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Walking holidays with GPS routes

Showing 118 out of 343 trips

The Headwater Navigation App provides our comprehensively researched and carefully checked routes in an easy to use and convenient format, like a car satnav, with easy-to-follow turn-by-turn instructions all along your route.

We offer GPS route navigation on many of our walking holidays so even if you have no map reading skills - you won't get lost with Headwater!

Find out about the benefits of GPS route navigation to see how our relaxed walking holidays are now even better!

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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

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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

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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

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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

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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

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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

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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
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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
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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

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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

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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
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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
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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
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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
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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
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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
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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

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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

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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

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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
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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

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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
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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
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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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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
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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

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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
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Malta + Gozo : Gozo

Walking on Gozo - Calypso's Isle

£849


4.6 (142 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)

£1269


4.7 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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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

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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
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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
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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
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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
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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
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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
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Portugal : Madeira

Marvels of Madeira Walk

£1429


4.7 (121 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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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

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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
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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

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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
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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
Navigation App

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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
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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

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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

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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

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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

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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 : 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
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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

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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

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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

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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

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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

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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
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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

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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

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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

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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

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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

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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

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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
Navigation App

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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

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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
Navigation App

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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
Navigation App

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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

Headwater
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
Navigation App

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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
Navigation App

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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
Navigation App

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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
Navigation App

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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
Navigation App

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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
Navigation App

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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
Navigation App

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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
Navigation App

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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
Navigation App

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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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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
Navigation App

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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
Navigation App

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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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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
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
Navigation App

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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
Navigation App

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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
Navigation App

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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

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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

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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

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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

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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

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Spain : The Canary Islands

Highlights of El Hierro Walk

£1229


4.9 (10 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

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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

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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

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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+

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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

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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

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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

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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 Dordogne

Dordogne Activities

£1389


4.8 (31 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

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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+

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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

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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

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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

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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

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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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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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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.