Spot a white-tailed sea eagle on the Isle of Wight

Spot one of these magnificent birds

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Best places for fossil hunting on the Isle of Wight

Find the best places to go fossil hunting on the Isle of Wight

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Rock pooling at Bembridge

Explore one of the best spots for rock pooling on the Isle of Wight

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SUP to Watcombe Bay

Find the caves and a hidden beach

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Walk to the Isle of Wight's high point

Find giant crickets and more on St Boniface Down

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St Catherine's Oratory

Walk to the only Medieval lighthouse in Britain and enjoy some fantastic views

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Circular walk St Catherine's Oratory

Circular walk along coast, downland and charming villages

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Ventnor Botanic Gardens

Visit Britain's hottest garden

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Chill out in Steephill Cove

Grab a crab sandwich in Steehill Cove

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Explore a chine

Discover a natural wonder of the Isle of Wight

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Watch an Isle of Wight sunset

Find the best spots on the isle of Wight for watching sunset

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Star gazing on the Isle of Wight

Find the best places to star gaze on the Isle of Wight

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Wildlife walks around Newtown and Shalfleet

Explore the creeks and wildlife of Newtown and Shalfleet

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Cycle the Red Squirrel Trail

Popular family friendly bike ride on the Isle of Wight

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Ride The Needles chairlift

Discover multicolour sands and great views of The Needles from aloft

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The Needles and Tennyson Down circular walk

The classic Isle of Wight circular walk

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About Us

Hi I’m Lisa. Welcome to Islandeering I’m an islandeer, author and marine conservationist and passionate about sharing what I have learnt from my travels around the islands of the British Isles to help you find an adventure. I started the project 12 years ago after I had one of those light bulb moments and realised the pure magic that islands held for me. After meeting so many people on their island travels who shared my passion and told me that I must share my experiences so that others could do the same I set up Islandeering.com, where we are passionate about promoting responsible travel to our great British islands.
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Join our Islandeering community

We have a lot of fun here, as we continuously find new islands and meet plenty of great folks along the way. Join our community to get new routes and adventures, latest blogs and news by using the email box below. Tune in also to our Facebook and Instagram pages to see where we are going next.
Distance: 113 km
Difficulty: Moderate
Method: Walking
Wow Factor: 10 out of 10

Key Facts

  • Location: South coast
  • Size: 38,000 ha
  • Terrain: Coast path; cliff tops
  • Access: Ferry
  • Height gain: 2171 metres
  • Map: OS Explorer OL22; and OS Explorer OL29
  • Starting point: Cowes (GR SZ 500 956)
  • Accommodation/food:

    There is a huge variety of pitstops and accommodation on the Isle of Wight

  • Island Summary: