Isle of Wight Coastal Path Walking Holidays
Chalk cliff landscapes, beaches and a relaxing pace of life make the Isle of Wight a perfect walking holiday for singles, groups and families. The Isle of Wight Coastal Path is approximately 70 miles (112 km) and a pleasant walking experience, whether you are a seasoned walker or new to long distance hiking.

- Nights
- 4 to 8 Nights
- Distance
- 33 to 80 miles
- Location
- Southern England
- Difficulty
- Moderate – Challenging
- Season
- Mar to Oct
- Price from
- £530
Highlights
Relaxed Walking Holiday through England in Miniature
- Fine weather conditions for walking all year round
- Extensive views over the coast from the chalk cliffs at Culver Down
- Visit the grand former residence of Queen Victoria - Osborne House
- Relax in the cosy country pubs and seaside towns dotted along the route
- Picturesque gardens and wooded tracks bring variety to this coastal walk
- The island holds designated nature reserves for its population of rare and endangered wildlife
Walking Isle of Wight Coastal Path
Your walking holiday takes in the Tennyson Heritage Coast from St Lawrence to Freshwater, along the island’s southern coastline. Admire the coloured sandstone cliffs at Alum Bay, explore the famous Needles and see the towering chalk cliffs at Freshwater Bay.
On your walking holiday you experience the invigorating air, quality of light and enchanting scenery of an island that has drawn in artists and poets, writers and scientists alike. Stretches of designated “Heritage Coast” cover nearly half the island’s 60 mile (97 km) coastline – a designation only applied to coastlines whose fine qualities preserve the natural wildlife.
Sections of the walk will appeal to birdwatchers, with a combination of marshland, mud-flats and sands attracting a wide variety of species. Yarmouth Castle, Osbourne House (Queen Victoria’s country retreat), Tennyson's monument, castles, abbeys, churches, yellow sandy beaches and even wine-tasting are all to be enjoyed on this fascinating walk.

Walking the Isle of Wight is generally easy-going,
With mainly mild ascents and occasional steeper ones. The Northern sections of the path tend to stray from the coast more than the others, but this is fairly infrequent as the rest of the path is predominantly coastal.
Our team would be delighted to talk to you about an itinerary for a walking holiday on the Isle of Wight.
Celtic Trails has 26 years’ experience providing tailored, quality itineraries for walkers who appreciate good service, comfort and organisation.

Path Walkthrough
The first two days of walking from Ryde via Cowes to Yarmouth, are considerably more inland than coastal. However, the easy-going walks along cliffs and gardens are pleasant walks in themselves, and the exception in comparison with the other sections. The route to Brighstone leads you through more secluded rural areas, and is one of the more challenging of the sections as the route descends and climbs back up to a balcony path with views over the Back of the Wight.
Leaving Brighstone, the path skirts cliff edges before descending to the sands and Victorian promenade of Sandown and Shanklin. The walk is mainly flat and not too taxing, apart from several short and steep ascents such as 'Devils Chimney' just outside of Ventnor. The final section to Ryde is almost entirely coastal and shouldn’t present any difficulty as you enter Ryde through Priory Wood.
Please note that recent damage and landslips along the coastal path mean you may encounter temporary diversions during this walk. These routes may change throughout the season as sections are repaired or redirected. All diversions should be clearly signposted.

Choose Your Walk
Our Isle of Wight Itineraries
Cowes to Cowes
78 miles (125.52852 km)From £1,015 Per Person
From £905 Per Person
From £895 Per Person
Cowes to Brighstone
33 miles (53.10822 km)From £530 Per Person
Key Information
- Good standard accommodation at a mixture of guesthouses, farmhouses, local inns and B&Bs with en-suite or private facilities wherever possible
- Breakfast
- Luggage transfers
- Personal transfer between accommodation and path that form a part of our standard package
- Route planning
- Walk pack including Trail Guide and mapping, itinerary, accommodation directions and route notes, lunch and dinner information, restaurant recommendations and holiday planning details
Customise your trip
If you wish to upgrade your overnight accommodation on occasion, we will be happy to arrange this wherever availability allows – prices to be advised. Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs. Call one of our helpful team on
- Telephone
- +44 (0)1291 689 774
Media Gallery
Customise your trip
If you wish to upgrade your overnight accommodation on occasion, we will be happy to arrange this wherever availability allows – prices to be advised. Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs. Call one of our helpful team on
- Telephone
- +44 (0)1291 689 774
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