Looking to escape on a spontaneous adventure this August or September? Headwater's last-minute holidays feature a curated collection of self-guided walking trips, ready for immediate booking. Each itinerary is designed to immerse you in stunning landscapes and local culture, with hand-picked accommodations, detailed route notes, and hassle-free luggage transfers. Don’t miss your chance to set off on an unforgettable journey before the season ends.

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Call our friendly team today — we’re here to answer your questions, share expert advice, and help you find the adventure that’s right for you.

 

United Kingdom : The Channel Islands

Walking in Jersey Premium

NZ$1605

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
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Portugal : The Azores

Walking the Green Island of the Azores

NZ$1980


5.0 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Spain : Andalucia

Walking in Sierra de Aracena

NZ$2090


4.8 (15 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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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
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Germany : Saxon Switzerland

Walking in the Elbe Sandstone Mountains

NZ$2660

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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France : Brittany

St. Malo to Mont-Saint-Michel Cycling

NZ$2860

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

NZ$3390


4.0 (1 reviews)

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Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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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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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

NZ$4380

NEW FOR 2025

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

NZ$5765

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$6510

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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Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

NZ$7170

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Italy : Sicily

Walking the Highlights of Western Sicily

NZ$2485

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Italy : Veneto

Walking in the Venetian Hills

NZ$2400


4.7 (90 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Italy : The Dolomites

Walking the Dolomites of Alta Badia

NZ$3520


4.8 (26 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
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Switzerland : Valais

Walking in Val D'Anniviers

NZ$3630


4.5 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Austria : The Danube

Cycling from Vienna to Budapest

NZ$2465


4.6 (65 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

NZ$2485


4.8 (153 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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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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Austria : Salzburg

Austrian Lakes Activities

NZ$2860


4.8 (69 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Portugal : Mainland Portugal

Porto Coastal Cycling

NZ$3410


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Spain : Andalucia

Hidden Valleys of Cordoba Walk

NZ$1255


4.8 (55 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

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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Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

NZ$1670


5.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Spain : Andalucia

Walking the White Villages of the Alpujarras

NZ$1825


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
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Romania : Transylvania

Transylvanian Castles Walk

NZ$1935


4.9 (20 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Switzerland : The Bernese Oberland

Walking in Kandersteg - Short Break

NZ$2025


4.9 (12 reviews)

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Self-guided walking

5 nights,
single centre

Level: 2
Moderate

Headwater
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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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Czechia

Walking through Bohemia

NZ$2310


4.9 (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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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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France : The Loire

Multi Activity in the Loire

NZ$2330


5.0 (2 reviews)

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Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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France : The Loire

Cycling The UNESCO Loire Valley

NZ$2355


5.0 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Austria : The Tyrol

Alpine Walks in the Stubai Valley

NZ$2355


4.7 (12 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Wales

Highlights of the Gower Peninsula Walk

NZ$2440


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Austria : Salzburg

Walking the Tyrolean Mountains

NZ$2485


4.7 (3 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Campania

Coastal Cilento Walk

NZ$2485


4.9 (8 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Switzerland : Davos

Walk the Crossroads of Five Passes

NZ$2530


4.9 (8 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

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Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

NZ$2550


5.0 (1 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

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Bosnia

Walking the Olympic Mountains of Bosnia

NZ$2620

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Normandy

D-Day Beaches Of Normandy Cycling

NZ$2640


4.6 (7 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

NZ$2685


4.4 (16 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

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France : Normandy

Normandy Walk from Deauville to Bayeux

NZ$2685


4.7 (6 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

NZ$2815


4.4 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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United Kingdom : Norfolk

Highlights of Norfolk Cycling

NZ$2840


4.4 (11 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

NZ$2905


4.8 (5 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Canoeing on the Loire

NZ$2925


4.0 (1 reviews)

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5 nights,
hotel-to-hotel

Navigation App



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France : Burgundy

Cycling the Vineyards From Beaune to Macon

NZ$2925


4.8 (6 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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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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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

Printed route
directions

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United Kingdom : Wales

Walking Offa's Dyke Path (South)

NZ$2970

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire

NZ$3015


4.5 (12 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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France : The French Riviera

The French Riviera Golden Islands

NZ$3035

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

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France : Normandy

Paris to the Sea Along the Seine River

NZ$3740

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

NZ$3785


4.8 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Portugal : Mainland Portugal

Porto to Coimbra Cycling

NZ$4025


4.8 (56 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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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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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.

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