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Showing 23 out of 305 trips

United Kingdom : Devon

The English Riviera & Dart Valley Walk

CA$1170


5.0 (1 reviews)

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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United Kingdom : The Channel Islands

Walking in Guernsey and Sark

CA$1190

NEW FOR 2026

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey Premium

CA$1625

NEW FOR 2026

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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United Kingdom : Scotland

Walking St Cuthbert's Way

CA$2330


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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United Kingdom : Scotland

Walking the Rob Roy Way

CA$2730

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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United Kingdom : Scotland

Walking the West Highland Way

CA$2730


4.3 (4 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

CA$3110


4.0 (1 reviews)

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Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

CA$1605


4.8 (31 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Cornwall

Walking the Lizard Peninsula

CA$1985


4.3 (3 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

CA$2350


4.8 (37 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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United Kingdom : The Cotswolds

Best of the Cotswolds Walk

CA$3715


4.7 (15 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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United Kingdom : Devon

Walking Devon's Coastal Highlights

CA$1320


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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United Kingdom : Northern Ireland

Walking the Antrim Way

CA$1890

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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United Kingdom : Devon

Walking South Devon's Coastal Path

CA$2100


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Wales

Highlights of the Gower Peninsula Walk

CA$2195


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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United Kingdom : Wales

Walk the Welsh Highland Railway

CA$2330


3.8 (4 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Cornwall

Walking the Western Tip of Cornwall

CA$2460


4.9 (18 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

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United Kingdom

Walking in Jersey, Guernsey and Sark

CA$2480


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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United Kingdom : Wales

Walking Offa's Dyke Path (South)

CA$2670

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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United Kingdom : Wales

Walking Offa's Dyke Path (North)

CA$3300

 
 

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

CA$3355


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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United Kingdom : Northumberland

Walking from Coast to Coast

CA$4570


5.0 (1 reviews)

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

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United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

CA$5215

 
 

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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.