Tasmania – UnderDownunder

Tour Overview

We can confidently say that no-one has ever done a bike tour of Tasmania like this before.

Australia’s island state of Tasmania is full of contrasts; from white deserted beaches to rugged mountains and rainforests, wild rivers and historic villages. More than 42% of the state is National Park and much of that is World Heritage listed. We will explore Tasmania’s unique flora and fauna and breathtaking natural beauty: Also delve into its European settlement history - plentiful for such a short period and unfortunately, remarkably bloody. We learn about the indigenous people of Tasmania from their descendants - hear their stories of the Dreamtime and see Tasmania through their eyes as it was pre white-settlement.

We will also visit the state’s oldest and newest man-made attractions. The sinister, atmospheric ruins of Port Arthur prison and Sarah Island are intriguing and the recently opened Museum of old and new art - MONA - is a sensational collection as well as architecturally fascinating. Some have suggested it could be the best museum in the world!

In 2020 we have made 2 major improvements to the tour incorporating the option to climb Jacob's Ladder (see gallery below), Tasmania's epic and rugged switchback climb and a sea cruise to World Heritage listed Gordon River and convict island prison Sarah Island.

Come make the most of a year where overseas travel has been impossible, support Australian tourism and ride in Australia's premier cycling location.


Rider Reviews

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Sam Wood - Tour Leader

Sam is the founder of Bike Odyssey. His original trade was as a Roman archaeologist for the British Museum, London before cycling historical trails to create documentaries for the BBC. Living in Berry, Australia he loves guiding our local Tasmanian Odyssey!

Tour Highlights

Hobart-> Cradle Mountain -> Launceston -> Freycinet -> Hobart


  • Departing Hobart, ride up into the highlands and past button grass plains, highland lakes and through magnificent temperate rainforests into the Southwest World Heritage Area. (2021 only)
  • Roll from Lake St Clair to the rugged west coast along a ribbon of road rated by Lonely Planet as one of the world's best rides. (2021 only)
  • Enjoy a cruise to Hell's Gate, Gordon River and Sarah Island in the wilds of Tasmania only accessible by boat. (2021 only)
  • Beautiful Cradle Mountain, our 2020 tour's starting location and Tasmania’s most well-known and best-loved peak and get up close to some of Tasmania’s native wildlife, including Tasmanian Devils.
  • Enjoy quiet country roads that wend their way through peaceful valleys and along the Tamar River wine region, including perhaps Tasmania’s most popular cycling route.
  • Traverse the sparsely populated northeast, with the option to take on Tasmania’s iconic gravel climb - Jacob’s Ladder - before rolling on to the magical Bay of Fires.
  • Revel in the unique Tasmanian east coast experience, cruising past glittering white beaches, dropping into wineries and exploring wonderful Freycinet National Park.
  • Visit World Heritage listed Port Arthur, Australia’s best-preserved, most infamous and largest penal colony.
  • Delight in the cycling on Bruny Island, home to Get Shucked Oysters, the Bruny Island Cheese and Beer Company and more gorgeous riding terrain spinning along the water's edge.
  • Finish in Hobart, the state capital. A vibrant city with a great restaurant scene, a world class symphony orchestra, beautiful botanical gardens and MONA - arguably the world’s best modern art gallery beating New York's MoMA and London's Tate Modern in the Lonely Planet's Ultimate Travelist.
Tasmania Bike Tour Map 2022

Tour Essentials
  • For bike rental options please click here.
  • Please note that Tasmania: UnderDownunder is priced in AUD - Australian Dollars. The exchange rate, if required, will be locked in on the day of deposit.
  • These prices are twin share. If you choose to have your own room, a single supplement of 135 AUD per night is applicable. This is calculated solely on the difference between single and double room costs.
Read our guest's personal blog written on the Tasmanian Odyssey

Doug Bruce, pictured here with wife Dianne at the top of kunanyi (Mt Wellington), wrote a fantastic blog on the Tasmanian Odyssey in 2019.

The blog covers both his Tasmanian and Lionheart Odysseys. You can read it here.

Tour Accommodation

A tour with stunning scenery whether it be the rugged Australian bush or crystal clear oceans where we listen to the sea and have an aperitif while experiencing the best sunsets. Here are some of the places where we will stay...

Curringa Farm, Hamilton
A unique stay on a working farm in the heart of Tasmania. Curringa is spectacular with beautiful hosts, farm to table dining - a great Aussie experience!
Freycinet Lodge, Coles Bay
Freycinet lodge view bike tour Tasmania
Overlooking the blue waters of Great Oyster Bay and with the rugged Hazards mountain range as your backdrop, the location of Freycinet Lodge’s accommodation in Freycinet National Park is second to none.
Prospect House, Richmond
A class hotel in a historic building - perfect for us! This 200 year old homestead is a great stay and we enjoy wine from one of Tasmania's best, Pooley Estate, which is directly opposite.
Do you fancy a massage?
Carla Masseuse Bike Odyssey Tour Tasmania
What could be better after a long day's ride than to have your weary legs massaged back to health? We have a soigneur travel with us so each guest can have a massage 2-3 times a week as part of your tour when our groups reach 18 people.
Food and Wine

Tasmania is a verdant, green island of fertile soils. Pure rainfall from the cleanest air on Earth and the clear waters of the Tasman Sea and Southern Ocean are the elements that combine to create Tasmania’s wonderful fresh, natural produce and acclaimed cool-climate wines.

Each region of the island has its specialities – fresh seafood from cold and clean West Coast waters, wholesome farm and dairy produce from North West fields, full-bodied reds and delicate whites from grapes ripened in the East Coast vineyards, and apple, pear and cherry orchards abound in the Huon Valley south of Hobart.

The cool-climate wineries of the Derwent, Huon and Coal River Valleys - pinots, chardonnays, sauvignon blancs and rieslings are the classic varieties of the region. We lunch at Josef Chromey and coffee at the spectacular Clover Hill wineries - both magnificent stops on route.
Aloft dinner bike tour
With many culinary highlights, it is hard to choose a favourite. However, Ormiston House is Strahan with its experimental cuisine stands out, as does dining on the harbour at Aloft on our final night. My personal favourite is fish and chips for lunch on the dock at Bicheno! It doesn't get more fresh!
In the north, the road from Cradle Mountain passes through the island’s most fertile farming areas. One of our favourite stops is at Penghana Dairy for a magnificent lunch of cheese, clotted creams and deserts, overlooking the happy cows!
The History

Aboriginal people have lived in Tasmania for around 40,000 years. Having travelled from the mainland while the lands were joined during the last ice age. Around 12,000 years ago, the sea level rose as the ice melted and Tasmania became isolated from the mainland of Australia. Survival in this changing landscape was challenging and dependent upon the ability to harvest both aquatic resources, such as seals and shellfish, and terrestrial flora and fauna, such as fern roots and wallabies. Aboriginal people developed water crafts and their rich and dynamic culture continued despite the adverse climatic conditions.

The first European to see Tasmania was Abel Tasman in 1642. Captain Cook reached Tasmania in 1777, then in 1798 Matthew Flinders became the first person to circumnavigate the island.

Read more about the history of Tasmania

The relationship between the settling Europeans and Indigenous Tasmanians had a terrible beginning in 1804 with the ‘battle’ of Risdon Cove, when soldiers fired upon Indigenous Tasmanians.

Many more were killed in the ensuing years, especially during the ‘Black War’ of the 1820s, in attempts to clear them off the land the Europeans wanted to settle on.

Meanwhile, many indigenous Tasmanians died of diseases introduced by the settling Europeans. The Governor of Tasmania from 1824 to 1837, George Arthur, declared martial law hoping to end the warfare. In 1830 he ordered all able-bodied white men to form a line across Tasmania and sweep across it forcing all the remaining Indigenous Tasmanians onto the Tasman Peninsula. However, this move, known as the Black Line, failed miserably. Eventually, a preacher named George Robinson agreed to try and persuade the remaining indigenous people (only around 300 in total by this stage!) to go to a reservation on Flinders Island. The surviving people did agree to go there. However, they continued to die of disease and in 1847 the few survivors were allowed back onto mainland Tasmania.

Significantly, the first penal settlement in Tasmania was founded in 1822 and in 1825 Van Diemen’s land was recognised as a colony in its own right, separate from the rest of Australia.

In 1842 Hobart was made a city and an important shipbuilding industry grew. Convicts continued to arrive and transportation only
ended in 1852. In 1856, to avoid the unsavoury connections with its penal history, the name of the colony was changed from Van Diemen’s Land to Tasmania.

In 1898 Tasmanians voted in a referendum to join with the rest of Australia, thus the Commonwealth of Australia was formed in 1901. Today the population of Tasmania is 515,000.

Bruny Island Tasmania Bike Tour
Natural Beauty

Kangaroos, wallabies, koalas, wombats, platypi, Tasmanian devils...travelling through the Tasmanian World Heritage Area will give you an excellent chance to see all of these amazing animals and more. Walking along the paths and cycling the roads you will definitely come across the bigger marsupials - the more elusive platypus we will hopefully catch at Lake St Clair and the endangered Tasmanian devils we will definitely see at Cradle Mountain.

As a mature global travel and somewhat novice road cyclist I participated in the march2024 Tasmanian Down under trip having spent a few months in training for this  cycling Marathon . The organisers magnificently curate a route and food and hotel suppliers that are world class! Their support team of a bicycle mechanic and masseuse compliment a sublimely curated experience delivering an amazing physically arduous experience which cultivates amazing hunger and weariness . Incredible preplanning ensures every detail prior is considered and as an adventure package experience this is as good as it gets .Cycling is anything but a casual undertaking and technical care is exceeded by the very genuine care and concern that Isabel and her team show every guest !
As a first time guest and world weary traveller ; I wish Odyssey every ongoing success in delivering world class adventure.
Danny Beran, Tasmania 2024

Great support, great organisation, great fun, great Sam, great everything!!!

Eric Dole, Tasmania 2022

Fantastic personalised service & continuous attention to the needs of a diverse group of clients.

Thomas Penny, Tasmania 2020

We rode on the Bike Odyssey Under Downunder Tasmanian tour in February/March 2021. The tour was essentially a push-bike circumnavigation (more or less) of Tasmania over 3 weeks. It was fully supported with accommodation at some of Tasmania’s top hotels and a smattering of more modest accommodation at some more remote locations. Restaurants ranged from excellent fine dining to pubs with great food, again depending on the location.
The guides Sam and Issy and the masseuse, Sarah couldn’t do enough for us to help make our experience a fabulous one.
They were always encouraging when it came to the big hills. Always honest when they felt the weather or conditions were against us. And Sarah was always there to make sure the sore hard-working bodies stayed in good order.
Whilst by no means the cheapest bike riding experience holiday I believe that you get what you pay for and this is a perfect example of that.
I will continue to choose Bike Odyssey.

Roberta Bailey, Tasmania 2020

This was a great ride. It rained on the first morning, so we waited that out. And it rained on the departure day, which was irrelevant. Apart from that, it was cold generally and windy, but those discomforts were more than made up for by the scenery, food and wine. This was a hard ride — consistently, days had 1000 or more metres of climbing [with the option of more!] and an average of 100 km of rolling terrain — but thoroughly enjoyable.
Sam was an attentive and skilful jack-of-all trades and Isabel was an energetic and enthusiastic presence at all times. Between them, they served up a varied and wonderful smorgasbord of hotels, meals and drinks. They consistently accommodated the varied and idiosyncratic requests of the touring group.  The riding group consisted of people with varied life experiences and opinions, which made for interesting conversations over dinner.

Michael Webber, Tasmania 2020

A really relaxing well organised and enjoyable trip. Sam and Isi were enthusiastic, supportive and very personable tour leaders. Would heartily recommend Bike Odyssey trips.

Ralph McConaghy, Tasmania 2021

Our recent Bike Odyssey tour of Tasmania from Hobart to Launceston was a magical experience. The organization by Isabella and Sam was impeccable and the expertise in cycling – Chris an inspiration! – and tour co-ordination evident and so professional. The routes chosen were ideal to challenge and offer wonderful views of the countryside at the same time. As a couple we were able to enjoy a cycling holiday together for the first time. Liz on an e-bike and Bill on his own roadbike brought from Brisbane. The accommodation venues arranged were all of a high quality and we certainly appreciated the remedial massages with Sarah!
We look forward to joining many future adventures with the amazing Bike Odyssey team!!

Liz and Bill Donelly, Tasmania 2022

Great week of riding and guide support. Well structured itinerary with some great stops along the way (winery, cheese factory, fish shop, famous pub etc). Suitable focus on “where is the next coffee” and great picnics.

Sam and Isabel do a great job of making the journey a pleasure.

Ivan Holyman, Tasmania 2020

THE way to see Tasmania!
We were blessed with two weeks of wonderful weather, but this must be the best way to see Tasmania! Riding pace to get around and fabulous food and accommodation to keep you fresh. I absolutely loved it, including the challenges like climbing kunyani/Mt Wellington and Jacob’s Ladder at Ben Lomond. Isabel and Sam were fantastic guides/hosts and the routes were well researched. Can’t wait to do another Bike Odyssey!

Daniel Webber, Tasmania 2021

Outstanding support & customer service

Tassie Down Under was my first Bike Odyssey and I couldn’t have been more thrilled with how it all went! Sam and Isabel leave nothing to chance, they are super organized and extremely accommodating to the varying needs of each person on tour. The support they gave us both on and off the bike was absolutely outstanding. The accommodation was high end and the meals were incredible. I’m already planning my next Bike Odyssey and it won’t be my last!

Karen Cunningham, Tasmania 2021

A great trip all around; beautiful Tasmania countryside, well organized, excellent communication, helpful leaders (Cam for President), outstanding restaurants and mostly top-quality hotels. I especially appreciate Sam driving us two hours to the airport due to our leaving the trip early. Very kind of him.
I would eliminate Hawley House next time. Our room was in the back, smelled like dogs and the mattress was so soft and uncomfortable that I opted to sleep on the floor. The food there was excellent though.
Otherwise, a challenging, gratifying and memorable trip.

George Gardner, Tasmania 2019

First tour was Tassie. Had a great time. Looking forward to doing Morocco in 2021

Mark Yates, Tasmania 2019

Everything was done exceptionally well – from the amazing route and scenery, the scrumptious picnic lunches, the fantastic accommodation and first class evening meals.The relaxed, yet organized atmosphere that Sam and Cam created among all the riders was the cherry on the cake. This was my first tour with Bike Odyssey and I give them the highest of recommendations.

David Phelan, Tasmania 2019

An excellent experience from the first enquiry to the last day of the holiday. The routes, accommodations, picnics and the support on the road were all excellent throughout the trip. The routes well thought out and the bike I hired from them was excellent.

Bike tour review
Andrew Smith, Tasmania 2019
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Some Light Reading
Bryce Courtenay Potato Factory bike tour tasmania
One of Courtenay's best novels. Set in the backstreets and dives of convict Hobart Town this is an instructive and vivid historical novel about ending up in a penal colony!
Rohan Wilson Roving Party Bike Tour Odyssey Cycling
The Roving Party won the 2011 Vogel Award. The novel is loosely based on the life of William 'Black Bill' Ponsonby. William assisted John Batman in the hunting down of the last of the Tasmanian Aboriginals across the country. (See history section)
English Passengers Kneale Bike Odyssey Cycle Tours
English Passengers won that year's Whitbread Book Award and was shortlisted for the Booker Prize and the Miles Franklin Award. It is narrated by 20 different characters and tells the story of a voyage to look for the Garden of Eden in Tasmania and the rapid decline of that island’s indigenous population of Tasmanian Aborigines.
Wanting Richard Flanagan bike tour odyssey
Set in both nineteenth century Tasmania and Britain. Wanting tells the tale of an Aboriginal child, Mathinna, adopted by then governor of Van Diemens Land, Sir John Franklin, and his wife Lady Jane; the other of Charles Dickens love affair with Ellen Ternan after one of his daughters dies.
Marcus Clarke Bike Odyssey Cycle Tours Tasmania
For the Term of His Natural Life was published in the Australian Journal between 1870 and 1872, appearing as a novel in 1874. It is the best known novelisation of life as a convict in early Australian history.
Iconic Tasmanian Films
The Hunter, 2011
Van Diemen's Land
Manganinnie, 1980