Walking holidays with young children

Showing 198 out of 329 trips

With a range of walking holidays for children starting with gentle strolls on flat coastal and forest paths, there are plenty of choices for a walking holiday for children. The majority of our 1-boot independent walking holidays are fine for even the most occasional walkers and, if you choose a single-centre holiday, it's easy to take a 'day off' if the kids are feeling tired!

Click on the appropriate 'View Holiday' button for full holiday details or take a look at our activities section for further information about how our walking holidays work.

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Malta + Gozo : Malta

Walking on Glorious Gozo - Short Break

CA$1305

NEW FOR 2025

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta + Gozo

Highlights of Secrets of Malta Walking

CA$1360


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Devon

The English Riviera & Dart Valley Walk

CA$1455

 
 

VIEW TRIP

Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

CA$1475

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey Premium

CA$1590

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Malta + Gozo : Malta

Walking on Glorious Gozo

CA$1645

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovenia

Lake Bled and Lake Bohinj Walk

CA$1685


4.5 (21 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

Portugal : The Azores

Walking the Green Island of the Azores

CA$1795


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Malta + Gozo

Discovering the Maltese Islands

CA$1795


4.1 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking the trails of Tenerife

CA$1875


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

Spain : Andalucia

Walking in Sierra de Aracena

CA$2005


4.8 (12 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

CA$2080


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria : The Tyrol

Walking the Kitzbühel Alps Trail

CA$2120

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

United Kingdom : Scotland

Walking St Cuthbert's Way

CA$2140


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Contrasts of Lanzarote

CA$2175


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of La Gomera

CA$200


4.2 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Speyside Way

CA$2215


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Portugal

Walking the Waterways and villages of Madeira

CA$2215


4.2 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

CA$2235


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking on Gran Canaria

CA$2270


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Islands of Amalfi Walk

CA$2310


4.6 (12 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

CA$2365

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

CA$2445

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

CA$2460


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

CA$2480

 
 

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Scotland

Walking the West Highland Way

CA$2480


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

CA$2500

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Croatia

Dalmatian Coast Island Hopping

CA$2540


4.8 (14 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Croatia

Dalmatian Islands Walk

CA$2745


4.9 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

Spain : The Canary Islands

Walking across La Gomera

CA$2745

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

CA$2805


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

CA$2840


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

CA$3050

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

Morocco

Highlights of Morocco - In Comfort

CA$3040

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

CA$3905

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

CA$5350

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

CA$6130

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Italy : Sicily

Walking the Highlights of Western Sicily

CA$2350

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Amalfi Coast Walk

CA$4420


4.8 (87 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Volcanoes of Sicily Walk

CA$3110


4.4 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk

CA$2785


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Corsica

North Corsican Wonders Between Coast and Mountains

CA$2650


4.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle

CA$1855


4.6 (143 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

CA$2615


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Italy : The Bay of Naples

Paths of the Amalfi Coast

CA$1780


4.6 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

CA$1910


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Walking in the Venetian Hills

CA$2270


4.7 (88 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

CA$2425


4.7 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

CA$2615


4.9 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

CA$2785


4.9 (126 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Bermuda

Islands of Bermuda Walk

CA$2880


4.6 (36 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

CA$2900


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

Portugal : Madeira

Marvels of Madeira Walk

CA$2920


4.7 (124 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Provence

Landscapes of the Luberon Walk

CA$2995


4.7 (37 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

CA$3145


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

CA$3205


4.8 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Switzerland : Davos

Walking in Val D'Anniviers

CA$3335


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

CA$1530


4.8 (29 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking the Lizard Peninsula

CA$1855


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Catalan Classic Walk

CA$2080


4.7 (78 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

CA$2080


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Salzburg

Walking in Austria's Lake District

CA$2100


4.8 (18 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

CA$2140

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Ireland

Walking the Kerry Way and Killarney N.P.

CA$2365


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria : Salzburg

Austrian Lakes Activities

CA$2425


4.8 (68 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

CA$2445


4.8 (89 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

CA$2480


4.7 (29 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

CA$2650


3.9 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Spain : Andalucia

White Villages of Andalucia Walk

CA$2670


4.9 (136 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

CA$2975


4.8 (134 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

CA$3525


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

CA$3640


4.9 (92 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Galicia

Walking the Camino de Santiago

CA$3715


4.6 (43 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

Hidden Valleys of Cordoba Walk

CA$1285


4.8 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Green Coast of Minho

CA$1320


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

CA$1340


4.7 (10 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Germany : Bavaria

Short Break in the Altmuhltal Nature Park

CA$1455


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

CA$1645


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Cyprus

Walking the Akamas Peninsula

CA$1645


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

CA$1645


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

United Kingdom : Devon

Walking Devon's Coastal Highlights

CA$1665


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Malta + Gozo : Malta

Secrets of Malta Walking

CA$1700


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walking the Rugged Pyrenees of Andorra

CA$1700


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

Spain : Asturias

Highlights of the Picos de Europa

CA$1760


4.3 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

CA$1760

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

United Kingdom

Walking the Antrim Way

CA$1780

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Greece

Walking on Kythnos Island

CA$1780


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Andalucia

Walking the White Villages of the Alpujarras

CA$1780


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Italy : Liguria

Walking in the Cinque Terre and Portofino

CA$1795


4.3 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

CA$1815


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Madeira

Walk the Garden Island of Madeira

CA$1815


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Catalonia Activities

CA$1835


4.5 (13 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Cyprus

Contrasts of Cyprus Walking

CA$1835


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

CA$1875


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Romania : Transylvania

Transylvanian Castles Walk

CA$1875


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

CA$1930


4.6 (60 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Germany : Bavaria

Walking in the Altmuhltal Nature Park

CA$1930


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Chateaux Of The Loire Walk - Short Break

CA$1950

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

United Kingdom : Devon

Contrasts of Devon Walking

CA$1950


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

CA$1950


3.3 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

CA$1985


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

CA$1985


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovakia

Walking the Tatra Mountains in Slovakia

CA$2025

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Austria : The Danube

Walking the Wachau Heritage Trail

CA$2065


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

CA$2100

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux

CA$2140


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Greece

Walking on Kythnos Island - Premium

CA$2160


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

CA$2160

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

CA$2175

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Germany : Bavaria

Walking Bavaria's Lakes and Mountains

CA$2175


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

United Kingdom : Wales

North Pembrokeshire Coast Walk

CA$2195

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

Germany : Bavaria

Walking the Black Forest to Lake Constance

CA$2195

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Czechia

Walking through Bohemia

CA$2195


4.8 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

United Kingdom : Devon

Walking South Devon's Coastal Path

CA$2195


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Loire

Multi Activity in the Loire

CA$2215

 
 

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Austria : The Tyrol

Alpine Walks in the Stubai Valley

CA$2235


4.6 (11 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Austria : The Tyrol

Walking the Tyrolean Mountains

CA$2270


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
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Andorra

Walk across Andorra

CA$2270


4.6 (5 reviews)

VIEW TRIP

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

CA$2310


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

CA$2350

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

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Italy : Campania

Coastal Cilento Walk

CA$2350


4.8 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Mont Blanc

Mont Blanc Walks - Short Break

CA$2385

 
 

VIEW TRIP

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

CA$2385


4.9 (12 reviews)

VIEW TRIP

Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
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United Kingdom

Walking the Western Tip of Cornwall

CA$2385


4.9 (18 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

United Kingdom : Wales

Walk the Welsh Highland Railway

CA$2385


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Switzerland : Davos

Walk the Crossroads of Five Passes

CA$2385


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

CA$2460


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Bosnia

Walking the Olympic Mountains of Bosnia

CA$2460

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Galicia

Highlights of the Camino de Santiago Walk

CA$2500


4.9 (16 reviews)

VIEW TRIP

Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Greece : Peloponnese

Peloponnese Coast and Mountain Walking

CA$2500

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Tuscany

Wine & Walk in Chianti

CA$2500


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

CA$2520


4.4 (14 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
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Italy : Umbria

Walking on the Francigena Way

CA$2520


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Galicia

Walking across the Pyrenees on the Camino Frances

CA$2520


4.8 (4 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Spain : The Canary Islands

Highlights of El Hierro Walk

CA$2540


4.9 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
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France : Mont Blanc

Mont Blanc Walks - Short Break Premium

CA$2615

 
 

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Ireland

Walking and Cycling the Wild Atlantic Way

CA$2635

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Walking in Burgundy's Vineyards

CA$2635


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Spain : The Canary Islands

Walking in El Hierro

CA$2670


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
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Montenegro

Highlights of Southern Montenegro Walk

CA$2730


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (South)

CA$2730

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

CA$2805


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Alsace

Villages & Vineyards of Alsace

CA$2825


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The French Riviera

The French Riviera Golden Islands

CA$2825

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

France : The Dordogne

Dordogne Activities

CA$2840


4.8 (31 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

CA$2880

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Pyrenees

Walking the Best of the High Pyrenees

CA$2995


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

CA$2995


5.0 (6 reviews)

VIEW TRIP

Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Piedmont

Walking the Wine Villages of Piedmont

CA$3050


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

CA$3185

 
 

VIEW TRIP

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

CA$3185


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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France : Mont Blanc

Walking Tour du Mont Blanc

CA$3240

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (North)

CA$3280

 
 

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Norway

Walking in Balestrand

CA$3315


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

Austria : Salzburg

Salzkammergut Lakes Walk

CA$3315


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Cape Verde

Cape Verde's Northern Islands - With Private Guide

CA$3430


4.9 (7 reviews)

VIEW TRIP

Private guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

France : Mont Blanc

Walking Tour du Mont Blanc - Premium

CA$3565


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

United Kingdom : The Cotswolds

The Cotswold Way Walk

CA$3585


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Algarve

Walking the Algarve's South West

CA$3600


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : The Azores

Island Hopping in the Azores

CA$4060


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Norway : Gudbrandsdalen

Guided Walking in Venabu

CA$4380


4.8 (15 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

United Kingdom : Northumberland

Walking from Coast to Coast

CA$4475


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

Iceland

Walking Iceland's Diamond Circle

CA$4570

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

Canada : Sunshine Coast

Walking Canada's Sunshine Coast

CA$5045


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

CA$5105

 
 

VIEW TRIP

Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Japan

Shikoku Pilgrimage Trail

CA$6150


5.0 (1 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

China

Walking the Charms of China - With Private Guide

CA$6565

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Japan

Walk the Kumano Kodo

CA$6585


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Walk the Nakasendo Trail

CA$6660

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Faroe Islands

Walking the Faroe Islands - With Private Guide

CA$7210

NEW FOR 2025

VIEW TRIP

Private guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Peru

Walking Machu Picchu - With Private Guide

CA$8275

NEW FOR 2025

VIEW TRIP

Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Morocco

Atlas Panorama

CA$1235

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Cyprus

Walking in North Cyprus

CA$1710


4.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Albania

Highlights of Albania

CA$2280

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Greece

Mountains & Villages of Evia

CA$2470


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

Italy : The Bay of Naples

Walking the Amalfi Coast

CA$2565


4.7 (10 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Italy : Puglia

Walking in Puglia & Matera

CA$2660


4.3 (12 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

CA$2660


4.8 (5 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Egypt

Ancient Egypt & Nile Cruise

CA$2660

 
 

VIEW TRIP

Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : Mont Blanc

Mont Blanc Highlights

CA$2750

 
 

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Spain : Mallorca

Walking in Mallorca

CA$2755


5.0 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Greece

Walking on the Greek Islands

CA$2850

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Sardinia

Walking in Sardinia

CA$2850


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Italy : The Dolomites

Classic Dolomites - Premium

CA$3135


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Estonia

Discover the Baltics

CA$3135

 
 

VIEW TRIP

Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : The French Riviera

Walks & Gardens of the French Riviera

CA$3325


5.0 (3 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Portugal : The Azores

Walking in the Azores

CA$4085

 
 

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

Sri Lanka

Walking Trails of Sri Lanka

CA$4370

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

CA$4560


4.5 (2 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

South Africa

South Africa: Walking & Wildlife

CA$4810

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Peru

The Inca Trail in Comfort

CA$4940

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Costa Rica

Discover Costa Rica

CA$5380

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Iceland

Iceland Explorer

CA$5985

 
 

VIEW TRIP

Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Costa Rica

Costa Rica's Coastal Secrets

CA$6935

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Nepal

Annapurna Trails & Chitwan - Premium Adventure

CA$8360

 
 

VIEW TRIP

Guided group walking

12 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Peru

Peru Explorer

CA$8930

 
 

VIEW TRIP

Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Japan's Kumano Kodo

CA$10925

 
 

VIEW TRIP

Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Germany : Bavaria

Walking in Southern Bavaria

CA$1495


4.7 (52 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1 & 2

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.