Self-guided walking holidays

Showing 165 out of 329 trips

Listed below are the self guided walking holidays that match your search criteria, to view any of the holidays shown simply click on the 'View holiday' button.

To refine your search use the panel above to select the activity type, country, departure months, etc. You can make multiple selections in each of the drop-down categories, or clear your selections by clicking the appropriate 'X' button.

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Malta + Gozo : Malta

Walking on Glorious Gozo - Short Break

AU$1190

NEW FOR 2025

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta + Gozo

Highlights of Secrets of Malta Walking

AU$1250


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Devon

The English Riviera & Dart Valley Walk

AU$1355

 
 

VIEW TRIP

Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

AU$1375

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey Premium

AU$1495

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Malta + Gozo : Malta

Walking on Glorious Gozo

AU$1560

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovenia

Lake Bled and Lake Bohinj Walk

AU$1600


4.5 (21 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

Portugal : The Azores

Walking the Green Island of the Azores

AU$1720


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Malta + Gozo

Discovering the Maltese Islands

AU$1720


4.1 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking the trails of Tenerife

AU$1805


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

Spain : Andalucia

Walking in Sierra de Aracena

AU$1950


4.8 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

AU$2030


4.8 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria : The Tyrol

Walking the Kitzbühel Alps Trail

AU$2070

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

United Kingdom : Scotland

Walking St Cuthbert's Way

AU$2090


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Contrasts of Lanzarote

AU$2130


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of La Gomera

AU$2155


4.2 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Speyside Way

AU$2175


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Portugal

Walking the Waterways and villages of Madeira

AU$2175


4.2 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

AU$2195


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking on Gran Canaria

AU$2235


5.0 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Islands of Amalfi Walk

AU$2275


4.6 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

AU$2335

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

AU$2420

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

AU$2440


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

AU$2460

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Scotland

Walking the West Highland Way

AU$2460


4.0 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

AU$2480

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Croatia

Dalmatian Coast Island Hopping

AU$2520


4.8 (14 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Croatia

Dalmatian Islands Walk

AU$2745


4.9 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

Spain : The Canary Islands

Walking across La Gomera

AU$2745

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

AU$2810


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

AU$2850


4.5 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

AU$3075

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

AU$4000

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

AU$6395

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Italy : Sicily

Walking the Highlights of Western Sicily

AU$2315

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Amalfi Coast Walk

AU$4550


4.8 (87 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Volcanoes of Sicily Walk

AU$3135


4.4 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk

AU$2790


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Corsica

North Corsican Wonders Between Coast and Mountains

AU$2645


4.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle

AU$1785


4.6 (143 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

AU$2605


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Italy : The Bay of Naples

Paths of the Amalfi Coast

AU$1700


4.6 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

AU$1845


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Walking in the Venetian Hills

AU$2235


4.7 (88 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

AU$2400


4.7 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

AU$2605


4.9 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

AU$2790


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Bermuda

Islands of Bermuda Walk

AU$2890


4.6 (36 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

AU$2910


4.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

Portugal : Madeira

Marvels of Madeira Walk

AU$2930


4.7 (124 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Provence

Landscapes of the Luberon Walk

AU$3015


4.7 (37 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

AU$3180


5.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

AU$3240


4.8 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Switzerland : Davos

Walking in Val D'Anniviers

AU$3385


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

AU$1435


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking the Lizard Peninsula

AU$1785


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Catalan Classic Walk

AU$2030


4.7 (78 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

AU$2030


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Salzburg

Walking in Austria's Lake District

AU$2050


4.8 (18 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

AU$2090

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Ireland

Walking the Kerry Way and Killarney N.P.

AU$2335


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

AU$2420


4.8 (89 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

AU$2460


4.7 (29 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

AU$2645


3.9 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

AU$2995


4.8 (134 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

AU$3590


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

AU$3710


4.9 (92 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

Hidden Valleys of Cordoba Walk

AU$1170


4.8 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Green Coast of Minho

AU$1210


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

AU$1230


4.7 (10 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Germany : Bavaria

Short Break in the Altmuhltal Nature Park

AU$1355


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

AU$1560


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Cyprus

Walking the Akamas Peninsula

AU$1560


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

AU$1560


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

United Kingdom : Devon

Walking Devon's Coastal Highlights

AU$1580


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Malta + Gozo : Malta

Secrets of Malta Walking

AU$1620


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walking the Rugged Pyrenees of Andorra

AU$1620


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

Spain : Asturias

Highlights of the Picos de Europa

AU$1680


4.3 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

AU$1680

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

United Kingdom

Walking the Antrim Way

AU$1700

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Greece

Walking on Kythnos Island

AU$1700


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Andalucia

Walking the White Villages of the Alpujarras

AU$1700


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Italy : Liguria

Walking in the Cinque Terre and Portofino

AU$1720


4.3 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

AU$1745


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Madeira

Walk the Garden Island of Madeira

AU$1745


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Cyprus

Contrasts of Cyprus Walking

AU$1765


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

AU$1805


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Romania : Transylvania

Transylvanian Castles Walk

AU$1805


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

AU$1865


4.6 (60 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Germany : Bavaria

Walking in the Altmuhltal Nature Park

AU$1865


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Chateaux Of The Loire Walk - Short Break

AU$1885

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

United Kingdom : Devon

Contrasts of Devon Walking

AU$1885


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

AU$1885


3.3 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

AU$1925


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

AU$1925


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovakia

Walking the Tatra Mountains in Slovakia

AU$1970

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Austria : The Danube

Walking the Wachau Heritage Trail

AU$2010


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

AU$2050

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux

AU$2090


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Greece

Walking on Kythnos Island - Premium

AU$2110


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

AU$2110

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

AU$2130

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Germany : Bavaria

Walking Bavaria's Lakes and Mountains

AU$2130


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

United Kingdom : Wales

North Pembrokeshire Coast Walk

AU$2155

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

Germany : Bavaria

Walking the Black Forest to Lake Constance

AU$2155

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Czechia

Walking through Bohemia

AU$2155


4.8 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

United Kingdom : Devon

Walking South Devon's Coastal Path

AU$2155


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Austria : The Tyrol

Alpine Walks in the Stubai Valley

AU$2195


4.6 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Austria : The Tyrol

Walking the Tyrolean Mountains

AU$2235


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walk across Andorra

AU$2235


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
Navigation App

United Kingdom : Wales

Highlights of the Gower Peninsula Walk

AU$2275


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

AU$2315

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Italy : Campania

Coastal Cilento Walk

AU$2315


4.8 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Mont Blanc

Mont Blanc Walks - Short Break

AU$2360

 
 

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
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Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

AU$2360


4.9 (12 reviews)

VIEW TRIP

Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
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United Kingdom

Walking the Western Tip of Cornwall

AU$2360


4.9 (18 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

United Kingdom : Wales

Walk the Welsh Highland Railway

AU$2360


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Switzerland : Davos

Walk the Crossroads of Five Passes

AU$2360


4.8 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

AU$2440


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Bosnia

Walking the Olympic Mountains of Bosnia

AU$2440

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Greece : Peloponnese

Peloponnese Coast and Mountain Walking

AU$2480

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Tuscany

Wine & Walk in Chianti

AU$2480


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

AU$2500


4.4 (14 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
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Spain : The Canary Islands

Highlights of El Hierro Walk

AU$2520


4.9 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
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France : Mont Blanc

Mont Blanc Walks - Short Break Premium

AU$2605

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
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France : Burgundy

Walking in Burgundy's Vineyards

AU$2625


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Spain : The Canary Islands

Walking in El Hierro

AU$2665


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
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Montenegro

Highlights of Southern Montenegro Walk

AU$2725


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (South)

AU$2725

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

AU$2810


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Alsace

Villages & Vineyards of Alsace

AU$2830


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The French Riviera

The French Riviera Golden Islands

AU$2830

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

AU$2890

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Pyrenees

Walking the Best of the High Pyrenees

AU$3015


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Piedmont

Walking the Wine Villages of Piedmont

AU$3075


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

AU$3220

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Switzerland : Valais

Walk in the Home of the Matterhorn

AU$3220


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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France : Mont Blanc

Walking Tour du Mont Blanc

AU$3280

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (North)

AU$3320

 
 

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Norway

Walking in Balestrand

AU$3360


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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Austria : Salzburg

Salzkammergut Lakes Walk

AU$3360


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Mont Blanc

Walking Tour du Mont Blanc - Premium

AU$3630


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
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United Kingdom : The Cotswolds

The Cotswold Way Walk

AU$3650


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Algarve

Walking the Algarve's South West

AU$3670


4.8 (32 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : The Azores

Island Hopping in the Azores

AU$4160


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom : Northumberland

Walking from Coast to Coast

AU$4615


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

Iceland

Walking Iceland's Diamond Circle

AU$4715

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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Canada : Sunshine Coast

Walking Canada's Sunshine Coast

AU$5230


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

AU$5290

 
 

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Japan

Walk the Kumano Kodo

AU$6890


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Walk the Nakasendo Trail

AU$6970

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Germany : Bavaria

Walking in Southern Bavaria

AU$1395


4.7 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

Printed route
directions

Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

AU$5555

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
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Austria : Salzburg

Austrian Lakes Activities

AU$2400


4.8 (68 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Spain : Galicia

Walking the Camino de Santiago

AU$3795


4.6 (43 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Catalonia

Catalonia Activities

AU$1765


4.5 (13 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

France : The Loire

Multi Activity in the Loire

AU$2175

 
 

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : Galicia

Highlights of the Camino de Santiago Walk

AU$2480


4.9 (16 reviews)

VIEW TRIP

Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Umbria

Walking on the Francigena Way

AU$2500


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Galicia

Walking across the Pyrenees on the Camino Frances

AU$2500


4.8 (4 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Ireland

Walking and Cycling the Wild Atlantic Way

AU$2625

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Dordogne

Dordogne Activities

AU$2850


4.8 (31 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

AU$3015


5.0 (6 reviews)

VIEW TRIP

Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Shikoku Pilgrimage Trail

AU$6415


5.0 (1 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.