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Showing 42 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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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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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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Albania

E-bike Across Southern Albania

£1089

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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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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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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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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France : Atlantic Coast

Cycling along the Atlantic Coast

£1739

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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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£1889

NEW FOR 2025

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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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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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 : 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

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Holland

Cycling from Amsterdam

£759

NEW FOR 2025

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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

£829

NEW FOR 2025

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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

£849

NEW FOR 2025

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Italy : The Dolomites

Cross country skiing in the Dolomites

£899

NEW FOR 2025

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Winter snow holiday

7 nights,
single centre

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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

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Italy : Veneto

Adriatic Coast - Venice to Poreč Ride

£959

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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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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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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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
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 : The Loire

Tour de France - Loire

£1179

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Spain : Andalucia

E-biking in Andalucia: Sierra de Aracena

£1179

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Croatia

Hike, Bike & Paddle Croatia

£1209

NEW FOR 2025

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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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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Germany : Bavaria

Meandering the Moselle Cycle Path

£1249

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : Canal du Midi

Tour de France - Canal du Midi

£1289

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

£1359

NEW FOR 2025

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Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

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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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Spain : Extremadura

Cycling Central Spain in Style

£1389

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

£1399

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

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France : Normandy

Paris to the Sea Along the Seine River

£1599

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

£1699

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

£2079

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

£2199

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

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Iceland

An Icelandic Adventure

£2379

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

£3399

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

£4149

NEW FOR 2025

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Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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France : {multi-trip container}

Tour de France

£5159

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.