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Self-guided walking holidays

Showing 174 out of 338 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

Highlights of Secrets of Malta Walking

£589


4.5 (2 reviews)

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Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Malta + Gozo : Gozo

Walking on Glorious Gozo - Short Break

£629

NEW FOR 2025

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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United Kingdom : Devon

The English Riviera & Dart Valley Walk

£659

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : The Channel Islands

Walking in Guernsey and Sark

£669

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey Premium

£729

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Slovenia

Lake Bled and Lake Bohinj Walk

£779


4.5 (20 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Portugal : The Azores

Walking the Green Island of the Azores

£799


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Malta + Gozo

Discovering the Maltese Islands

£839


4.1 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Malta + Gozo : Gozo

Walking on Glorious Gozo

£879

NEW FOR 2025

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Walking the trails of Tenerife

£879


4.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : Andalucia

Walking in Sierra de Aracena

£949


4.8 (10 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : Asturias

Majestic Mountains of the Picos de Europa

£989


4.8 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : Madeira

Walking the Waterways and villages of Madeira

£999


4.2 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Austria : The Tyrol

Walking the Kitzbühel Alps Trail

£1009

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

CLAIM 15% OFF UNTIL 27 MARCH 2025

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United Kingdom : Scotland

Walking St Cuthbert's Way

£1019


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Contrasts of Lanzarote

£1039


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Contrasts of La Gomera

£1049


4.2 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Scotland

Walking the Speyside Way

£1059


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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Ireland

Dublin & The Wicklow Way Walking

£1069

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Umbria

Undiscovered Villages of Umbria Walk

£1069


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Walking on Gran Canaria

£1089


5.0 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : The Bay of Naples

The Islands of Amalfi Walk

£1109


4.6 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Scotland

Walking the Rob Roy Way

£1129

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

£1139

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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United Kingdom : Scotland

Walking the West Highland Way

£1149


4.0 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

£1189


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

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France : The Pyrenees

Basque Country : From the Mountains to the Ocean

£1199

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

£1209

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Croatia

Dalmatian Coast Island Hopping

£1229


4.8 (13 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Croatia

Dalmatian Islands Walk

£1269


4.9 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Walking across La Gomera

£1339

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

£1339

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

£1369


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

£1479

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Walking in Tenerife and La Palma

£1609

 
 

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

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Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

£1949

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

£3119

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Sicily

Walking the Highlights of Western Sicily

£1099

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : The Bay of Naples

The Amalfi Coast Walk

£2109


4.8 (87 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Italy : Sicily

Volcanoes of Sicily Walk

£1459


4.4 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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France : The Loire

Chateaux Of The Loire Walk

£1359


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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France : Corsica

North Corsican Wonders Between Coast and Mountains

£1289


4.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Malta + Gozo : Gozo

Walking on Gozo - Calypso's Isle

£849


4.6 (143 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

£1269


4.7 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : The Bay of Naples

Paths of the Amalfi Coast

£829


4.6 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

£899


5.0 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Veneto

Walking in the Venetian Hills

£1089


4.7 (88 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

£1169


4.7 (49 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Tuscany

A Taste of Tuscany Walking

£1269


4.9 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : The Dolomites

Walks in The Italian Dolomites

£1359


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Bermuda

Islands of Bermuda Walk

£1379


4.6 (35 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

£1419


4.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Portugal : Madeira

Marvels of Madeira Walk

£1429


4.7 (122 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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France : Provence

Landscapes of the Luberon Walk

£1469


4.7 (37 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

£1549


5.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : The Dolomites

Walking the Dolomites of Alta Badia

£1579


4.8 (23 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Switzerland : Davos

Walking in Val D'Anniviers

£1649


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

£689


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Cornwall

Walking the Lizard Peninsula

£869


4.0 (2 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Austria : Salzburg

Walking in Austria's Lake District

£999


4.8 (18 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

£1019

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Portugal : The Algarve

Walk the Algarve's Wild West

£1059


4.8 (86 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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Spain : Catalonia

Catalan Classic Walk

£1059


4.7 (78 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Ireland

Walking the Kerry Way and Killarney N.P.

£1139


4.8 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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France : The Dordogne

Dordogne River Walk

£1199


4.7 (29 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Wales

Highlights of the Pembrokeshire Coast

£1289


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Lake District

Literary Walking in the Lake District

£1399


4.8 (32 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

£1459


4.8 (134 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : The Cotswolds

Best of the Cotswolds Walk

£1679


4.8 (13 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Campania

Gastronomic Barolo Walk

£1809


4.9 (91 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Portugal : Mainland Portugal

Walking the Green Coast of Minho

£559


4.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : Andalucia

Hidden Valleys of Cordoba Walk

£569


4.8 (51 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Malta + Gozo : Gozo

Walking on Gozo - Calypso's Isle - Short Break

£589


4.8 (9 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Germany : Bavaria

Short Break in the Altmuhltal Nature Park

£659


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Devon

Walking Devon's Coastal Highlights

£729


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : Catalonia

Catalan Classic Walk - Short Break

£739


4.7 (7 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Cyprus

Walking the Akamas Peninsula

£759


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

£759


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Malta + Gozo : Malta

Secrets of Malta Walking

£789


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Andorra

Walking the Rugged Pyrenees of Andorra

£789


4.0 (2 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

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Spain : Andalucia

Walking the White Villages of the Alpujarras

£809


4.5 (6 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Spain : Asturias

Highlights of the Picos de Europa

£819


4.3 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

£819

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

CLAIM 15% OFF UNTIL 27 MARCH 2025

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United Kingdom : Northern Ireland

Walking the Antrim Way

£829

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Greece

Walking on Kythnos Island

£829


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Italy : Liguria

Walking in the Cinque Terre and Portofino

£839


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

£839


4.3 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Portugal : Madeira

Walk the Garden Island of Madeira

£849


4.7 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Cyprus

Contrasts of Cyprus Walking

£859


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

CLAIM 10% OFF UNTIL 27 MARCH 2025

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Ireland

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

£879


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

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Romania : Transylvania

Transylvanian Castles Walk

£879


5.0 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Switzerland : Valais

Walking the Valais Matterhorn Region

£899

 
 

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Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
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Spain : Balearic Islands

Walking the Coastal Trails of Menorca

£909


4.6 (60 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

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Germany : Bavaria

Walking in the Altmuhltal Nature Park

£909


4.0 (1 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Chateaux Of The Loire Walk - Short Break

£919

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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United Kingdom : Devon

Contrasts of Devon Walking

£919


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

£919


3.3 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

£929


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Alsace

Villages & Vineyards of Alsace- Short Break

£939


5.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Georgia

Walking Georgia's Caucasus Mountains

£959

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Slovakia

Walking the Tatra Mountains in Slovakia

£959

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Austria : The Danube

Walking the Wachau Heritage Trail

£979


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

£999

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

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Spain : The Canary Islands

Walking the Trails of La Palma

£999


4.3 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Switzerland : Valais

Walking the Valais Matterhorn Region - Premium

£999


5.0 (2 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
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United Kingdom : Devon

Walking South Devon's Coastal Path

£1019


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Normandy

Normandy Walk from Deauville to Bayeux

£1019


4.8 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Greece

Walking on Kythnos Island - Premium

£1029


4.6 (7 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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Italy : Sardinia

Walking Sardinia's Green Coast

£1029

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Burgundy

Walking in Burgundy's Vineyards - Short Break

£1039

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Germany : Bavaria

Walking Bavaria’s Lakes and Mountains

£1039


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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United Kingdom : Wales

North Pembrokeshire Coast Walk

£1049

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

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Czechia

Walking through Bohemia

£1049


4.8 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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Austria : The Tyrol

Alpine Walks in the Stubai Valley

£1069


4.6 (11 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Austria : The Tyrol

Walking the Tyrolean Mountains

£1089


5.0 (1 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
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Andorra

Walk across Andorra

£1089


4.6 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
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Germany : Bavaria

Walking the Black Forest to Lake Constance

£1099

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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United Kingdom : Wales

Highlights of the Gower Peninsula Walk

£1109


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

£1129

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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Italy : Campania

Coastal Cilento Walk

£1129


4.8 (5 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

£1139


4.7 (3 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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France : Mont Blanc

Mont Blanc Walks - Short Break

£1149

 
 

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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

£1149


4.9 (12 reviews)

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Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
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United Kingdom

Walking the Western Tip of Cornwall

£1149


4.9 (17 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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United Kingdom : Wales

Walk the Welsh Highland Railway

£1149


3.7 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Switzerland : Davos

Walk the Crossroads of Five Passes

£1149


4.8 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

£1179


4.4 (14 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
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Bosnia

Walking the Olympic Mountains of Bosnia

£1189

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (South)

£1199

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : Tuscany

Wine & Walk in Chianti

£1209


4.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Spain : The Canary Islands

Highlights of El Hierro Walk

£1229


4.9 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
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Switzerland : Graubunden

Walking in the Lower Engadine

£1239


5.0 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

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France : Burgundy

Walking in Burgundy's Vineyards

£1249


4.7 (6 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Mont Blanc

Mont Blanc Walks - Short Break Premium

£1269

 
 

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
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United Kingdom : Northern Ireland

The Antrim Coast and Glens Walking

£1279

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Spain : The Canary Islands

Walking in El Hierro

£1299


4.7 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
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Montenegro

Highlights of Southern Montenegro Walk

£1329


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1349

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

£1369


4.5 (6 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Alsace

Villages & Vineyards of Alsace

£1379


4.4 (7 reviews)

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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

£1379

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

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France : The Pyrenees

Walking the Best of the High Pyrenees

£1469


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Italy : Piedmont

Walking the Wine Villages of Piedmont

£1499


4.5 (4 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : The Canary Islands

Walking in Gran Canaria and La Palma

£1539

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1 to 2+

Headwater
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Greece

Walking the Wonders of Crete

£1539

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (North)

£1549

 
 

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

£1569

 
 

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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

£1569


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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France : Mont Blanc

Walking Tour du Mont Blanc

£1599

 
 

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
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Austria : Salzburg

Salzkammergut Lakes Walk

£1639


4.3 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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Norway

Walking in Balestrand

£1649


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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United Kingdom : The Cotswolds

The Cotswold Way Walk

£1699


3.7 (3 reviews)

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Portugal : The Algarve

Walking the Algarve's South West

£1709


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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France : Mont Blanc

Walking Tour du Mont Blanc - Premium

£1769


4.8 (4 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
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Portugal : The Azores

Island Hopping in the Azores

£1949


4.3 (3 reviews)

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Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom : Northumberland

Walking from Coast to Coast

£2149


5.0 (1 reviews)

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

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Iceland

Walking Iceland's Diamond Circle

£2299

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

£2419

 
 

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Canada : Sunshine Coast

Walking Canada's Sunshine Coast

£2549


4.7 (3 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
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Japan

Shikoku Pilgrimage Trail

£3129

 
 

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Japan

Walk the Kumano Kodo

£3359


5.0 (3 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Japan

Walk the Nakasendo Trail

£3399

 
 

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Germany : Bavaria

Walking in Southern Bavaria

£679


4.7 (52 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 & 2

Printed route
directions

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Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

£2709

NEW FOR 2025

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
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Austria : Salzburg

Austrian Lakes Activities

£1169


4.8 (68 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Spain : Galicia

Walking the Camino de Santiago

£1849


4.6 (43 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Catalonia

Catalonia Activities

£859


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
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France : The Loire

Multi Activity in the Loire

£1059

 
 

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Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Italy : Umbria

Walking on the Francigena Way

£1199


4.6 (11 reviews)

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Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Spain : Galicia

Highlights of the Camino de Santiago Walk

£1209


4.9 (16 reviews)

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Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Galicia

Walking across the Pyrenees on the Camino Frances

£1219


4.8 (4 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Ireland

Walking and Cycling the Wild Atlantic Way

£1279

 
 

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Dordogne

Dordogne Activities

£1389


4.8 (31 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

£1409


5.0 (6 reviews)

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Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

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.