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Showing 49 out of 343 trips

Malta + Gozo : Gozo

Walking on Glorious Gozo - Short Break

£629

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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

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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
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Malta + Gozo : Gozo

Walking on Glorious Gozo

£879

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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

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

£1139

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
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Albania

E-bike Across Southern Albania

£1189

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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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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Spain : The Canary Islands

Walking across La Gomera

£1339

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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

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
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Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1649

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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France : Atlantic Coast

Cycling along the Atlantic Coast

£1839

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£1989

NEW FOR 2025

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2479

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

£2709

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
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Norway

Cycling the Norwegian Archipelago South of Bergen

£2809

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

£3119

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Italy : Sicily

Walking the Highlights of Western Sicily

£1099

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

£819

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Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
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Holland

Cycling from Amsterdam

£839

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Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

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France : Burgundy

Tour de France - Burgundy

£929

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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France : Provence

Tour de France - Provence

£949

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Georgia

Walking Georgia's Caucasus Mountains

£959

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Slovakia

Walking the Tatra Mountains in Slovakia

£959

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

£999

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

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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Italy : Veneto

Adriatic Coast - Venice to Poreč Ride

£1039

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : The Dolomites

Cross country skiing in the Dolomites

£1089

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Winter snow holiday

7 nights,
single centre



Germany : Bavaria

Walking the Black Forest to Lake Constance

£1099

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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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

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France : The Loire

Tour de France - Loire

£1279

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Norway : Gudbrandsdalen

Cross Country Skiing at Rondane National Park

£1279

NEW FOR 2025

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Winter snow holiday

5 nights,
single centre



Croatia

Hike, Bike & Paddle Croatia

£1309

NEW FOR 2025

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Germany : The Moselle

Meandering the Moselle Cycle Path

£1349

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

£1349

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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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 : Canal du Midi

Tour de France - Canal du Midi

£1389

NEW FOR 2025

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

£1459

NEW FOR 2025

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Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

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Spain : Extremadura

Cycling Central Spain in Style

£1489

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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France : Atlantic Coast

Tour de France - Atlantic Coast

£1499

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

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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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France : Normandy

Paris to the Sea Along the Seine River

£1699

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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Denmark

Nordic Cities by Rail

£1799

NEW FOR 2025

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Self-guided cultural tour

9 nights,
hotel-to-hotel



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Morocco

Morocco: Mountains, Desert & Coast

£2179

NEW FOR 2025

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Self-guided cultural tour

7 nights,
hotel-to-hotel



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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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Iceland

An Icelandic Adventure

£2479

NEW FOR 2025

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Self-guided cultural tour

7 nights,
hotel-to-hotel



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Japan

Japan: Hiroshima & Island Hopping

£3499

NEW FOR 2025

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Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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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

CLAIM 15% OFF UNTIL 27 MARCH 2025

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France

Tour de France

£5259

NEW FOR 2025

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Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

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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.