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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.

Let us Take Care of The Details

On a Wilderness Scotland self guided tour your group might be walking on your own, but you’ve got the support of 24-hour assistance from the office team, assisted by the detailed 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 at your next overnight stop, with your bags delivered to your room. Long distance walking trails like the world-renowned and iconic West Highland Way and Rob Roy Way are particular favourites for self guided walkers. Our tried-and-trusted itineraries offer a combination of flexibility, assistance, and the freedom to travel at your own pace.

With fixed departures available on our popular self guided tour of the West Highland Way, simply choose the dates that suit your group the best. Booking a fixed departure on a self guided tour still means you’ll be travelling with your own group, and would only ever share rooms with other members of your party.

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.

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Our Self Guided Walking Holidays

5 Self Guided Trips

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Self Guided – West Highland Way

345 reviews

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.

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Self Guided – The Rob Roy Way

27 reviews

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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Self Guided – Speyside Way

31 reviews

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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Self Guided – The Great Glen Way

130 reviews

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

Self Guided – Hadrian’s Wall Path

7 reviews

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.

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

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.

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Our holidays reviewed in your own words...

481

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.

Jeff Fender

Self Guided - West Highland Way

Age: 50 - 60
Country: Canada
Trip Date: 02/06/2025
Trips Taken: 1

The Bottom Line

Sydney B Bennion

Self Guided - The Great Glen Way

Age: 70 - 80
Country: United States
Trip Date: 30/05/2025
Trips Taken: 8

The Bottom Line

Devin Leake

Self Guided - Speyside Way

Age: 50 - 60
Country: United States
Trip Date: 26/05/2025
Trips Taken: 1

The Bottom Line

The Bottom Line

It was such a great experience, and I would highly recommend it. Caution to future clients: wear layers (including rain cover) and make sure your hiking shoes fit well because this is a lot of walking.

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Home
Self Guided
Self Guided Walking

Wilderness Scotland

Self Guided Walking Holidays

Iconic Walking Trails

24 Hour Assistance

Best Accommodation Picks

Travel at Your Pace

On the Trail

Let us Take Care of The Details

Our Self Guided Walking Holidays

Filter by: Clear Filters

Self Guided – West Highland Way

Self Guided – The Rob Roy Way

Self Guided – Speyside Way

Self Guided – The Great Glen Way

Self Guided – Hadrian’s Wall Path

Our holidays reviewed in your own words...

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Best Adventure
Travel Companies

Green Tourism
Gold Approved

High-End
Experiential Travel

Leading Green
Tour Operator

50 tours
of a lifetime