Self-guided walking holidays

Showing 171 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.

Gozo

Walking on Glorious Gozo - Short Break

£459

NEW FOR 2025

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Malta

Highlights of Secrets of Malta Walking

£489

 
 

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Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Slovenia

Lake Bled and Lake Bohinj Walk

£519


4.5 (20 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

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United Kingdom : Devon

The English Riviera & Dart Valley Walk

£559

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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United Kingdom : The Channel Islands

Walking in Guernsey and Sark

£569

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Printed route
directions

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United Kingdom : The Channel Islands

Walking in Jersey Premium

£629

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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Gozo

Walking on Glorious Gozo

£629

NEW FOR 2025

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Malta

Discovering the Maltese Islands

£709


4.1 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking the trails of Tenerife

£779

 
 

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Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

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Spain : Asturias

Majestic Mountains of the Picos de Europa

£839


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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Spain : Andalucia

Walking in Sierra de Aracena

£849


4.8 (10 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Portugal : Madeira

Walking the Waterways and villages of Madeira

£899


4.0 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Portugal : The Azores

Walking the Green Island of the Azores

£929


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Scotland

Walking St Cuthbert's Way

£939


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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Spain : The Canary Islands

Contrasts of Lanzarote

£939


5.0 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Contrasts of La Gomera

£949


4.3 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Scotland

Walking the Speyside Way

£959


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

£969

 
 

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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

£969


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

£979


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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Spain : The Canary Islands

Walking on Gran Canaria

£989


5.0 (5 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

£1039

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

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Italy : The Bay of Naples

The Islands of Amalfi Walk

£1059


4.6 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : The Pyrenees

Basque Country : From the Mountains to the Ocean

£1099

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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United Kingdom : Scotland

Walking the West Highland Way

£1099


4.0 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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Croatia

Dalmatian Coast Island Hopping

£1129


4.8 (13 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Croatia

Dalmatian Islands Walk

£1169


4.9 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

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United Kingdom : Scotland

Walking the Rob Roy Way

£1229

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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Spain : The Canary Islands

Walking across La Gomera

£1239

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

£1239

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Slovenia

Walking in the Soča and Bohinj Valleys

£1259

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

£1269


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

£1379

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

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Spain : The Canary Islands

Walking in Tenerife and La Palma

£1509

 
 

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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)

£1849

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Walking the Highlights of Western Sicily

£999

NEW FOR 2025

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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 Amalfi Coast Walk

£2009


4.8 (87 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Sicily

Volcanoes of Sicily Walk

£1359


4.4 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : The Loire

Chateaux Of The Loire Walk

£1259


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : Corsica

North Corsican Wonders Between Coast and Mountains

£1189


4.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

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Gozo

Walking on Gozo - Calypso's Isle

£749


4.6 (141 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

£1169


4.7 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

VIEW TRIP

Italy : The Bay of Naples

Paths of the Amalfi Coast

£729


4.6 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

£799


5.0 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Veneto

Walking in the Venetian Hills

£849


4.7 (88 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

£1009


4.7 (49 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Italy : Tuscany

A Taste of Tuscany Walking

£1169


4.9 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Portugal : Madeira

Marvels of Madeira Walk

£1219


4.7 (119 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Bermuda

Islands of Bermuda Walk

£1279


4.6 (34 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

£1319


4.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

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Italy : The Dolomites

Walks in The Italian Dolomites

£1319


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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France : Provence

Landscapes of the Luberon Walk

£1379


4.7 (37 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

£1449


5.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Italy : The Dolomites

Walking the Dolomites of Alta Badia

£1479


4.8 (23 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Switzerland : Valais

Walking in Val D'Anniviers

£1549


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

£649


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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United Kingdom : Cornwall

Walking the Lizard Peninsula

£769


4.0 (2 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Spain : Catalonia

Catalan Classic Walk

£819


4.7 (78 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Austria : Salzburg

Walking in Austria's Lake District

£899


4.8 (18 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

£919

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Ireland

Walking the Kerry Way and Killarney N.P.

£1039


4.8 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : The Algarve

Walk the Algarve's Wild West

£1049


4.8 (86 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : The Dordogne

Dordogne River Walk

£1099


4.7 (29 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

£1299


4.8 (134 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

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

VIEW TRIP

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

£1579


4.8 (13 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

£1619


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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Italy : Piedmont

Gastronomic Barolo Walk

£1909


4.9 (91 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walking the Green Coast of Minho

£449


4.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Spain : Andalucia

Hidden Valleys of Cordoba Walk

£469


4.8 (51 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Gozo

Walking on Gozo - Calypso's Isle - Short Break

£489


4.8 (9 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Germany : Bavaria

Short Break in the Altmuhltal Nature Park

£559


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Cyprus

WALKING THE AKAMAS PENINSULA

£619


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

VIEW TRIP

United Kingdom : Devon

Walking Devon's Coastal Highlights

£629


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Malta

Secrets of Malta Walking

£659


5.0 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Andorra

Walking the Rugged Pyrenees of Andorra

£659


4.0 (2 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

£679


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Spain : Andalucia

Walking the White Villages of the Alpujarras

£709


4.5 (6 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

VIEW TRIP

Portugal : Madeira

Walk the Garden Island of Madeira

£719


4.7 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Asturias

Highlights of the Picos de Europa

£719


4.3 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

£719

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Northern Ireland

Walking the Antrim Way

£729

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Greece

Walking on Kythnos Island

£739


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Romania : Transylvania

Transylvanian Castles Walk

£749


5.0 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Cyprus

Contrasts of Cyprus Walking

£759


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

VIEW TRIP

Ireland

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

£779


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Italy : Liguria

Walking in the Cinque Terre and Portofino

£779


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

VIEW TRIP

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

£789


4.3 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Switzerland : Valais

Walking the Valais Matterhorn Region

£799

 
 

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Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
Navigation App

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Spain : Balearic Islands

Walking the Coastal Trails of Menorca

£809


4.6 (60 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

France : The Loire

Chateaux Of The Loire Walk - Short Break

£819

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

VIEW TRIP

Czechia

Walking through Bohemia

£819


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

£819


3.3 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

£829


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

France : Alsace

Villages & Vineyards of Alsace- Short Break

£839


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Catalan Classic Walk - Short Break

£849


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Devon

Contrasts of Devon Walking

£859


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Austria : The Danube

Walking the Wachau Heritage Trail

£879


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Spain : The Canary Islands

Walking the Trails of La Palma

£899


4.3 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

Germany

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

VIEW TRIP

Italy : Sardinia

Walking Sardinia's Green Coast

£929

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Burgundy

Walking in Burgundy’s Vineyards - Short Break

£939

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Germany

Walking Bavaria’s Lakes and Mountains

£939


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

VIEW TRIP

Spain : The Canary Islands

Highlights of El Hierro Walk

£959


4.9 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

VIEW TRIP

Austria : The Tyrol

Alpine Walks in the Stubai Valley

£969


4.6 (11 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Champagne

Walking The Vineyards of Champagne - Deluxe

£979


4.0 (1 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Austria : The Tyrol

Walking the Tyrolean Mountains

£989


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Andorra

Walk across Andorra

£989


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

£999

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

£1009


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

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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Italy : Campania

Coastal Cilento Walk

£1019


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

£1029


4.7 (3 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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France : Mont Blanc

Mont Blanc Walks – Short Break

£1049

 
 

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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

£1049


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

£1049


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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Switzerland : The Bernese Oberland

Walk the Crossroads of Five Passes

£1049


4.8 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

£1059


4.4 (14 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

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United Kingdom : Wales

North Pembrokeshire Coast Walk

£1059

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

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Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1069

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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United Kingdom : Wales

Walk the Welsh Highland Railway

£1079


3.7 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Bosnia

Walking the Olympic Mountains of Bosnia

£1089

NEW FOR 2025

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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

£1109


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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Italy : Tuscany

Wine & Walk in Chianti

£1109


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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Switzerland

Walking in the Lower Engadine

£1139


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

£1149


4.7 (6 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Greece : Peloponnese

Walking the Historical Paths of Outer Mani

£1149

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : Mont Blanc

Mont Blanc Walks – Short Break Premium

£1169

 
 

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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United Kingdom : Northern Ireland

The Antrim Coast and Glens Walking

£1179

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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United Kingdom : Wales

Walking Offa's Dyke Path (South)

£1199

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Greece : Peloponnese

Peloponnese Coast and Mountain Walking

£1209

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Greece

Walking on Kythnos Island - Premium

£1259


4.6 (7 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

£1269


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

£1279


4.4 (7 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Norway

Walking in Balestrand

£1339


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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Montenegro

Highlights of Southern Montenegro Walk

£1349


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 : The Canary Islands

Walking in El Hierro

£1359


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
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France : The Pyrenees

Walking the Best of the High Pyrenees

£1369


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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Greece

Walking the Wonders of Crete

£1379

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

£1399

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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Spain : The Canary Islands

Walking in Gran Canaria and La Palma

£1439

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1 to 2+

Headwater
Navigation App

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Switzerland : Valais

Walk in the Home of the Matterhorn

£1469


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

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Switzerland : Valais

Walking the Valais Matterhorn Region - Premium

£1479


5.0 (2 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
Navigation App

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France : Mont Blanc

Walking Tour du Mont Blanc

£1499

 
 

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

£1509

 
 

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Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : Salzburg

Salzkammergut Lakes Walk

£1509


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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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
Navigation App

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Portugal : The Algarve

Walking the Algarve's South West

£1609


4.8 (32 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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France : Mont Blanc

Walking Tour du Mont Blanc - Premium

£1669


4.8 (4 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

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Portugal : The Azores

Island Hopping in the Azores

£1819


4.3 (3 reviews)

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Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Piedmont

Walking the Wine Villages of Piedmont

£2049


4.5 (4 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : The Cotswolds

The Cotswold Way Walk

£2109


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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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

£2199

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
Navigation App

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Canada

Walking Canada’s Sunshine Coast

£2449


4.7 (3 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

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Japan

Shikoku Pilgrimage Trail

£3029

 
 

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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

£3259


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

£3299

 
 

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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

£569


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

£2609

NEW FOR 2025

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

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Austria : Salzburg

Austrian Lakes Activities

£1079


4.8 (68 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Spain : Galicia

Walking the Camino de Santiago

£1749


4.6 (43 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain : Catalonia

Catalonia Activities

£839


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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France : The Loire

Multi Activity in the Loire

£959

 
 

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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

£1079


4.6 (11 reviews)

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Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Spain : Galicia

Highlights of the Camino de Santiago Walk

£1109


4.9 (16 reviews)

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Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain : Galicia

Walking across the Pyrenees on the Camino Frances

£1119


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

£1179

 
 

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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

£1289


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

£1309


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.