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Island Hopping Walking Holiday
on the Southern Hebrides
in The Western Isles of Scotland

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Island Hopping Walking Holiday
on the Southern Hebrides in The Western Isles of Scotland
on The Isles of Islay, Jura and Arran via Oban in The Scottish Highlands

This self-guided Scottish hiking holiday takes you to the Isles of Islay, Jura and Arran in the Southern Hebrides.  These remote islands, a haven for wildlife and bird life, are very quiet and peaceful, making it an ideal location for a walking holiday.

Our walking tour starts off with a ferry ride from Oban to Islay. The first day’s walking is on Islay, a Whisky lovers paradise, followed by a day trip to the Island of Jura. Then you walk for 3 days on Arran, known as “Scotland in Miniature” because the scenery has all that the whole of Scotland is famous for: dramatic coastlines, glens, rolling pastures and mountains (highest 950m).
The clean waters and air have made this area a classic location for many famous malts, such names as Oban, Isle of Jura, Bunnahahain, Bruichladdich, Laphroaic, Ardbeg, Bowmore to name but a few.

For a longer walking holiday in Scotland you can combine this walking holiday with the Arran Coastal Way, or a walk along the Scottish Highlands Great Glen from Fort William to Inverness on the Great Glen Way.

We offer 1 suggested itinerary for our Island Hopping walking holiday:

9 day holiday, 51 miles

Please see details below

Our self-guided walking holidays are designed with your comfort and enjoyment in mind and can be tailor-made to your own personal requirements.

The routes are clearly way-marked to provide reassurance on your hiking vacation.

We use high quality guest houses, inns or small hotels with en-suite or private bathroom to ensure you are well rested each night after a busy day hiking and sightseeing. Rest assured that all our accommodation walking holiday providers are hand-picked and offer you that famous British hospitality.

Special diets can be catered for, including vegetarian, vegan, and gluten free.

We organize the luggage transfer so your bags are at your next accommodation when you arrive.

Let’s Go Walking has developed one of the largest selection of walking holidays and our offices are staffed 9am to 9pm to ensure your walking holiday runs without a hitch.

This walking holiday in the UK operates April to September and in either direction.

These daily distances are only a suggestion. If you would like to walk longer or shorter distances, we can arrange that too.
Our stated distances include mileage to the accommodation or pickup point and so may not agree with the guide book mileages.
Rest days can be taken in any location.

Why not combine this walk with a hiking tour in another part of England or the UK. Our staff will be happy to advise on necessary transfers.

Online booking available.
A deposit of £85 per person is required to secure the booking, with the balance due 6 weeks before departure.
Optional extra days and accommodation upgrades can be added during the booking process online.

Island Hopping n The Southern Hebrides
9 day itinerary
Isles of Islay, Jura and Arran via Oban in the Scottish Highlands

5 days walking and 8 nights

Suggested Itinerary:      
Day 1: Arrive at Oban
Optional Day: extra day in Oban
Day 2: Oban via ferry to Isle of Islay
Day 3: Day walking on Isle of Islay                                         12 miles
Day 4: Day walking on Isle of Jura                                           11 miles
Day 5: Isle of Islay to Isle of Arran via 2 ferries
Day 6: Day walking on Isle of Arran Glen Rosa              8-10 miles
Day 7: Day walking on Isle of Arran Lamlash to Brodick    9 miles
Day 8: Day walking on Isle of Arran Sannox to Lochranza 9 miles
Day 9: Depart after breakfast via ferry Brodick to Ardrossan


single occ

solo traveller

All prices subject to change

Suggested Tour Duration:
8 nights, 5 days walking
Start Days:
Tuesday and Friday only
Total Distance:
51 miles, 85 kms
Min/max daily distance:
8/12 miles
Average Daily distance:
10 miles

whisky distilleries
This route connects with:
Arran Coastal Way

What’s included
in your UK walking holiday
on Scotland’s Island Hopping

  • accommodation at high quality guest houses, inns or small hotels on a bed and breakfast basis
  • room with en-suite or private bathroom, tea and coffee making facilities
  • support should there be any problems on route
  • detailed itineraries

Optional Extras
for your UK Walking Holiday
on Scotland’s Island Hopping

  • upgrade to the region’s most elegant, prestigious and famous hotels, where available
  • parking facilities
  • rest days

What’s not included
in your UK walking holiday
on Scotland’s Island Hopping

  • transport before and after tour
  • entrance to attractions
  • public transport
  • lunches, dinners and snacks
  • ferry tickets for Oban to Islay, Islay to Arran, and Arran to Ardrossan: approx £25
  • Islay/Jura ferry: approx £5
  • Cost of bus: approx £10
  • travel insurance

Lunches and Dinners
These are not included.
Evening meals
These are available at overnight locations, either at your accommodation or in the town/village.
Packed lunches
These can be provided by your accommodation or can be obtained from a local store, or cafe or inn along the route.

Holiday Travel Insurance
We require that you take out holiday insurance as Let’s Go Biking Ltd accepts no liability for the following:
cancellation, personal accident, illness, loss/theft of personal possessions and/or money, any unforeseen circumstances, especially travel delays, and additional accommodation arising out of ferry or flight cancellations.

Should ferries or flights included within your holiday itinerary be cancelled or delayed Let’s Go Biking Ltd will endeavour to arrange alternative accommodation which may be subject to additional charges.
We will also assist with arranging onward land transfers (where appropriate) as we deem required to enable you to continue your holiday as originally scheduled.

This is in addition to our existing booking conditions.

How to get there:

  • By Plane to Edinburgh or Glasgow airport where trains are available to the ferry terminal at Oban.
  • By Car to Ardrossan where parking is available (then train to Oban)
  • By Train / Bus to Oban

We have island walking holdays in the UK in England, Scotland, Wales, Channel Islands, Isle of Man and Isles of Scilly.  This is one of our categories of walking holidays.

Telephone Lines are open 7 days a week.

UK +44 (0)1837 880075
or +44 (0)207 193 1252

9am to 9pm
US +1 (646) 233-1541
New York 5 hours behind UK time: 4am to 4pm EST
AUS +61 (02) 8006 0182
Sydney 10 hours ahead of UK time: 7pm to 7am EADT
CAN +1 (647) 4786251
Toronto 5 hours behind UK time: 4am to 4pm EST

Our self-guided Island Walking Holidays include:

We have moorland walking holidays in the UK in England, Scotland, Wales, Northern Ireland,  and Ireland.  This is one of our categories of walking holidays.