Rob Roy Way

Rob Roy Way

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

4 to 9 nights
33-78 miles
Moderate to Demanding

From £465 per person

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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. Book your Rob Roy Way walking holiday today, with full-route and short break itineraries to suit your pace.

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

Choose your route

  • Rob Roy Way
  • Rob Roy Country Short Break

About this route

6 to 9 nights
78 miles
Moderate to Demanding
14th March to 31st October

From £670 per person

Rob Roy Way

This full-route walking holiday explores the Rob Roy Way from Drymen in the south to Pitlochry in the north, taking in the fine highland scenery of Loch Lomond, the Trossachs and the county of Perthshire.

Walk the Rob Roy Way through 76 miles of Scottish scenery, packed with stunning views and remarkable history, with something new to discover at every turn. Uncover the story of the famous outlaw Rob Roy as you take in the incredible landscapes, explore historic landmarks and visit atmospheric settlements brimming with character.

Available tours

Code Tour Duration Difficulty Price per person
RRW1 From Drymen to Pitlochry 6 nights, 5 days walking Demanding £670
RRW2 From Drymen to Pitlochry 7 nights, 6 days walking Moderate / Demanding £780
RRW3 From Drymen to Pitlochry 8 nights, 7 days walking Moderate £890
RRW4 From Drymen to Pitlochry 9 nights, 8 days walking Moderate £1000

Short breaks

Code Tour Duration Difficulty Price per person
RRSB A circular trail beginning at Callander 4 nights, 3 days walking Moderate / Demanding £465
"Glen Ogle Viaduct" by Stephen MacNaughton-Wright (2018) "Glen Ogle Viaduct" by Stephen MacNaughton-Wright (2018)
"High above Strathtay" by Stephen MacNaughton-Wright (2018) "High above Strathtay" by Stephen MacNaughton-Wright (2018)
"The River Dochart" by Stephen MacNaughton-Wright (2018) "The River Dochart" by Stephen MacNaughton-Wright (2018)
"General Wades Bridge" by Saskia Siemensma (2017) "General Wades Bridge" by Saskia Siemensma (2017)
"Sky Reflection in the River Tay" by Saskia Siemensma (2017) "Sky Reflection in the River Tay" by Saskia Siemensma (2017)

Customer reviews from the Rob Roy Way

“Thank you Contours for another brilliant walking holiday.”
Mr Gregory, UK
“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
“This was our third walking holiday in the UK and the third with Contours. We have been very happy with the service that Contours has provided and that is why we will book with Contours again for our next walking holiday.”
Ms Knott, USA
“A fabulous holiday, thank you. Made extra special with the exceptional weather that I enjoyed. No rain until the day I travelled home! All accommodation easily found and luggage always arrived.”
Ms Hoffman, USA
“We had a lot of fun and met many nice people.”
Mrs Joslin, USA
“Fabulous trail, lovely weather, great hospitality!”
Ms Siemensma, The Netherlands
“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
“Wonderful trip locations and accommodations were great.”
Ms McGinley, Germany
“Absolutely delighted with this holiday you organised for me. I was walking on my own and managed fine thanks to all your information and arrangements. Accommodation mentioned several times that they liked working with you as you gave them plenty of information including accommodation addresses etc of day before and day after which they found useful to know. I would definitely recommend Contours to anybody looking for this kind of holiday. Many thanks.”
Miss Redden, UK
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