Trail Gradings
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.
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.
Pricing information
Single supplement: add £25 per night.
Rest day on route: £60 per person per night.
Discount of 5% on groups of 4 or more.
Rest day on route: £60 per person per night.
Discount of 5% on groups of 4 or more.
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 | |||
 | 3 Day Short Break WWCP3 more details | 3 | 4 | 21 | Medium | £340 | ||
| Coastal Path (5 Days) WWCP4 more details | 4 | 5 | 30 | Medium | £455 | ||
| Source to Sea WWSTS4 more details | 4 | 5 | 29 | Medium | £455 | ||
| Red Squirrel Trail WWRST4 more details | 4 | 5 | 45 | Medium | £455 | ||
| Coastal Path (6 Days) WWCP5 more details | 5 | 6 | 69 | Challenging | £565 | ||
| Creeks to Coombes WWCC6 more details | 6 | 7 | 45 | Leisurely | £680 | ||
| Coastal Path (7 Days) WWCP6 more details | 6 | 7 | 69 | Medium | £680 | ||
| Coastal Path (8 Days) WWCP7 more details | 7 | 8 | 69 | Medium | £790 | ||
| Coastal Path (9 days) WWCP8 more details | 8 | 9 | 69 | Medium | £905 | ||
| Ultimate Challenge WWUC9 more details | 9 | 10 | 115 | Challenging | £1020 |