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 £373 per person

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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

  • This route includes dog friendly tour options Rob Roy Way
  • This route includes dog friendly tour options Rob Roy Way Highlights
  • This route includes dog friendly tour options Rob Roy Way Short Break

Dog friendly tours available

Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.

About this route

6 to 9 nights
78 miles
Moderate to Demanding
14th March to 31st October
Includes Dog-Friendly Tours

From £730 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 £730
RRW2 From Drymen to Pitlochry 7 nights, 6 days walking Moderate / Demanding £851
RRW3 From Drymen to Pitlochry 8 nights, 7 days walking Moderate £972
RRW4 From Drymen to Pitlochry 9 nights, 8 days walking Moderate £1092

Short breaks

Code Tour Duration Difficulty Price per person
RRWSB1 From Callander to Killin 3 nights, 2 days walking Moderate £373
RRWSB2 From Callander to Killin 4 nights, 3 days walking Easy / Moderate £494
"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

“Thank you Contours for another brilliant walking holiday.”
Mr Gregory, UK
“Lovely walk, great scenery and excellent facilities where we stayed. Planning our next trip already.”
Mr Beedle, 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
“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
“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
“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
“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
“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
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