OUR TOP WALKING HOLIDAYS

Showing 21 out of 337 trips

Walking is one of best ways to travel. You have got time to slow down and drink it all in: the fresh air, the scent of a wildflower on the breeze, the tinkle of a cow bell in the distance. A good walk should be about relaxation, getting away from the stresses of everyday life - and that's exactly the secret to what makes our most popular walking holidays such firm favourites.

There's such a wealth of variety of scenery on offer - with breezy coastal routes, rolling agricultural hills, or dramatic mountainous panoramas, there's no shortage of stunning viewpoints and vistas to discover on foot. We've hunted down the very best of each region to reveal to you what makes them so special, from the perfect places to stay to the hidden gems that make your holiday unforgettable.

Enjoy our selection of favourite walking holidays.

Italy : Sicily

Walking the Highlights of Western Sicily

$1700

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
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Italy : The Bay of Naples

The Amalfi Coast Walk

$3215


4.8 (87 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Gozo

Walking on Gozo - Calypso's Isle

$1325


4.6 (141 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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Italy : Veneto

Walking in the Venetian Hills

$1475


4.7 (88 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : Madeira

Marvels of Madeira Walk

$2030


4.7 (119 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : The Dolomites

Walks in The Italian Dolomites

$2180


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

$1175


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking the Lizard Peninsula

$1355


4.0 (2 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Catalan Classic Walk

$1430


4.7 (78 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Austria : Salzburg

Walking in Austria's Lake District

$1550


4.8 (18 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

$1580

 
 

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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.

$1760


4.8 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Portugal : The Algarve

Walk the Algarve's Wild West

$1775


4.8 (86 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

$1850


4.7 (29 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Andalucia

White Villages of Andalucia Walk

$2000


4.9 (134 reviews)

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Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

$2150


4.8 (134 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

$2300


4.8 (32 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

$2570


4.8 (13 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

$2630


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

$3065


4.9 (91 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Galicia

Walking the Camino de Santiago

$2825


4.6 (43 reviews)

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Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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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.