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Showing 65 out of 338 trips

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
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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

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

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
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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
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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
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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
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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

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

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
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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
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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

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
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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
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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
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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
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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
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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
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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

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
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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
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Spain : Andalucia

White Villages of Andalucia Walk

£1199


4.9 (134 reviews)

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Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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
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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

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
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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
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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

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
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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
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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
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France : The Loire

Chateaux Of The Loire Walk - Short Break

£819

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Czechia

Walking through Bohemia

£819


4.8 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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
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Spain : Catalonia

Catalan Classic Walk - Short Break

£849


4.7 (7 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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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
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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

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

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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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
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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

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

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

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
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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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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
Navigation App

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
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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

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
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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
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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

£1509

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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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

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
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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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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

Bermuda

Bermuda Islands Discovery

£3059


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

14 nights,
single centre

Level: 1
Leisurely

Printed route
directions

Cyprus

Walking in North Cyprus

£899


4.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Greece

Walking on the Greek Islands

£1549

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Estonia

Discover the Baltics

£1699

 
 

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Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Costa Rica

Discover Costa Rica

£3179

 
 

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Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Germany : Bavaria

Walking in Southern Bavaria

£569


4.7 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

Printed route
directions

Canada : Sunshine Coast

Walk & Paddle Canada’s Sunshine Coast

£2609

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

£1079


4.8 (68 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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

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

Egypt

Ancient Egypt & Nile Cruise

£1649

 
 

VIEW TRIP

Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

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.