and breathe out at Woodland Bay Retreat, a beautifully restored 1930s country homestead where timeless character meets modern luxury. Set among peaceful natural surrounds, this indulgent two-night escape for two has been thoughtfully designed for rest, relaxation and reconnection.

Guests will enjoy exclusive access to the retreat’s private wellness area, complete with a stoked stainless hot tub, sauna, plunge pool, outdoor shower, fire pit and fully equipped gym. Whether you spend your days soaking in the hot tub overlooking the bay, unwinding by the fire, or embracing a slower pace surrounded by nature, Woodland Bay Retreat offers the ultimate Tasmanian wellness getaway experience. Valid for stays between February and November, with bookings to be made directly with Woodland Bay Retreat.


7 th Prize

The Tailored Tasmania Pod – Australia’s #1 Airbnb Coastal Escape (RRP: $1,067.00)

Stay at Australia's #1 Airbnb with a luxurious two-night escape for two at The Tailored Tasmania Pod in Lewisham, complete with breathtaking coastal views, bespoke Tasmanian design and a copy of Tailored Tasmania to take home.

The Tailored Tasmania Pod – Australia’s #1 Airbnb Coastal Escape - Hero image

Discover why The Tailored Tasmania Pod was crowned the #1 Airbnb in Australia with an unforgettable two-night luxury escape in seaside Lewisham, just 35 minutes from Hobart. Described by Grand Designs Australia host Peter Maddison as “a love letter to Tasmania”, this award-winning architectural retreat combines stunning coastal scenery with handcrafted Tasmanian luxury.

Designed as an intimate escape, the pod invites guests to slow down and reconnect. Sink into the Huon pine bath overlooking the dunes and Southern Ocean, relax beside the suspended artisan fireplace, or simply take in sweeping views across Frederick Henry Bay to kunanyi / Mount Wellington through floor-to-ceiling windows.

Every detail celebrates Tasmania’s makers, materials and landscapes, from bespoke furnishings and locally crafted ceramics to curated records, scents and textures. With no TV or WiFi, the experience is intentionally designed to disconnect guests from the noise of everyday life and immerse them fully in nature and each other.

To complete the experience, winners will also receive a copy of Tailored Tasmania to continue exploring the island’s beauty long after their stay. Please note the stay cannot be redeemed on Friday or Saturday nights.


8 th Prize

Tomarah – Luxury Devonport Escape Package (RRP: $1,050.00)

Enjoy a luxurious two-night stay at Tomarah, a brand-new designer retreat in Devonport, complete with complimentary wine, snacks and a gourmet grocery hamper on arrival.

Tomarah – Luxury Devonport Escape Package - Hero image

Be among the first to experience Tomarah, a stunning newly built luxury retreat in Devonport designed with comfort, style and relaxation in mind. This contemporary three-bedroom property blends crisp modern architecture with high-end finishes to create the perfect Tasmanian escape.

Sleeping up to six guests, Tomarah features three king bedrooms, including a master suite with ensuite. The remaining two king beds can be configured as singles to suit your group, with bed preferences arranged prior to arrival. Guests will enjoy a complimentary selection of wine and snacks on arrival, along with a gourmet grocery shop to help settle straight into holiday mode. Simply let the hosts know whether you prefer red or white wine before your stay.

With spacious open-plan living, sunset views and beautifully appointed interiors, Tomarah is perfectly positioned just moments from Devonport's CBD, beaches and local attractions. Whether you're planning a relaxing coastal getaway with friends or a luxurious family escape, this premium retreat delivers all the comforts of home with an elevated holiday experience.

Check-in is from 4.00pm and check-out is by 10.00am. Please note the property is not wheelchair accessible. Guests are asked to remove their shoes before entering. Strictly no smoking, vaping or illicit drug use is permitted on the property.


9 th Prize

Bruny Boathouse – Premium Island Getaway (RRP: $1,000.00)

Escape to Bruny Island with a luxurious two-night stay at Bruny Boathouse, a stunning waterfront retreat designed for relaxation, comfort and unforgettable coastal views.

Bruny Boathouse – Premium Island Getaway - Hero image

Experience the beauty and serenity of Bruny Island with a luxurious two-night stay at Bruny Boathouse. Perfectly positioned to capture the island’s breathtaking coastal scenery, this beautifully appointed retreat offers the ultimate escape from the everyday.

Designed with comfort and relaxation in mind, Bruny Boathouse combines stylish interiors with peaceful waterfront surroundings, creating the perfect setting to slow down, reconnect and soak up the magic of Tasmania’s island life. Spend your days exploring Bruny’s incredible food, beaches and natural wonders before returning to your private coastal sanctuary to unwind in complete comfort.

Whether you’re seeking a romantic getaway or a peaceful weekend retreat, Bruny Boathouse promises an unforgettable Tasmanian escape experience.


10 th Prize

Wilder Tasmania – Geodesic Dome Wilderness Escape (RRP: $1,000.00)

Escape to the foothills of Tarinimari / Mt. Roland with a luxurious two-night stay for two at Wilder Tasmania, including a gourmet local produce platter and bottle of Tasmanian wine on arrival.

Wilder Tasmania – Geodesic Dome Wilderness Escape - Hero image

Nestled beneath the towering beauty of Tarinimari / Mt. Roland in Tasmania’s secluded North-West Kentish region, Wilder Tasmania offers an unforgettable luxury wilderness escape unlike any other. Surrounded by breathtaking landscapes and located just 45 kilometres from Cradle Mountain-Lake St Clair National Park, this unique retreat is perfectly positioned for guests seeking relaxation, adventure and reconnection with nature.

Winners will enjoy a luxurious two-night midweek stay for two in one of Wilder Tasmania’s beautifully designed geodesic domes, thoughtfully placed within the natural environment to create a peaceful and immersive experience. On arrival, guests will be welcomed with a gourmet local produce platter and a bottle of Tasmanian wine to enjoy while soaking up the serenity of the wilderness.

Whether you spend your days exploring nearby peaks and trails, discovering the nearby Town of Murals in Sheffield, or simply unwinding beneath the stars in your cosy dome retreat, Wilder Tasmania promises a truly memorable Tasmanian getaway filled with beauty, calm and connection.

Conditions:
• Subject to availability
• Valid outside peak periods, school holidays and public holidays
• Midweek stay preferred
• Direct booking with Wilder Tasmania required
• Valid for 12 months from date of issue
• Not redeemable for cash
• Dates to be mutually agreed with Wilder Tasmania
• Wine inclusion subject to guests being 18+


11 th Prize

Cruisin' Motorhomes – $500 Tasmanian Road Trip Voucher (RRP: $500.00)

Hit the road and explore Tasmania your way with a $500 Cruisin' Motorhomes voucher, valid on campervan and motorhome hire across the state.

Cruisin' Motorhomes – $500 Tasmanian Road Trip Voucher - Hero image

Enjoy the freedom of the open road with a $500 Cruisin’ Motorhomes voucher, valid for use on any Cruisin' campervan or motorhome hire in Tasmania. Whether you're chasing waterfalls, exploring national parks or discovering hidden coastal gems, Cruisin’ Motorhomes makes it easy to experience Tasmania at your own pace.

With a range of modern, self-contained vehicles suited to couples, families and adventurers alike, this prize is your ticket to creating the ultimate Tassie road trip. Pack your itinerary full of unforgettable scenery, local food and spontaneous detours while travelling in comfort and style.

From mountain ranges to white sand beaches, this is the perfect opportunity to experience the very best of Tasmania while supporting cancer research through Barry the Brave and the Cancer Council.


12 th Prize

Orchards Nest – Spectacular Huon Valley Hideaway (RRP: $500.00)

Relax in orchard-side luxury with a one-night weekday stay for two at Orchards Nest, a peaceful Huon Valley retreat featuring sweeping views and a rooftop outdoor bath.

Orchards Nest – Spectacular Huon Valley Hideaway - Hero image

Escape to the beauty and tranquillity of the Huon Valley with a romantic one-night stay for two at Orchards Nest. Perched high above rolling hills and blooming orchards, this beautifully curated hilltop retreat offers the perfect opportunity to slow down, reconnect and soak up the magic of Tasmania’s south.

Designed for relaxation and immersion in nature, Orchards Nest combines cosy luxury with breathtaking scenery. Guests will enjoy access to the property’s stunning rooftop outdoor bath, where you can unwind beneath the stars while taking in panoramic valley views and the peaceful orchard surrounds.

Whether you’re waking to misty mornings over the orchard or enjoying a quiet evening tucked away in the hills, Orchards Nest promises a truly unforgettable Tasmanian escape experience.

Terms:
• Valid for two people for one weekday night stay
• Must be redeemed within one year of the raffle
• Winner’s name will be provided to the host for booking


$20,826

Total Prize Pool (12 Prizes)

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The Draw

  • Draw Date

    Sunday, 16 August 2026

  • Draw Time

    4:00 PM

  • Draw Location

    GPO Box 4708
    Sydney NSW 2001

Permit

  • Tasmania

    Permit Not Required. All ticket sales online.

Contact Barry the Brave in support of Cancer Council NSW

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