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

Find your holiday

About the trail

The Rob Roy Way travels 78 miles, crossing the southern Scottish Highlands from Drymen to Pitlochry. 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.

These are the places where the eponymous Rob Roy McGregor, Scotland's most famous outlaw, and his clansmen were active. 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

Walk the Rob Roy Way in full, 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.

The trail is broadly easy to follow and 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
"Sunset over the River Teith" by Thomas Witzel (2024) "Sunset over the River Teith" by Thomas Witzel (2024)
"Descent to Loch Tay" by Thomas Witzel (2024) "Descent to Loch Tay" by Thomas Witzel (2024)
"Lochan Breachlaich with Stob Binnein, Ben More and Ben Lui" by Thomas Witzel (2024) "Lochan Breachlaich with Stob Binnein, Ben More and Ben Lui" by Thomas Witzel (2024)
"Bluebells Beside Loch Lubnaig" by Thomas Witzel (2024) "Bluebells Beside Loch Lubnaig" by Thomas Witzel (2024)
"Glen Ogle Viaduct" by Thomas Witzel (2024) "Glen Ogle Viaduct" by Thomas Witzel (2024)
"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

“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
“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
“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
“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
“Wonderful trip locations and accommodations were great.”
Ms McGinley, Germany
“Contours excelled itself with selection of B&BS!”
Mr Whitehorn, UK
“Another successful and enjoyable walking week with Contours Holidays. Thank you for all your work in setting this up.”
Mr Dumbleton, 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
Find your holiday