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Iconic Sydney and Wild Tasmania Loop

This drive-and-fly itinerary pairs Sydney's iconic harbor with a spectacular, nature-packed self-drive loop through the heart of Tasmania.

  1. 1

    Sydney

    3 nights

    Harbor iconic walks and world-class dining.

  2. 2

    Hobart

    2 nights

    Historic waterfront, local markets, and Mount Wellington.

  3. 3

    Strahan

    2 nights

    Wild west coast rivers and ancient rainforests.

  4. 4

    Cradle Mountain

    2 nights

    Alpine hiking trails and iconic wilderness vistas.

  5. 5

    Freycinet National Park

    3 nights

    Wineglass Bay, pink granite peaks, fresh seafood.

  6. 6

    Hobart

    1 night

    Final Tasmanian feast before flying out.

  7. 6 stops · 13 nights
Sydney3 NIGHTSHobart2 + 1 NIGHTSStrahan2 NIGHTSCradle Mountain2 NIGHTSFreycinet National Park3 NIGHTSAustraliaTHE ROUTE · 5 STOPS · NOT QUITE TO SCALE

A sample from our journal — written by Waypora, kept as inspiration

Use this as a starting point

The day-by-day

Day 1

Welcome to Sydney Harbour

Arrive into Sydney

€€

Flight · Morning · Sydney Airport

Train transfer to Circular Quay

Transfer · Morning · Circular Quay

A quick 15-minute train ride directly to the harbour.

Walk the Royal Botanic Garden

Free

Excursion · Afternoon · Sydney CBD

Follow the shoreline path to Mrs Macquarie's Chair.

Pick up a flat white from the pavilion café near the Government House gates.

Overnight in Sydney

€€€

Accommodation · Evening · The Rocks

Day 2

Coastal Trails and Hidden Coves

Spit Bridge to Manly walk

Free

Excursion · Morning · Sydney North

A scenic 10-kilometre coastal trail through native bushland.

Keep an eye out for ancient Aboriginal rock carvings at Grotto Point.

Afternoon at leisure around Manly

At leisure · Afternoon · Manly

Skip the beachfront tourist traps and grab a local craft schooner at 4 Pines Brewery.

Manly Ferry to Circular Quay

Transfer · Afternoon · Sydney Harbour

A classic public ferry ride across Sydney Harbour.

Overnight in Sydney

€€€

Accommodation · Evening · The Rocks

Day 3

Sydney's Culinary and Creative Edge

Explore Carriageworks Farmers Market

Excursion · Morning · Eveleigh

A bustling weekend market set inside a historic railway site.

Queue up for the famous bacon and egg roll from Single O.

Walk the Hermitage Foreshore Track

Free

Excursion · Afternoon · Vaucluse

An easy path offering postcard-perfect views of the bridge.

Overnight in Sydney

€€€

Accommodation · Evening · The Rocks

Day 4

Fly South to Hobart

Transfer to Sydney Airport

€€

Transfer · Morning · Sydney CBD

Fly from Sydney to Hobart

€€

Flight · Morning · Hobart Airport

A scenic two-hour direct flight to Tasmania.

Collect hire car at Hobart Airport

€€

Car hire · Afternoon · Hobart Airport

Pick up a reliable mid-sized vehicle for the Tasmanian loop.

Walk Salamanca Place and Battery Point

Excursion · Afternoon · Hobart Waterfront

Find the tiny Jackman & McRoss bakery for the best scallop pies in town.

Overnight in Hobart

€€

Accommodation · Evening · Hobart Waterfront

Day 5

Art, Wine and Mountain Heights

Mona ferry and museum visit

€€€

Excursion · Morning · Berriedale

Sail upriver to world-renowned Museum of Old and New Art.

Book the cheeky Posh Pit on the ferry for free-flowing local bubbly.

Self-drive up kunanyi / Mount Wellington

Free

Self-drive · Afternoon · Mount Wellington

A winding 30-minute drive to the 1,271-metre summit.

Overnight in Hobart

€€

Accommodation · Evening · Hobart Waterfront

Day 6

Journey into the Wild West

Self-drive Hobart to Strahan

Free

Self-drive · Morning · West Coast

A ruggedly beautiful 4.5-hour drive across the Lyell Highway.

Stop at the Hungry Wombat café in Derwent Bridge for a quick tea break.

Short walk to Nelson Falls

Free

Excursion · Afternoon · Franklin-Gordon Wild Rivers

An easy, boardwalk-accessed rainforest walk along the highway.

Overnight in Strahan

€€

Accommodation · Evening · Strahan

Day 7

Cruising the Gordon River

Gordon River Wilderness Cruise

€€€

Excursion · Morning · Strahan

A quiet luxury cruise through World Heritage-listed wilderness.

Upgrade to the Premier Upper Lounge for premium Tasmanian grazing plates.

Stroll around Ocean Beach

Free

At leisure · Afternoon · Strahan

This is Tasmania's longest beach; wear a windbreaker even in summer.

Overnight in Strahan

€€

Accommodation · Evening · Strahan

Day 8

Into the Alpine Heart

Self-drive Strahan to Cradle Mountain

Free

Self-drive · Morning · Highlands

A sharp, winding 2-hour drive through historic mining towns.

Dove Lake Lake Lilla walk

Excursion · Afternoon · Cradle Mountain

An easy-going loop looking up at Cradle's dolerite peaks.

Use the national park shuttle bus as private cars aren't allowed past visitors centre.

Overnight at Cradle Mountain

€€€

Accommodation · Evening · Cradle Mountain

Day 9

Summit Views and Alpine Tarns

Hike the Marion's Lookout trail

Free

Excursion · Morning · Cradle Mountain

A steep but highly rewarding 3-hour return alpine hike.

Pack high-energy snacks and layers; weather changes in minutes here.

Unwind at Waldheim Alpine Spa

€€€

At leisure · Afternoon · Cradle Mountain

Book the Sanctuary session to soak in the hot tub overlooking the pencil pine forest.

Overnight at Cradle Mountain

€€€

Accommodation · Evening · Cradle Mountain

Day 10

Traversing to the East Coast

Self-drive Cradle Mountain to Freycinet

Free

Self-drive · Morning · East Coast

A scenic 4-hour drive shifting from high plains to white sand beaches.

Pull over at Christmas Hills Raspberry Farm for hot waffles and berry sundaes.

Tastings at Devil’s Corner Vineyard

€€

Excursion · Afternoon · Apslawn

Grab a woodfired pizza and a glass of Pinot Noir while enjoying the hazards view.

Overnight in Freycinet

€€€

Accommodation · Evening · Coles Bay

Day 11

Pink Granite and Wineglass Bay

Walk to Wineglass Bay lookout

Free

Excursion · Morning · Freycinet National Park

A steady uphill climb on a well-graded trail.

Continue walking down the 1,000 steps to the actual beach for absolute solitude.

Feast at Freycinet Marine Farm

€€

Excursion · Afternoon · Coles Bay

Order the freshly shucked Pacific oysters raw, straight from the lease next door.

Overnight in Freycinet

€€€

Accommodation · Evening · Coles Bay

Day 12

Secluded Beaches and Scenic Points

Ocean kayak tour of Coles Bay

€€

Excursion · Morning · Coles Bay

Guided paddle beneath the towering pink granite peaks.

Walk Cape Tourville Lighthouse track

Free

Excursion · Afternoon · Freycinet National Park

An easy 20-minute boardwalk with dramatic cliff views.

Overnight in Freycinet

€€€

Accommodation · Evening · Coles Bay

Day 13

Return to the Capital

Self-drive Freycinet to Hobart

Free

Self-drive · Morning · South East

A pleasant 2.5-hour coastal and pastoral drive south.

Stop in historic Richmond for a photo at Australia’s oldest stone bridge.

Whisky tasting at Lark Distillery

€€

Excursion · Afternoon · Hobart Waterfront

Try their flagship Classic Cask malt, a pioneer of Aussie craft distilling.

Overnight in Hobart

€€

Accommodation · Evening · Hobart CBD

Day 14

Homeward Bound

Drop car at Hobart Airport

Free

Car hire · Morning · Hobart Airport

Return the rental car prior to checking in.

Depart Hobart Airport

€€

Flight · Afternoon · Hobart Airport

Fly home or connect to your international flight.

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