Isles of Scilly Guided Island Hopping Holiday

Cromwell's Castle, Isles of Scilly
Duration: 6 nights
Type: Island Hopping
Walking Grade: 2

The unique character and beauty of this archipelago is undeniable. Stunning silvery white beaches, translucent turquoise seas, rugged coastline bounded by golden gorse. Tiny pocket-sized bulb fields filled with scented narcissi in spring - 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.

Holiday Highlights

  • 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

What’s included

  • Half Board en-suite accommodation
  • The guidance of an experienced walk leader
  • Island boat transfers on walking days

Trip Notes

Trip notes are detailed, downloadable PDF’s for each holiday, please click the button below to find the right trip notes for your departure date.

32½ miles over 5 days with minimal ascent; relaxed pace walking sometimes on uneven terrain. 

Your leader will be at reception at 18:30 to meet the group and for a quick introduction to the holiday before dinner.

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.

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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 approx £15.00 or £13.50 for concessions; 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)

Abbey Gardens, Tresco, Isles of Scilly, England

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 (pronounced like the name Hugh, but with a G) is determined by the tide. This small island is home to a bounty of archaeological sites.

5 miles (8km)

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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)

The Daymark, Chapel Down, St Martin's, Isles of Scilly, England

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)

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Bryher is wild, windswept and unkempt, and has a very individual feel to it. Fewer than 100 people live here. There is only one road, and the locals quote the definition of a traffic jam as being “when two tractors meet”! 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)

Isles of Scilly Map

Bell Rock Hotel, St Mary's - Isles of Scilly

You will be staying at the Bell Rock Hotel on St Mary’s, the largest of the islands stretching to two-and-a-half miles by one-and-three-quarters. Mid-way between the two beaches of Porthcressa and Town Beach, it is situated on a quiet street, minutes from the shops, and a short stroll from the harbour. The hotel has a small heated indoor swimming pool and good WiFi. Rooms have a hairdryer, tea and coffee making facilities and a boot tray. The holiday is Half Board with the opportunity to eat in pubs and cafes at lunchtime, experiencing the local produce, rather than buying a packed lunch.

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Getting to Bell Rock Hotel, St Mary's - Isles of Scilly

Find out more about this location including travel details and room types.

More Information

Essential Information

Essential Equipment

To enjoy walking/hiking comfortably and safely, footwear, clothing and equipment need to be suitable for the conditions. Safety and comfort are our priorities, so our advice is to come prepared for all eventualities.

  • Footwear with a good grip on the sole (e.g.Vibram sole) is the key to avoiding accidents
  • Waterproof walking/hiking boots providing ankle support and good grip are recommended (ideally worn in), and specialist walking socks to avoid blisters.
  • Several layers of clothing, which can be added or removed, are better than a single layer (include spares)
  • Fabrics (lightweight and fast-drying) designed for the outdoors are recommended
  • Waterproof jacket and waterproof over trousers
  • Warm hat and gloves. Gaiters are an optional but useful extra
  • Denim jeans and capes are not suitable on any walks
  • Rucksack with a waterproof liner
  • Thermos flask for a hot drink
  • Water bottle (at least 1 litre)
  • Spare high-energy food such as a chocolate bar
  • Small torch
  • First aid kit – your leader’s first aid kit doesn’t contain any medication or blister kits (such as Compeed)

Optional Equipment

  • Walking poles are useful, particularly for descents
  • Insect repellent
  • Sun hat
  • Sunglasses
  • Sun cream
  • Camera

Guest Reviews

All holidays are subject to availability. Prices are subject to change.
Prices based on two people sharing. Supplements may apply.
Non-member fee: £30 per person.

Holiday Prices

Date (Start - End) Nights Itinerary Price Status Trip Notes Book
24 May - 30 May 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
28 Jun - 04 Jul 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
08 Jul - 14 Jul 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
22 Jul - 28 Jul 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
05 Aug - 11 Aug 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
26 Aug - 01 Sep 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
23 Sep - 29 Sep 2022
6 Island Hopping £1,049 Unavailable to Book Unavailable Trip Notes
14 Oct - 20 Oct 2022
6 Island Hopping £999 Unavailable to Book Unavailable Trip Notes

Important Information

Single room: From £99 (complete holiday)

Important Information

Did you book to share?

If so, you will be allocated a same-gender twin sharing room. Please note that if (at ten weeks prior to the start of the holiday) a sharing partner is unavailable, a single room will be allocated to you with the resulting single room supplement applicable. Any additional charge for the single supplement will be confirmed at the point of final payment. Bookings are accepted on this understanding.

6 nights
Island Hopping
Walking Grade:

Fully Booked

020 3974 8865

For group bookings of 10+ people click here

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