Holidays for Single & Solo Travellers

Showing 192 out of 329 trips

For solo travellers looking to get out, active and meet new friends on their holiday, Headwater holidays are perfect. The following holidays in various locations all over the World have been especially selected as being ideal for single travellers and take place in groups of varying sizes. And as with all Headwater holidays, each one is packed with activities and interest.

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Malta + Gozo

Highlights of Secrets of Malta Walking

NZ$1340


4.5 (2 reviews)

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Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Devon

The English Riviera & Dart Valley Walk

NZ$1450

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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Slovenia

Lake Bled and Lake Bohinj Walk

NZ$1715


4.5 (21 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+ & 2

Printed route
directions

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Portugal : The Azores

Walking the Green Island of the Azores

NZ$1850


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Malta + Gozo

Discovering the Maltese Islands

NZ$1850


4.1 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking the trails of Tenerife

NZ$1935


4.5 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

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Spain : Andalucia

Walking in Sierra de Aracena

NZ$2090


4.8 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Spain : Asturias

Majestic Mountains of the Picos de Europa

NZ$2180


4.8 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Austria : The Tyrol

Walking the KitzbΓΌhel Alps Trail

NZ$2220

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Denmark

Cycling from Copenhagen

NZ$2245


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

NZ$2310


4.7 (40 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Umbria

Undiscovered Villages of Umbria Walk

NZ$2355


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

NZ$2510

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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Italy : Puglia

Journey through Puglia to Matera

NZ$2530


4.8 (9 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

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Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

NZ$2620


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 2+

Headwater
Navigation App

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Italy : Umbria

The Wine Trails of Umbria Cycling

NZ$2705


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : Alsace

St Malo to Mont St Michel Cycling

NZ$2750

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Croatia

Dalmatian Islands Walk

NZ$2950


4.9 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

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Spain : The Canary Islands

Walking across La Gomera

NZ$2950

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 : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

NZ$3015


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

NZ$3060


4.5 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Holland

Cycling the Highlights of Holland

NZ$3190


5.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Belgium

Cycling from Bruges to Amsterdam

NZ$3345


4.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : Mainland Portugal

Cycling in the Douro Valley

NZ$3345

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

NZ$3585


4.6 (11 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

NZ$3785

NEW FOR 2025

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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

NZ$4050

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

NZ$4290

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

NZ$5455

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Norway

Cycling the Norwegian Archipelago South of Bergen

NZ$6180

NEW FOR 2025

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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France : The Loire

Chateaux Of The Loire Walk

NZ$2990


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

NZ$2795


4.7 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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Italy : The Bay of Naples

Paths of the Amalfi Coast

NZ$1825


4.6 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Veneto

Heart of Veneto Cycling

NZ$2290


4.8 (72 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Italy : Veneto

Bolzano, Verona & Venice Ride

NZ$2465


4.7 (18 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

NZ$2575


4.7 (52 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Italy : Sicily

Secrets of Sicily Cycling

NZ$2770


4.6 (22 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Italy : Veneto

Venetian Villas and Vineyards Cycling

NZ$2905


4.7 (57 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Italy : The Dolomites

Walks in The Italian Dolomites

NZ$2990


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Switzerland : The Bernese Oberland

Walking the Bernese Highlights West

NZ$3125


4.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 4
Challenging

Navigation App

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Switzerland : The Bernese Oberland

Walking the Bernese Highlights East

NZ$3410


5.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Italy : The Dolomites

Walking the Dolomites of Alta Badia

NZ$3475


4.8 (23 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Italy : Sicily

Cycling through Baroque Sicily

NZ$3500


4.4 (20 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Switzerland : Davos

Walking in Val D'Anniviers

NZ$3630


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

NZ$1540


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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United Kingdom : Lake District

Literary Walking in the Lake District

NZ$2180


4.8 (32 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Ireland

Walking the Kerry Way and Killarney N.P.

NZ$2510


4.8 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Dordogne

Dordogne Valleys & Villages Cycling

NZ$2575


4.7 (42 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : The Dordogne

Dordogne River Walk

NZ$2640


4.7 (29 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Wales

Highlights of the Pembrokeshire Coast

NZ$2840


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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Spain : Andalucia

White Villages of Andalucia Walk

NZ$2860


4.9 (136 reviews)

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Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

NZ$2950


4.7 (28 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain

Cycling in Andalucia: Seville to Cadiz

NZ$3190


4.4 (14 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

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Italy : Puglia

Contrasts of Puglia Cycling

NZ$3235


4.6 (123 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : Lake Constance

Lake Constance Cycling

NZ$3280


4.7 (88 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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United Kingdom : The Cotswolds

Best of the Cotswolds Walk

NZ$3850


4.8 (13 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Norway

Cross-country skiing at Venabu

NZ$4225


4.8 (293 reviews)

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Winter snow holiday

7 nights,
single centre



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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

NZ$4490


4.8 (88 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Portugal : Mainland Portugal

Walking the Green Coast of Minho

NZ$1300


4.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Germany : Bavaria

Short Break in the Altmuhltal Nature Park

NZ$1450


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Burgundy

Cycling in Beaune Vineyards

NZ$1585


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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Cyprus

Walking the Akamas Peninsula

NZ$1670


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

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Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

NZ$1670


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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United Kingdom : Devon

Walking Devon's Coastal Highlights

NZ$1695


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Malta + Gozo : Malta

Secrets of Malta Walking

NZ$1740


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : Asturias

Highlights of the Picos de Europa

NZ$1805


4.3 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

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Greece

Walking on Kythnos Island

NZ$1825


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Spain : Andalucia

Walking the White Villages of the Alpujarras

NZ$1825


4.5 (6 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

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Holland

Cycling from Amsterdam

NZ$1850

NEW FOR 2025

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Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

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Italy : Liguria

Walking in the Cinque Terre and Portofino

NZ$1850


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

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Spain : Catalonia

Catalonia Activities

NZ$1890


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Cyprus

Contrasts of Cyprus Walking

NZ$1890


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

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France : Champagne

Cycling the Vineyards of Champagne

NZ$1935

 
 

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Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

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Ireland

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

NZ$1935


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Romania : Transylvania

Transylvanian Castles Walk

NZ$1935


5.0 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Germany : Bavaria

Walking in the Altmuhltal Nature Park

NZ$2000


4.0 (1 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Chateaux Of The Loire Walk - Short Break

NZ$2025

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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United Kingdom : Devon

Contrasts of Devon Walking

NZ$2025


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP
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Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

NZ$2025


3.3 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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France : Burgundy

Tour de France - Burgundy

NZ$2045

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 : Alsace

Villages & Vineyards of Alsace- Short Break

NZ$2070


5.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

NZ$2070


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Slovakia

Walking the Tatra Mountains in Slovakia

NZ$2110

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Austria : The Danube

Walking the Wachau Heritage Trail

NZ$2155


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

NZ$2200

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Burgundy

Classic Burgundy Cycling

NZ$2220


4.0 (1 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP
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France : Normandy

Normandy Walk from Deauville to Bayeux

NZ$2245


4.8 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP
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Greece

Walking on Kythnos Island - Premium

NZ$2265


4.6 (7 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Austria : The Tyrol

Self guided cross-country skiing at Leutasch

NZ$2290


4.5 (13 reviews)

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Winter snow holiday

7 nights,
single centre

Printed route
directions

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France : Burgundy

Walking in Burgundy's Vineyards - Short Break

NZ$2290

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Austria : The Danube

Cycling along the Danube from Passau to Vienna

NZ$2310


4.9 (20 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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United Kingdom : Wales

North Pembrokeshire Coast Walk

NZ$2310

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

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Germany : Bavaria

Walking the Black Forest to Lake Constance

NZ$2310

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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United Kingdom : Devon

Walking South Devon's Coastal Path

NZ$2310


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Sweden : sweden

Cycling from Stockholm

NZ$2330

 
 

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Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire - Short Break

NZ$2355


4.8 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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France : The Loire

Cycling The UNESCO Loire Valley

NZ$2355


5.0 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Austria : The Tyrol

Alpine Walks in the Stubai Valley

NZ$2355


4.6 (11 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Italy : The Dolomites

Cross country skiing in the Dolomites

NZ$2400

NEW FOR 2025

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Winter snow holiday

7 nights,
single centre



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Austria : The Tyrol

Walking the Tyrolean Mountains

NZ$2400


5.0 (1 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
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Italy : Veneto

Adriatic Coast - Venice to Porec Ride

NZ$2420

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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France : Alsace

Cycling the Wine Route of Alsace

NZ$2485


4.8 (9 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Italy : Campania

Coastal Cilento Walk

NZ$2485


4.8 (6 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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France : Champagne

Cycle The Wine Route of Champagne

NZ$2530

 
 

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Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

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United Kingdom : Wales

Walk the Welsh Highland Railway

NZ$2530


3.7 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Switzerland : Davos

Walk the Crossroads of Five Passes

NZ$2530


4.8 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Austria : Lake Constance

Highlights of Lake Constance by bike

NZ$2550


4.9 (27 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

NZ$2550


4.6 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

NZ$2620


4.8 (4 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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France : Normandy

D-Day Beaches Of Normandy Cycling

NZ$2640


4.5 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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ο„„
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Portugal : Mainland Portugal

Tour the Treasures of Portugal

NZ$2640


4.7 (3 reviews)

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Self-guided cultural tour

7 nights,
twin centre



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Spain : Andalucia

Three Cities of Andalucia

NZ$2640


4.8 (6 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel



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Italy : Tuscany

Wine & Walk in Chianti

NZ$2660


4.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Italy : Umbria

Walking on the Francigena Way

NZ$2685


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

Walking across the Pyrenees on the Camino Frances

NZ$2685


4.8 (4 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Spain : The Canary Islands

Highlights of El Hierro Walk

NZ$2705


4.9 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

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ο„„
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France : Burgundy

Cycling The Grand Crus of Burgundy

NZ$2750


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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ο„„
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France : The Loire

Tour de France - Loire

NZ$2815

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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ο„„
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Ireland

Walking and Cycling the Wild Atlantic Way

NZ$2815

 
 

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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France : Burgundy

Walking in Burgundy's Vineyards

NZ$2815


4.7 (7 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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France : Bordeaux

Cycling The Grand Crus of Bordeaux

NZ$2840


4.5 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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France : The Loire

Cycling The UNESCO Loire Valley - Deluxe

NZ$2860


4.3 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Spain : The Canary Islands

Walking in El Hierro

NZ$2860


4.5 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
Navigation App

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Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

NZ$2880


4.5 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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ο„„
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France : Burgundy

Cycling the Vineyards From Beaune to Macon

NZ$2925


4.8 (5 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Ireland

Unspoilt Ring of Kerry Cycling

NZ$2925


4.4 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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ο„„
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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

NZ$2950


4.7 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Belgium

Cycling from Brussels to Bruges

NZ$2970


4.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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Germany : The Moselle

Meandering the Moselle Cycle Path

NZ$2970

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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ο„„
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France : The Loire

Cycling The Chateaux Of The Loire

NZ$3015


4.5 (10 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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France : Alsace

Villages & Vineyards of Alsace

NZ$3035


4.4 (7 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : Canal du Midi

Tour de France - Canal du Midi

NZ$3060

NEW FOR 2025

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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ο„„
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Sweden : sweden

Cycling Stockholm's Archipelago

NZ$3060


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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ο„„
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Norway : Gudbrandsdalen

Cross Country Skiing at Rondane National Park

NZ$3080

NEW FOR 2025

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Winter snow holiday

5 nights,
single centre



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Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

NZ$3100

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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France : Alsace

Cycling the Scenic Rhine: Strasbourg to Mainz

NZ$3125

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

NZ$3210


4.9 (9 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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ο„„
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Portugal : Mainland Portugal

Portugal Coastal Way to Santiago

NZ$3235


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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Spain : Extremadura

Cycling Central Spain in Style

NZ$3280

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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ο„„
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France : Atlantic Coast

Tour de France - Atlantic Coast

NZ$3300

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

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ο„„
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Holland

Cycling from Amsterdam to Brussels

NZ$3345


5.0 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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Italy : Sardinia

Undiscovered Sardinia Cycling

NZ$3410


4.7 (19 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Italy : Emilia Romagna

Emilia Romagna: Bologna to Parma Cycling

NZ$3475


4.7 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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ο„„
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Italy : Sicily

Sicily: Vino & Volcanoes

NZ$3540


5.0 (1 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

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ο„„
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Norway

Walking in Balestrand

NZ$3610


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

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ο„„
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Cape Verde

Cape Verde's Northern Islands - With Private Guide

NZ$3740


4.9 (7 reviews)

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Private guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

NZ$3785


4.8 (4 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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ο„„
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Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

NZ$3805


4.8 (5 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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ο„„
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France : Provence

Provence Velo Vin Voyage

NZ$3805


4.0 (1 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel



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United Kingdom : The Cotswolds

The Cotswold Way Walk

NZ$3915


3.7 (3 reviews)

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Sweden : sweden

Stockholm to Copenhagen Cycling

NZ$3980


4.3 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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ο„„
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Denmark

Nordic Cities by Rail

NZ$4025

NEW FOR 2025

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Self-guided cultural tour

9 nights,
hotel-to-hotel



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Portugal : The Azores

Island Hopping in the Azores

NZ$4465


4.3 (3 reviews)

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Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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ο„„
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Norway : Gudbrandsdalen

Guided Walking in Venabu

NZ$4840


4.8 (15 reviews)

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Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

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USA : Maine

Cycling Maine's Coast & National Park

NZ$6865

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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ο„„
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Japan

Shikoku Pilgrimage Trail

NZ$6885


5.0 (1 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

VIEW TRIP
ο„„
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China

Walking the Charms of China - With Private Guide

NZ$7370

 
 

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Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Japan

Walk the Kumano Kodo

NZ$7390


5.0 (4 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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ο„„
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Japan

Walk the Nakasendo Trail

NZ$7480

 
 

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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ο„„
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Japan

Japan: Hiroshima & Island Hopping

NZ$7700

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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ο„„
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Faroe Islands

Walking the Faroe Islands - With Private Guide

NZ$8120

NEW FOR 2025

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Private guided walking

7 nights,
single centre

Level: 2+
Moderate plus

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ο„„
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Peru

Walking Machu Picchu - With Private Guide

NZ$9350

NEW FOR 2025

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Private guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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ο„„
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France

Tour de France

NZ$11570

NEW FOR 2025

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Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

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ο„„
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Morocco

Atlas Panorama

NZ$1430

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Cyprus

Walking in North Cyprus

NZ$1980


4.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

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ο„„
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Albania

Highlights of Albania

NZ$2640

 
 

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Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Greece

Mountains & Villages of Evia

NZ$2860


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

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Italy : The Bay of Naples

Walking the Amalfi Coast

NZ$2970


4.7 (10 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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ο„„
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Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

NZ$3080


4.8 (5 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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ο„„
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Egypt

Ancient Egypt & Nile Cruise

NZ$3080

 
 

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Guided group walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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ο„„
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Spain : Mallorca

Walking in Mallorca

NZ$3190


5.0 (6 reviews)

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Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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ο„„
ο„…

Greece

Walking on the Greek Islands

NZ$3300

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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ο„„
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Italy : Sardinia

Walking in Sardinia

NZ$3300


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

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ο„„
ο„…

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

NZ$3620

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Italy : The Dolomites

Classic Dolomites - Premium

NZ$3630


5.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

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ο„„
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Estonia

Discover the Baltics

NZ$3630

 
 

VIEW TRIP

Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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ο„„
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France : The French Riviera

Walks & Gardens of the French Riviera

NZ$3850


5.0 (3 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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ο„„
ο„…

Croatia

Cycling Croatia's Dalmatian Coast

NZ$3950

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP
ο„„
ο„…

Portugal : The Azores

Walking in the Azores

NZ$4730

 
 

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Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

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ο„„
ο„…

Sri Lanka

Walking Trails of Sri Lanka

NZ$5060

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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ο„„
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Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

NZ$5280


4.5 (2 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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South Africa

Cycling the Cape & Winelands

NZ$5370

 
 

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Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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South Africa

South Africa: Walking & Wildlife

NZ$5565

 
 

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Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Peru

The Inca Trail in Comfort

NZ$5720

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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Costa Rica

Discover Costa Rica

NZ$6225

 
 

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Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Iceland

Iceland Explorer

NZ$6930

 
 

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Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Costa Rica

Costa Rica's Coastal Secrets

NZ$8030

 
 

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Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Thailand

Cycle Indochina & Angkor - Premium Adventure

NZ$8690

 
 

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Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Nepal

Annapurna Trails & Chitwan - Premium Adventure

NZ$9680

 
 

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Guided group walking

12 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Peru

Peru Explorer

NZ$10340

 
 

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Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Japan

Japan's Kumano Kodo

NZ$12650

 
 

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Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Kenya

Kenya Photographic Safari with Paul Goldstein - Premium Adventure

NZ$14035

 
 

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Guided group walking

6 nights,
single centre

Level: 3
Stretching

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.