Rob Roy Way

Rob Roy Way

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

3 to 9 nights
23-78 miles
Easy / Moderate to Demanding / Strenuous

From £355 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 Way Highlights
  • Rob Roy Way Short Break

About this route

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

From £695 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 £695
RRW2 From Drymen to Pitlochry 7 nights, 6 days walking Moderate / Demanding £810
RRW3 From Drymen to Pitlochry 8 nights, 7 days walking Moderate £925
RRW4 From Drymen to Pitlochry 9 nights, 8 days walking Moderate £1040

Short breaks

Code Tour Duration Difficulty Price per person
RRWSB1 From Callander to Killin 3 nights, 2 days walking Moderate £355
RRWSB2 From Callander to Killin 4 nights, 3 days walking Easy / Moderate £470
"From Aberfeldy to Grandtully" by LuAnn & Kharis Grams (2023) "From Aberfeldy to Grandtully" by LuAnn & Kharis Grams (2023)
"From Lochearnhead to Craggan" by LuAnn & Kharis Grams (2023) "From Lochearnhead to Craggan" by LuAnn & Kharis Grams (2023)
"Callander" by LuAnn & Kharis Grams (2023) "Callander" by LuAnn & Kharis Grams (2023)
"River Teith" by LuAnn & Kharis Grams (2023) "River Teith" by LuAnn & Kharis Grams (2023)
"General Wade's Bridge" by LuAnn & Kharis Grams (2023) "General Wade's Bridge" by LuAnn & Kharis Grams (2023)
"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

“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
“We had a great walking holiday with no problems worth mentioning. We were very satisfied with the booked accommodations.”
Mr Lopen, Noway
“We had a lot of fun and met many nice people.”
Mrs Joslin, USA
“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
“We finally got to take the trip we had signed up to do since 2020. Many things in our life and the world changed in that time frame, but not the desire to do this Mother-Daughter trip. Thank you so much, "Contours Holidays" for working with us to get to complete this trip. For my daughter and I it was truly a trip of a lifetime that of course we want to have more of!!! Contours Holidays had great communication. They even helped us learn more about making our connections to the first leg of the trip in Drymen from Glasgow and I would have been really lost without that information. All luggage connections were made as planned and it went smoothly.”
Mrs Hale-Grams, USA
“I am very happy about my walking tour and I think it was well organised by you. Most of the accommodations were good or excellent with only one exception. The documentation you sent me to my first hotel was all I needed for my walks. Whenever I arrived at you new place, my suitcase was waiting for me. Thank you for this interesting and nice experience and I would like to go on another walking tour with you in the future.”
Mr Mueller, Switzerland
“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
“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
“Another successful and enjoyable walking week with Contours Holidays. Thank you for all your work in setting this up.”
Mr Dumbleton, UK
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