Walking Holidays.

All our trails are graded to help you choose a walk that is suited to you. The gradings are objective and representative of walks taken by the average person of average fitness.

Leisurely
Shorter distances typically between 6 & 9 miles a day with limited ascents / descents.

Medium
Slightly longer distances typically between 9 & 14 miles with limited ascents / descents with occasionally longer days.

Challenging
Long distances between 14 & 20 miles and long days with daily ascents / descents over 500m.

Single supplement: add £25 per night.

Rest day on route: £50 per person per night.

Discount of 5% on groups of 4 or more.

Celebrations

Group holidays

Dog friendly holidays

The Solent from Hampstead

Walking holidays on the Isle of Wight

Our Isle of Wight Self-Guided walking holidays are for those who like to walk independently, staying at a different place along the trail each night. Starting and finish on any date of your choosing, walk at your own pace, guided by our detailed route notes and maps, and enjoy the sense of freedom travelling on foot through peaceful landscapes, your senses re-awakened by the scenery and sounds of the countryside around you.  As you enjoy your holiday we transport your luggage, you travel light and in complete freedom, allowing you the time to discover the Isle of Wight's many hidden charms.

Distances are in miles. Click on headings to order by different criteria.

  Trail name Nights Days Distance Difficulty Price
Coastal Path
Coastal Path
WWCP4
more details
4 5 30 Medium 340
Coastal Path
Coastal Path
WWCP5
more details
5 6 69 Challenging 400
Coastal Path
Coastal Path
WWCP6
more details
6 7 69 Medium 480
Walking Holiday Coastal Path
Walking Holiday Coastal Path
WWCP7
more details
7 8 69 Medium 560
Coastal Path
Coastal Path
WWCP8
more details
8 9 69 Medium 650
Creeks to Coombes
Creeks to Coombes
WWCC6
more details
6 7 45 Leisurely 470
3 Day Short Break
3 Day Short Break
WWCP3
more details
3 4 21 Medium 255
Red Squirrel Trail
Red Squirrel Trail
WWRST4
more details
4 5 45 Medium 330
Source to Sea
Source to Sea
WWSTS4
more details
4 5 29 Medium 345
Ultimate Challenge
Ultimate Challenge
WWUC9
more details
9 10 115 Challenging 725
Wight Wanders - 22 Broadfields Avenue - Cowes - Isle of Wight - PO31 7UD
Tel: +44 (0) 1983 281662 - Email: info@wight-walks.co.uk