Self-guided walking holidays

Showing 171 out of 338 trips

Listed below are the self guided walking holidays that match your search criteria, to view any of the holidays shown simply click on the 'View holiday' button.

To refine your search use the panel above to select the activity type, country, departure months, etc. You can make multiple selections in each of the drop-down categories, or clear your selections by clicking the appropriate 'X' button.

Gozo

Walking on Glorious Gozo - Short Break

NZ$1010

NEW FOR 2025

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta

Highlights of Secrets of Malta Walking

NZ$1080

 
 

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Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Lake Bled and Lake Bohinj Walk

NZ$1145


4.5 (20 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

United Kingdom : Devon

The English Riviera & Dart Valley Walk

NZ$1230

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

NZ$1255

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

NZ$1385

NEW FOR 2025

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Gozo

Walking on Glorious Gozo

NZ$1385

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Malta

Discovering the Maltese Islands

NZ$1560


4.1 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking the trails of Tenerife

NZ$1715

 
 

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Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

NZ$1850


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Andalucia

Walking in Sierra de Aracena

NZ$1870


4.8 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Portugal : Madeira

Walking the Waterways and villages of Madeira

NZ$1980


4.0 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : The Azores

Walking the Green Island of the Azores

NZ$2045


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking St Cuthbert's Way

NZ$2070


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

NZ$2070


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of La Gomera

NZ$2090


4.3 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Speyside Way

NZ$2110


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Ireland

Dublin & The Wicklow Way Walking

NZ$2135

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

NZ$2135


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

Volcanoes and Vineyards of Lanzarote

NZ$2155


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

Spain : The Canary Islands

Walking on Gran Canaria

NZ$2180


5.0 (5 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

NZ$2290

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Italy : The Bay of Naples

The Islands of Amalfi Walk

NZ$2330


4.6 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

NZ$2420

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Scotland

Walking the West Highland Way

NZ$2420


4.0 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Croatia

Dalmatian Coast Island Hopping

NZ$2485


4.8 (13 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Croatia

Dalmatian Islands Walk

NZ$2575


4.9 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

United Kingdom : Scotland

Walking the Rob Roy Way

NZ$2705

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Walking across La Gomera

NZ$2730

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

NZ$2730

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Walking in the Soča and Bohinj Valleys

NZ$2770

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

NZ$2795


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Italian Lakes

Walking at Lakes Orta and Maggiore

NZ$3035

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+ & 2

Headwater
Navigation App

Spain : The Canary Islands

Walking in Tenerife and La Palma

NZ$3320

 
 

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

NZ$4070

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Italy : Sicily

Walking the Highlights of Western Sicily

NZ$2200

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

The Amalfi Coast Walk

NZ$4420


4.8 (87 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Volcanoes of Sicily Walk

NZ$2990


4.4 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk

NZ$2770


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Corsica

North Corsican Wonders Between Coast and Mountains

NZ$2620


4.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Gozo

Walking on Gozo - Calypso's Isle

NZ$1650


4.6 (141 reviews)

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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)

NZ$2575


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

NZ$1605


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

NZ$1760


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

NZ$1870


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

NZ$2220


4.7 (49 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

NZ$2575


4.9 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Portugal : Madeira

Marvels of Madeira Walk

NZ$2685


4.7 (119 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Bermuda

Islands of Bermuda Walk

NZ$2815


4.6 (34 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

NZ$2905


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

NZ$2905


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Provence

Landscapes of the Luberon Walk

NZ$3035


4.7 (37 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

NZ$3190


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

NZ$3255


4.8 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Switzerland : Valais

Walking in Val D'Anniviers

NZ$3410


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

NZ$1430


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

NZ$1695


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

NZ$1805


4.7 (78 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

NZ$1980


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

NZ$2025

 
 

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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.

NZ$2290


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

NZ$2310


4.8 (86 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

NZ$2420


4.7 (29 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

NZ$2860


4.8 (134 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

NZ$3080


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

NZ$3475


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

NZ$3565


3.9 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

NZ$4200


4.9 (91 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Green Coast of Minho

NZ$990


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

Spain : Andalucia

Hidden Valleys of Cordoba Walk

NZ$1035


4.8 (51 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Gozo

Walking on Gozo - Calypso's Isle - Short Break

NZ$1080


4.8 (9 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

NZ$1230


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Cyprus

WALKING THE AKAMAS PENINSULA

NZ$1365


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

United Kingdom : Devon

Walking Devon's Coastal Highlights

NZ$1385


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Malta

Secrets of Malta Walking

NZ$1450


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walking the Rugged Pyrenees of Andorra

NZ$1450


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 4
Challenging

Headwater
Navigation App

Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

NZ$1495


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Spain : Andalucia

Walking the White Villages of the Alpujarras

NZ$1560


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Portugal : Madeira

Walk the Garden Island of Madeira

NZ$1585


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Asturias

Highlights of the Picos de Europa

NZ$1585


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

NZ$1585

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

United Kingdom : Northern Ireland

Walking the Antrim Way

NZ$1605

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Greece

Walking on Kythnos Island

NZ$1630


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Romania : Transylvania

Transylvanian Castles Walk

NZ$1650


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Cyprus

Contrasts of Cyprus Walking

NZ$1670


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

NZ$1715


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Liguria

Walking in the Cinque Terre and Portofino

NZ$1715


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

NZ$1740


4.3 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : Valais

Walking the Valais Matterhorn Region

NZ$1760

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

Headwater
Navigation App

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

NZ$1780


4.6 (60 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk - Short Break

NZ$1805

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Czechia

Walking through Bohemia

NZ$1805


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

NZ$1805


3.3 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

NZ$1825


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

NZ$1850


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

NZ$1870


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Devon

Contrasts of Devon Walking

NZ$1890


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Austria : The Danube

Walking the Wachau Heritage Trail

NZ$1935


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : The Canary Islands

Walking the Trails of La Palma

NZ$1980


4.3 (8 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Germany

Walking in the Altmuhltal Nature Park

NZ$2000


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

NZ$2045

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

NZ$2070

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Germany

Walking Bavaria’s Lakes and Mountains

NZ$2070


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Highlights of El Hierro Walk

NZ$2110


4.9 (10 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

Austria : The Tyrol

Alpine Walks in the Stubai Valley

NZ$2135


4.6 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

France : Champagne

Walking The Vineyards of Champagne - Deluxe

NZ$2155


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Austria : The Tyrol

Walking the Tyrolean Mountains

NZ$2180


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Andorra

Walk across Andorra

NZ$2180


4.6 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Headwater
Navigation App

Germany : Bavaria

Walking the Black Forest to Lake Constance

NZ$2200

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

United Kingdom : Wales

Highlights of the Gower Peninsula Walk

NZ$2220


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Devon

Walking South Devon's Coastal Path

NZ$2245


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Campania

Coastal Cilento Walk

NZ$2245


4.8 (5 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

NZ$2265


4.7 (3 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

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France : Mont Blanc

Mont Blanc Walks – Short Break

NZ$2310

 
 

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

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Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

NZ$2310


4.9 (12 reviews)

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Self-guided walking

5 nights,
single centre

Level: 2
Moderate

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United Kingdom

Walking the Western Tip of Cornwall

NZ$2310


4.9 (17 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Switzerland : The Bernese Oberland

Walk the Crossroads of Five Passes

NZ$2310


4.8 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

NZ$2330


4.4 (14 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

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United Kingdom : Wales

North Pembrokeshire Coast Walk

NZ$2330

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

NZ$2355

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

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United Kingdom : Wales

Walk the Welsh Highland Railway

NZ$2375


3.7 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Bosnia

Walking the Olympic Mountains of Bosnia

NZ$2400

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

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France : Normandy

Normandy Walk from Deauville to Bayeux

NZ$2440


4.8 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Tuscany

Wine & Walk in Chianti

NZ$2440


4.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Switzerland

Walking in the Lower Engadine

NZ$2510


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

NZ$2530


4.7 (6 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Greece : Peloponnese

Walking the Historical Paths of Outer Mani

NZ$2530

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

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France : Mont Blanc

Mont Blanc Walks – Short Break Premium

NZ$2575

 
 

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Self-guided walking

4 nights,
single centre

Level: 2+
Moderate plus

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United Kingdom : Northern Ireland

The Antrim Coast and Glens Walking

NZ$2595

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

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United Kingdom : Wales

Walking Offa's Dyke Path (South)

NZ$2640

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Greece : Peloponnese

Peloponnese Coast and Mountain Walking

NZ$2660

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Greece

Walking on Kythnos Island - Premium

NZ$2770


4.6 (7 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

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Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

NZ$2795


4.5 (6 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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France : Alsace

Villages & Vineyards of Alsace

NZ$2815


4.4 (7 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

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Norway

Walking in Balestrand

NZ$2950


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

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Montenegro

Highlights of Southern Montenegro Walk

NZ$2970


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Spain : The Canary Islands

Walking in El Hierro

NZ$2990


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 2+

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France : The Pyrenees

Walking the Best of the High Pyrenees

NZ$3015


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Greece

Walking the Wonders of Crete

NZ$3035

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Austria : Salzburg

Salzkammergut Lakes Walk - Short Stay

NZ$3080

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

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Spain : The Canary Islands

Walking in Gran Canaria and La Palma

NZ$3170

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1 to 2+

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Switzerland : Valais

Walk in the Home of the Matterhorn

NZ$3235


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

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Switzerland : Valais

Walking the Valais Matterhorn Region - Premium

NZ$3255


5.0 (2 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2+ & 3

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France : Mont Blanc

Walking Tour du Mont Blanc

NZ$3300

 
 

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

NZ$3320

 
 

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Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

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Austria : Salzburg

Salzkammergut Lakes Walk

NZ$3320


4.3 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

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United Kingdom : Wales

Walking Offa's Dyke Path (North)

NZ$3410

 
 

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Portugal : The Algarve

Walking the Algarve's South West

NZ$3540


4.8 (32 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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France : Mont Blanc

Walking Tour du Mont Blanc - Premium

NZ$3675


4.8 (4 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 3
Stretching

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Portugal : The Azores

Island Hopping in the Azores

NZ$4005


4.3 (3 reviews)

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Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

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Italy : Piedmont

Walking the Wine Villages of Piedmont

NZ$4510


4.5 (4 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

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United Kingdom : The Cotswolds

The Cotswold Way Walk

NZ$4640


3.7 (3 reviews)

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Northumberland

Walking from Coast to Coast

NZ$4730


5.0 (1 reviews)

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

Iceland

Walking Iceland's Diamond Circle

NZ$4840

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

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United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

NZ$5325

 
 

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Canada

Walking Canada’s Sunshine Coast

NZ$5390


4.7 (3 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

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Japan

Shikoku Pilgrimage Trail

NZ$6665

 
 

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Japan

Walk the Kumano Kodo

NZ$7170


5.0 (3 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Walk the Nakasendo Trail

NZ$7260

 
 

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Germany : Bavaria

Walking in Southern Bavaria

NZ$1255


4.7 (52 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 & 2

Printed route
directions

Canada : Sunshine Coast

Walk & Paddle Canada’s Sunshine Coast

NZ$5740

NEW FOR 2025

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

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Austria : Salzburg

Austrian Lakes Activities

NZ$2375


4.8 (68 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

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Spain : Galicia

Walking the Camino de Santiago

NZ$3850


4.6 (43 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Catalonia

Catalonia Activities

NZ$1850


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

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France : The Loire

Multi Activity in the Loire

NZ$2110

 
 

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Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Italy : Umbria

Walking on the Francigena Way

NZ$2375


4.6 (11 reviews)

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Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Spain : Galicia

Highlights of the Camino de Santiago Walk

NZ$2440


4.9 (16 reviews)

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Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Spain : Galicia

Walking across the Pyrenees on the Camino Frances

NZ$2465


4.8 (4 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Ireland

Walking and Cycling the Wild Atlantic Way

NZ$2595

 
 

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

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France : The Dordogne

Dordogne Activities

NZ$2840


4.8 (31 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

NZ$2880


5.0 (6 reviews)

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Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

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.