Self Guided Walking Holidays & Cycling Holidays

Two hikers celebrate on the West Highland Way

Classic Scottish Trails

Classic Scottish Trails

The walking in Scotland is all good, but there are some trails which are well established and fall into the Classic category.  While there are the obvious choices like the West Highland Way or the Great Glen Way, there are other, lesser-known hikes in Scotland that have the same Classic feel. 

The Rob Roy Way, follows a route through the Trossachs, stamping ground of the infamous outlaw, Rob Roy McGregor. St Cuthberts Way is Scotland's pilgrimage route, while the sweeping coastlines and idyllic fishing villages of the Fife Coastal Path is an incredible part of Scotland. 

7 products, viewing 1 - 7
Loading …

Holiday Finder Search Results:  Holiday   New Holiday 

West Highland Way

Scotland's finest, and most well known, long distance trail; towering mountains, tranquil lochs and rushing rivers combine to reward you with a unique and ever-changing landscape as you journey from Milngavie to Fort William.

Duration: 4 - 10 Days
Available: End March - October
From £485

Fife Coastal Path

Historic castles and caves, an abundance of wildlife and fresh local cuisine make this walk a real Scottish coastal adventure.

Duration: 4 - 7 Days
Available: March - October
From £365

Great Glen Way

This famous long distance trail will lead you through beautiful forests, alongside peaceful canals, historic castles and forts, and past brooding Loch Ness.

Duration: 7 - 9 Days
Available: April - October
From £525

Highland Perthshire Trail

Discover Scotland’s vibrant culture and explore beautiful landscapes on a gentle walking holiday through the heart of Scotland.

Duration: 7 - 9 Days
Available: March - October
From £665

Rob Roy Way

Follow in the footsteps of Rob Roy MacGregor through the central highlands of Scotland from Drymen to Pitlochry. The scenery of the Loch Lomond and Trossachs National Park and Highland Perthshire make this one of our favourite walks.

Duration: 8 - 9 Days
Available: April - October
From £585

Speyside Way

A truly wonderful long distance self guided walking holiday ranging from 65 miles and five walking days to 92 miles and seven walking days. As you make your way south-west from Buckie towards Aviemore you cannot fail to be impressed by the fantastic landscape in this whisky distilling region of North East Scotland.

Duration: 7 - 9 Days
Available: April - October
From £565

St Cuthbert's Way

St Cuthbert’s Way is a historical self-guided walking tour through the Scottish Borders and Northumberland countryside. It finishes with a memorable walk across coastal flats to the spectacular Holy Island, one of Europe’s most famous Christian sites.

Duration: 6 - 9 Days
Available: April - September
From £445

Book self-guided walking holidays and cycling holidays with Macs Adventure. Explore Europe, the UK and the rest of the world and find out why thousands of people trust us to arrange their perfect self-guided adventure.

Get In Touch

lf you require more information before booking, please contact us on

+44 (0)141 530 5464

+1 -844-858-0740


© 2019

Macs Adventure - Head Office: Skypark 5, 45 Finnieston Street, Glasgow, G3 8JU, UK


Are you in the US?

Visit our US site for the most relevant content. 

USA UK & Rest of World