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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.

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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 437 Reviews

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The West Highland Way

287 review(s)

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.

Region:: West Highlands including Knoydart
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:: 96kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

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The Rob Roy Way

23 review(s)

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.

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Ireland - Self-Guided - The Dingle Way

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:: Ireland
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:: 144kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

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The Speyside Way

24 review(s)

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.

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Ireland - Self-Guided - The Wicklow Way

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:: Ireland
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:: 144kg ? 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 Great Glen Way

90 review(s)

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

Hadrian's Wall Path

2 review(s)

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:: England
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

Self Drive Trips
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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...

387

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.

Mirjam Wradatsch

Self Guided - The West Highland Way

Age: 40 - 50
Country: New Zealand
Trip Date: 30/06/2022
Trips Taken: 1

The Bottom Line

The Bottom Line

Loved it!!

Mark Scott

Self Guided - The West Highland Way

Age: 40 - 50
Country: France
Trip Date: 27/06/2022
Trips Taken: 1

The Bottom Line

The Bottom Line

I had a brilliant time walking the WHW with my 12-year old son on a self-guided trip. Everything organized by Wilderness Scotland including bag transfer and accommodation was impeccable, ensuring a relaxing end to the day and a great start to the next.

Jacinthe Green

Self Guided - The West Highland Way

Age: 60 - 70
Country: Canada
Trip Date: 19/06/2022
Trips Taken: 1

The Bottom Line

The Bottom Line

All was VERY good ... we would recommend an 8 or 9 day walk with splitting some of the longer routes and in order to take in some of the highlights of the area. We went off trail a couple of times to take in some of the sights ... one being the Devil's Pulpit which we would recommend 100%.

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Popular Self Guided Walking Holidays

Trip	Difficulty	Price	Duration
Self Guided – The Great Glen Way	4	£905	7 Nights	Trip Details
Self Guided – The Rob Roy Way	5	£860	8 Nights	Trip Details

Home
Self Guided
Self Guided Walking

Self Guided Walking Holidays

Iconic Walking Trails

24 Hour Assistance

Best Accommodation Picks

Travel at Your Pace

Travel Planning & Advice

On the Trail

Let us Take Care of The Details

Our Self Guided Walking Holidays

Filter by: Clear Filters

The West Highland Way

The Rob Roy Way

Ireland - Self-Guided - The Dingle Way

The Speyside Way

Ireland - Self-Guided - The Wicklow Way

The Great Glen Way

Hadrian's Wall Path

Self Drive Trips Featuring Self Guided

Self Drive Collection – Highland Perthshire

Self Drive Collection – Ben Nevis & The West

Self Drive Collection – Cairngorms National Park

Self Drive Collection – Skye

Guided Walking Trips

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

Our holidays reviewed in your own words...

Pre-Trip Service

Trip Comments

Accommodation & Food

Your Guide

The Bottom Line

The Bottom Line

Pre-Trip Service

Trip Comments

Accommodation & Food

Your Guide

The Bottom Line

Award-Winning Journeys

Best Adventure Travel Companies

Green Tourism Gold Approved

High-End Experiential Travel

Leading Green Tour Operator

50 tours of a lifetime

Popular Self Guided Walking Holidays

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Self Drive Trips
Featuring Self Guided

Best Adventure
Travel Companies

Green Tourism
Gold Approved

High-End
Experiential Travel

Leading Green
Tour Operator

50 tours
of a lifetime