Isles of Scilly Guided Island Hopping Walking Holiday

Isles of Scilly Guided Island Hopping Holiday


The unique character and beauty of this archipelago is undeniable: stunning silvery white beaches, translucent turquoise seas, rugged coastline bounded by golden gorse – this charming landscape, warmed by the breezes of the Gulf Stream, is the ideal escape for leisurely walking, peace and relaxation. Hop from island to island using the local boat service discovering the individual identities that each has. Explore Tresco with its famous sub-tropical Abbey gardens and see the stunning array of Bronze Age archaeological sites on Gugh.


Check into the Bell Rock hotel, where you will meet your leader The daily itinerary has to be very flexible as our itinerary, like life on Scilly, is determined by weather and tide. We have provided you an outline of the selection of walks on each of the islands which could be included in the itinerary. There are lots of things to see on each island, so some of the walks are not as lengthy as others. The holiday runs at a relaxing pace so that you get a real flavour of island life.


This is the second largest of the islands. Tresco and its garden are world-renowned and attract many visitors each year. We will see white sand beaches and a panorama of islands from the coastal path and explore the north of the island with its wild heathland, rocky coastlines and 16th and 17th century castles. There will be the chance to visit the Abbey Garden (admission payable locally) and to explore this collection of sub-tropical plants, and also to see the Valhalla museum – housing figureheads salvaged from shipwrecks from around the islands’ shores. 6 miles (9.5km)


Surrounded by rocks and reefs, St Agnes is the most south-westerly community in the UK, where the whitewashed lighthouse and traditional stone cottages tumble down to tiny bulb fields, and pocket sized farms. Our circular walk will take us past the old lifeboat station, Troytown Maze, a labyrinth laid out in beach pebbles, and the granite outcrop of the Nag’s Head. From the coastal path we will have impressive views of the treacherous Western Rocks and the famous Bishop Rock lighthouse. A visit to Gugh is determined by the tide. This small island is home to a bounty of archaeological sites. 5 miles (8km)


Though the third largest of the islands, St Martin’s is a narrow island only 2 miles long. Easily recognisable from its fine shimmering white sandy beaches, the shores of St Martin’s have the longest stretches of sand in Scilly. Following the coastal path takes us past kelp pits, through scented gorse heathlands, to stone and rope labyrinths. We follow the sandy shore of Little Bay and Great Bay, before turning inland to the flower fields and glasshouses of Higher Town. We also head over the golden gorse heathland of Chapel Down to St Martin’s Head with its chapel, Daymark and ruined Signal Station. 6½ miles (10.5km)


Our walk circumnavigates the Islands’ hub of St Mary’s, starting out from our base in Hugh Town. We explore the coastline, passing by the archaeological sites of Bant’s Carn and Innisidgen, the granite tors of Porth Hellick and Peninnis Head, and the one and only set of traffic lights on the islands, at the airport! Before returning to Hugh Town, the coastal path brings us to Old Town– a favourite haunt and now the resting place of the former Prime Minister Harold Wilson. 10 miles (16km)


Bryher is wild, windswept and unkempt, and has a very individual feel to it. Fewer than 100 people live here and there is only one road. The island has a magnificent variety of scenery, from the wild and rugged Hell Bay in the north, to the peaceful bays and secluded beaches of the south. Our walk will take us across heather moorland, past prehistoric cairns and boulder walls and along sandy coastal paths to see these different sides of Bryher. 5 miles (8km)



  • The chance to explore the sub-tropical gardens of Tresco
  • Visit wild and windswept Bryher
  • Discover the charm of St Mary’s and St Martin’s
  • See the stunning array of Bronze Age archaeological sites on tiny Gugh


  • Half Board en-suite accommodation
  • Experienced local Leader
  • Island boat transfers on walking days

Booking Request

Fill in your details below to book your perfect holiday.
  • This field is for validation purposes and should be left unchanged.

This website uses cookies to ensure you get the best experience on our website. Learn More

Got It