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      Self Guided Walking Holidays

      Our Self Guided walking tours allow you to explore the magnificence of Scotland at your own pace. We package each tour so that accommodation, route notes, maps, baggage transfer and 24-hour support is taken care of. Choose an iconic self guided walking route, like the West Highland Way or Rob Roy Way, and hike from point to point through the stunning scenery of the Highlands, following one of Scotland’s finest long distance trails.

      538 reviews
      Iconic Walking Trails
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      Travel at Your Pace

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      On the Trail

      On each of our self guided walking holidays, you’ll experience the magnificent scenery of Scotland at your own pace. 

      Self guided walking holidays offer the perfect combination of immersion in the lush Scottish landscape, hiking at your own pace and the freedom to explore anything of interest along the way, without the feeling that you’re holding anyone else up.

      View All Self Guided Holidays

      Let us Take Care of The Details

      On a Wilderness Scotland self guided tour you might be walking on your own but you’ve got the support of 24 hour assistance from the office team, plus the route notes, maps and luggage transfer that we arrange in advance for you.

      Journey from inn to inn, or hotel to hotel knowing that a warm welcome awaits you and that your bags will be there waiting for you. Long distance walking trails like the world renowned and iconic West Highland Way and Rob Roy Way are particular favourites for self guided walkers.

      You certainly don’t need to be an expert hiker to take on a self guided holiday, however, you do need to be more self-reliant. To book any of these trips, you must be travelling with at least one other person. If you are travelling on your own, we hope that you will be interested in joining one of our small group guided walking holidays.

      Our Self Guided Walking Holidays

      7 Self Guided Trips with 518 Reviews

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        Location
          Grading
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              The West Highland Way

              325 review(s)
              Trip Flag
              • Hike the 96 miles of the West Highland Way, enjoying the challenge of Scotland's iconic long distance trail.
              • Immerse yourself in the stunning and diverse landscapes of the western Highlands.
              • Pick the perfect dates and let us handle all the logistics: accommodation, luggage transfers, maps, route notes and insider information.
              Region:
              West Highlands including Knoydart
              Duration:
              10 Days / 9 Nights
              Grading:
              Blue Grade 6 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              107kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details

              The Rob Roy Way

              26 review(s)
              Trip Flag
              • Follow the path once used by Rob Roy MacGregor, Scotland's most notorious outlaw.
              • Experience the breathtaking views of The Rob Roy Way, taking in ancient woodlands, open moorlands and rolling hills.
              • Enjoy the sense of accomplishment each day, hiking from point to point, covering 79 miles along this trail.
              Region:
              Multi-Location
              Duration:
              9 Days / 8 Nights
              Grading:
              Blue Grade 5 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              67kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details

              The Dingle Way

              9 review(s)
              Trip Flag
              • Walk the best of the Dingle Way along miles long sandy beaches, quiet country roads and ocean side trails
              • Pick dates that suit you and leave all the arrangements to us
              • All accommodation, luggage transfers, maps, route notes and transfers to Tralee are included
              • Spend a night in Dingle town - world renowned for its music-filled pubs and great atmosphere
              Region:
              South West – Cork & Kerry
              Duration:
              9 Days / 8 Nights
              Grading:
              Blue Grade 6 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              94kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details
              Trip Flag
              X
              Self Guided
              The Dingle Way

              This trip is operated by our Ireland team. Clicking on the links below will redirect you to the Wilderness Ireland website.

              The Speyside Way

              25 review(s)
              Trip Flag
              • Hike the Speyside Way from the sea to the Cairngorms National Park - home to some of the highest mountains in Scotland.
              • Enjoy the satisfaction of hiking from point to point each day, covering over 65 miles along the trail.
              • Visit some of Scotland's finest whisky distilleries, many of which are located along the route of the Speyside Way.
              Region:
              Cairngorms and Central Highlands
              Duration:
              8 Days / 7 Nights
              Grading:
              Blue Grade 4 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              70kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details

              The Wicklow Way

              11 review(s)
              Trip Flag
              • Trek 70 km on the Wicklow Way through glacial valleys, heather-clad mountain sides and green forest paths.
              • Pick dates that suit you and leave all the arrangements to us.
              • All accommodation, luggage transfers, maps, route notes and transfers to Dublin are included.
              • Spend your final night at a deluxe eco-lodge and enjoy the geothermal spa.
              Region:
              East – Dublin & Wicklow
              Duration:
              5 Days / 4 Nights
              Grading:
              Blue Grade 4 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              65kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details
              Trip Flag
              X
              Self Guided
              The Wicklow Way

              This trip is operated by our Ireland team. Clicking on the links below will redirect you to the Wilderness Ireland website.

              The Great Glen Way

              107 review(s)
              Trip Flag
              • Traverse Scotland from coast to coast on a rewarding journey through deep glens and past dramatic mountain ranges.
              • Take in the sweeping views across Loch Ness, perhaps catching a glimpse of the Loch Ness Monster.
              • Enjoy moderate hiking on good trails as you hike from village to village through this spectacular geological fault line.
              Region:
              Multi-Location
              Duration:
              8 Days / 7 Nights
              Grading:
              Blue Grade 4 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              78kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details

              Long Distance Trail - Hadrians Wall Path

              4 review(s)
              Trip Flag
              • Walk from coast to coast on the first National Trail to be designated a UNESCO World Heritage Site.
              • Enjoy the changing scenery on this beautiful point-to-point long distance trail.
              • Soak in ancient Roman history as you explore fascinating and well-preserved sites.
              • Easy navigation with a well signposted trail and full route notes and maps provided.
              • Relax and enjoy the walking - we will arrange welcoming accommodation for you and transfer your luggage while you hike.
              Region:
              Multi-Location
              Duration:
              8 Days / 7 Nights
              Grading:
              Blue Grade 4 (Moderate to Challenging) ? What does this mean?
              Click here to learn more about our trip difficulty grading system.
              Carbon Footprint:
              76kg ? What does this mean?
              Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
              Download Itinerary View Trip Details
              Trip Flag
              X
              Self Guided
              Hadrians Wall Path

              This trip is operated by our England team. Clicking on the links below will redirect you to the Wilderness England website.

              Guided Walking Trips

              Looking for something different? Discover our range of guided walking trips.

              View All Guided Trips

              Our holidays reviewed in your own words...

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              Every client receives a feedback survey when they return from their guided, self guided or tailor made holiday with us. Once completed the review is published on our website just as soon as our database updates. The little touches and details are important to us and where issues are raised we make positive changes to our trips to improve your experience.

              That’s why we read each of our client’s reviews and although we don’t respond to all of them, if it’s glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

              DC

              Donna Cassese

              Self Guided - The Dingle Way

              Age: 60 - 70
              Country: United States
              Trip Date: 02/09/2023
              Trips Taken: 1

              The Bottom Line

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              LS

              Lisa Samson

              Self Guided - The Wicklow Way

              Age: 60 - 70
              Country: USA
              Trip Date: 03/09/2023
              Trips Taken: 1

              The Bottom Line

              Show More
              RC

              Ruth J Cook

              Self Guided - The Dingle Way

              Age: 60 - 70
              Country: United States
              Trip Date: 02/09/2023
              Trips Taken: 1

              The Bottom Line

              The Bottom Line

              Ireland did not disappoint. I was a little surprised at the amount of busy road travel as part of the Dingle Way.

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              Popular Self Guided Walking Holidays

              TripDifficultyPriceDuration 
              Self Guided – The Great Glen Way4 £1,075 7 Nights Trip Details
              Self Guided – The Rob Roy Way5 £1,075 8 Nights Trip Details

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