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Showing 24 out of 344 trips

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
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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
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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

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
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Austria : The Tyrol

Walking the Kitzbühel Alps Trail

£1009

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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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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

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
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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
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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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Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

£3119

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Italy : Sicily

Walking the Highlights of Western Sicily

£1099

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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

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
Navigation App

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

Croatia

Walking the Highlights of Istria: Italy, Slovenia & Croatia

£999

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

£1029

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Germany : Bavaria

Walking the Black Forest to Lake Constance

£1099

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Bosnia

Walking the Olympic Mountains of Bosnia

£1189

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1349

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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

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
Navigation App

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
Navigation App

Peru

Walking Machu Picchu - With Private Guide

£4249

NEW FOR 2025

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Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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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.