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

£729

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

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Portugal : The Azores

Walking the Green Island of the Azores

£899


5.0 (3 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

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Spain : Andalucia

Walking in Sierra de Aracena

£949


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

£1019


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

£1209

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

£1299

 
 

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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

£1539


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

£1839

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

£1989

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

£2619

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

£2959

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

£3259

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

£1129

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

£1089


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

£1599


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

£1649


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

£1119


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

£1129


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

£1289


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

£1299


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

£1549


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

£569


4.8 (55 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Portugal : Mainland Portugal

Walking the Green Coast of Minho

£589


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

£759


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

£829


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

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Romania : Transylvania

Transylvanian Castles Walk

£879


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

£919


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

£959

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Czechia

Walking through Bohemia

£1049


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

£1049


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

£1059


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

£1069


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

£1069


4.7 (12 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 Gower Peninsula Walk

£1109


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

£1129


4.7 (3 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
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Italy : Campania

Coastal Cilento Walk

£1129


4.9 (8 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Switzerland : Davos

Walk the Crossroads of Five Passes

£1149


4.9 (8 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
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Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

£1159


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

£1189

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

£1199


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

£1219


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

£1219


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

£1279


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

£1289


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

£1319


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

£1329


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

£1329


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

£1349


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

£1349

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)

£1349

 
 

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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

£1369


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

£1379

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

£1699

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

£1719


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

£1829


4.8 (56 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Denmark

Nordic Cities by Rail

£1829

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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