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
“Got really lucky with the weather - just one morning of drizzling rain, and we were at altitude in a cool breeze for the heat wave! First few days felt a bit like walking on a bike path in a suburban park, not our favorite, but the last three made up for anything.”
Dr Bishop, 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
“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
“Fabulous trail, lovely weather, great hospitality!”
Ms Siemensma, The Netherlands
“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
“Wonderful trip locations and accommodations were great.”
Ms McGinley, Germany
“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 have just completed the Rob Roy Way, courtesy of your good selves. By my reckoning it was our fifth trail booked by you and as good as ever. We’ll be doing some research and put our deposits down in the autumn for next year’s walk.”
Mrs Lawrie, UK
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