Rob Roy Way

A walk from Loch Lomond, through the Trossachs National Park and the Highlands of Perthshire.

4 to 9 nights
33-76 miles
Moderate to Demanding

From £345 per person

About the trail

Named after Rob Roy MacGregor, Scotland's most famous outlaw, the Rob Roy Way meanders across the southern Highlands of Scotland from Drymen to Pitlochry through many places where the outlaw and his clansmen were active. The trail follows old tracks besides rivers and lochs, through a series of charming glens and over passes which provide wonderful views of the surrounding mountains.

As well as the tales of Rob Roy’s adventures to uncover, there is a wide range of other historic sites to discover along the route, including prehistoric stone circles, military roads and the ruins of multiple crofts, shielings and mort-safes, all adding to the intrigue of this scenic walk.

We offer multiple holiday options along this trail. If you wish to walk the entire trail, simply select the first option from the list below.

Routes on this trail

Rob Roy Way

6 to 9 nights
76 miles
Moderate+
From £485 per person
A self-guided walking holiday through Rob Roy country from Drymen to Pitlochry.Find Out More

Rob Roy Country Short Break

4 nights
33 miles
Moderate / Demanding+
From £345 per person
A short circular walk from Callander exploring the fantastic scenery of Rob Roy Country.Find Out More

Customer reviews from the Rob Roy Way

“We highly appreciated that you managed to organize our tour on very short notice!”
Mr Pliakas, Switzerland
“Fabulous trail, lovely weather, great hospitality!”
Ms Siemensma, The Netherlands
“Wonderful countryside. Not crowded. Accommodations were excellent. Baggage transfer was flawless. Most of the walk was on trails or paths, not motorways. Hosts were most helpful and accommodating.”
Mr Crocker, USA
“Perfectly booked, great walking maps (esp the professional fold-out map saved us twice!), beautiful B&BS. We walked several times in Scotland over the last years, all self booked but unfortunately as the job gets more demanding time was to scarce to do this time to do it all myself – what can I say”
Mr Maier, Germany
“Contours excelled itself with selection of B&BS!”
Mr Whitehorn, UK
“Yet another fabulous walk in Scotland. Probably the most varied of all the Scottish walks I’ve done, as it combines a mix of river bank, rolling hills, and farmland, railway track beds, moorland and sandy beaches – all within a week. And it has red squirrels – hurray!”
Mr Julyan, UK