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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.

    581 reviews

    Iconic Walking Trails
    24 Hour Assistance
    Best Accommodation Picks
    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 560 Reviews

    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.
    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
    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.
    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.

    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.
    Region:
    East – Dublin & Wicklow
    Duration:
    6 Days / 5 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.
    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.

    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.
    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.
    Trip Flag
    X
    Self Guided
    Hadrian’s 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...

    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.

    SB

    Stephen Burke

    Self Guided - The Great Glen Way

    Age: 60 - 70
    Trip Date: 30/06/2024
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    We very much enjoyed our experience with Wilderness Scotland, would book through them again, and heartily recommend them to anyone!

    MD

    Michael Dixon

    Self Guided - West Highland Way

    Age: 60 - 70
    Country: Australia
    Trip Date: 03/06/2024
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    A wonderful trip, well constructed, well organised and very professionally managed. Any 'wrinkles' were ironed out immediately and well by the WS team.

    DS

    Daniel K. Sabol

    Self Guided - West Highland Way

    Age: 60 - 70
    Country: United States
    Trip Date: 24/06/2024
    Trips Taken: 1

    The Bottom Line

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    Popular Self Guided Walking Holidays

    TripDifficultyPriceDuration 
    Self Guided – The Great Glen Way4 £995 7 Nights Trip Details
    Self Guided – The Rob Roy Way5 £1,025 8 Nights Trip Details

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