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With over 500 miles of footpaths to explore, the Isle of Wight is a haven for adventurers. 

Did you know that over 50% of the Island is classified as “Natural Landscape” due to its outstanding beauty? And that the Isle of Wight is one of only seven places in the UK to have UNESCO Biosphere Status thanks to our unspoiled landscape and thriving wildlife. 

For all these reasons and more, the Isle of Wight is a popular destination for keen walkers and nature enthusiasts, and even boasts its very own Walking Festival alongside the annual Walk the Wight charity challenge.

A coming together of likeminded people in the great outdoors, The Isle of Wight Walking Festival is an integral part of the Island’s event calendar. In 2024 the Walking Festival celebrates its 25th birthday, remaining just as popular with visitors and locals alike after so many years – in fact it just gets bigger!

There are now two weeklong events held in Spring and Autumn each year, and with over 60 walks from as part of each event, the Isle of Wight Walking Festival is one of the largest in the UK – winning three “Best Event” awards in 2023. 

Each walk as part of the Walking Festival programme, is planned and hosted by a volunteer Walk Leader, a local person with a passion for walking, wildlife, history, and the Isle of Wight. Your walk leader carefully plans their route, guiding you on their favourite trails through the beautiful Island landscape, taking you to their favourite viewpoints and landmarks and sharing their knowledge and interests along the way. 

Most walks are free to take part, sometimes with a small donation to a cause of the Walk Leaders choice. There are flat walks, beach walks, circular walks, themed walks, hilly walks, walks with talks, walks with pitstops, and walks that finish at the pub! Whatever you fancy, there’s a walk for you. 

Whether you’re a gentle stroller, a dedicated rambler or a hardcore hiker, the Isle of Wight Walking Festival offers a unique opportunity to explore the Island, guided by those who know it best along trails to suite every interest, age, and mobility.

There really is no better way to discover the Isle of Wight than on foot, as you explore miles of unspoiled and unique countryside. Meander through charming woodland, march across golden sand dunes, admire idyllic coastline from clifftops and be rewarded with spectacular views around every corner. 


Combley Great Wood Walk
2.4 miles | 1hr 30mins


Based down the road from the Isle of Wight Steam Railway in Havenstreet, the Combley Great Wood walk takes you on footpaths and bridleways through this stunning woodland location. There are many permitted paths within the woods and you are allowed to explore.

Freshwater - Tennyson
7.8 miles | 4 hours


The Freshwater Bay to the Needles circular route is the perfect hike for ramblers looking for a challenge.

The Needles chalk stack is one of the most photogenic and iconic landmarks on the Isle of Wight that walkers won’t want to miss. These tall, jagged rocks mark the very western tip of the Island and can be spotted emerging from the rolling hills of Tennyson Downs on the south west coast.

Sandown Pier and Culver
12.2 miles | 6 hours

Sandown to Ryde

A coastal walk beginning on Victorian promenades, where you can take a stop in Yaverland to go fossil hunting before then rising over the chalk cliffs of Culver Down and passing around the more tranquil Bembridge Harbour, before returning to promenades once again.

isle of wight Walking Events

Isle of Wight Walking Festival

Walk the Wight

Isle of Wight Ultra Challenge