Distance: 13.0 miles (20.9 km)
Start Point: Isle of Portland
Difficulty: Moderate – Generally easy terrain, with a few steeper sections
This circular walk around the Isle of Portland is a fantastic way to experience the wild cliffs, rare plants, and striking landscapes that define this unique part of Dorset. Formed entirely of white limestone, the Isle has a long history of quarrying, military activity, and natural regeneration. Portland stone has been used in many notable buildings from Roman times right through to modern landmarks.
The walk begins at Ferry Bridge, where you can either follow the road and cycle way or take the shingle ridge of Chesil Beach. From there, the path climbs gradually up the cliffs, offering sweeping views over the coast and the English Channel.
Most of the circuit follows old quarry tracks and provides mostly steady walking, with occasional steep climbs and descents. Along the way, you’ll discover disused quarries now reclaimed by nature — bursting with wildflowers and grasses in spring and summer. At the southern tip of the Isle, take time to enjoy the panoramic views at Portland Bill, one of the most iconic headlands along the South West Coast Path.
The return route along the east coast completes the loop, passing more coastal views and historical features before leading you back to Ferry Bridge.
If you plan to stay overnight, Portland offers several characterful and convenient options close to the path:
Beyond walking, Portland offers plenty to explore — from historic forts and lighthouses to climbing spots and wildlife reserves. Local walking companies, visitor attractions, and baggage services are available to help you shape your ideal walking holiday along this dramatic stretch of coast.