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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.

    493 reviews

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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.

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    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 474 Reviews

    Trip Flag
    • Trek the 96 miles of the West Highland Way, taking on the challenge of Scotland's most famous long distance trail.
    • You pick the dates that suit you - we make all the arrangements required.
    • We will arrange all accommodation, luggage transfer and provide you with OS maps and comprehensive route notes.

    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.
    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

    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.
    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

    The Great Glen Way

    101 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.
    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.

    Self Drive Trips
    Featuring Self Guided

    Guided Walking Trips

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

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    Our holidays reviewed in your own words...

    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.


    Stephen Arthur

    Self Guided - The West Highland Way

    Age: 60 - 70
    Country: USA
    Trip Date: 06/10/2022
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    Based on conversations with other travelers, Wilderness Scotland provided the best service during our trip.


    Patricia Del Vecchio

    Self Guided - The West Highland Way

    Age: 60 - 70
    Trip Date: 06/10/2022
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    As we noted in an earlier email, wilderness scotland was the only tour company that checked in with its clients during the trip. Most hikers we talked to said that once their company had their money, communication stopped. There was one day of notably bad weather and wilderness scotland not.only warned us but provided links for checking trail conditions. This saved our day as we made sure to get an early start to beat the weather. Many other hikers were caught in the storm and had to turn back that day because the trail became impassable by high water. Thanks wilderness scotland!!!


    Nancy Honea

    Self Guided - The Great Glen Way

    Age: 60 - 70
    Country: United States
    Trip Date: 21/09/2022
    Trips Taken: 3

    The Bottom Line

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    Popular Self Guided Walking Holidays

    Self Guided – The Great Glen Way4 £995 7 Nights Trip Details
    Self Guided – The Rob Roy Way5 £955 8 Nights Trip Details

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