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Contours Walking Holidays

Rob Roy Way

A self-guided walking holiday from the shores of Loch Lomond, through the Trossachs National Park and the Highlands of Perthshire in Rob Roy country.
Rob Roy Way Map

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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. Although the trail passes through some of the finest highland scenery in Scotland, it avoids the summits, keeping mainly to the glens, following old tracks beside rivers and lochs and over a few passes which provide wonderful views of the surrounding mountains. Crannogs, standing stones, forts and stone circles left by prehistoric settlers, the melancholy ruins of abandoned crofts and shielings, mort-safes built to discourage body snatchers, military roads and bridges built by English troops during the Jacobean rebellion, sites of clan feuds and the tales of Rob Roy's adventures add to the charm of this scenic walk.

Beginning at Drymen near the southern shores of Loch Lomond, the trail wanders through the Loch Ard Forest to the sleepy little town of Aberfoyle in the heart of the Trossachs. It follows forest and moorland tracks through the Menteith Hills to Callander and then heads upstream beside the River Teith to the foot of Ben Ledi before following the shores of Loch Lubnaig to Strathyre. It visits the attractive village of Lochearnhead beside the waters of Loch Earn, crosses Glen Ogle to the village of Killin and then follows the shores of Loch Tay to the hamlet of Acharn. From here the route follows a track above the loch known as the Queen's Drive, ever since Queen Victoria travelled along it to admire the views of Ben Lawers and Schiehallion, before descending past the spectacular falls of Moness to the attractive little town of Aberfeldy. The final stage of this scenic walk heads downstream beside the River Tay to the hamlet of Strathtay, where moorland tracks and forest paths lead past the mysterious stone circle of Clachan an Diridh to the bustling little town of Pitlochry.

Holiday Options
  • Rob Roy Way
    Drymen to Pitlochry
    76 miles (122 km)
    5 to 8 walking days
    from £375 per person
    View tour details
  • Rob Roy Country Short Break
    Circular trail beginning at Callander
    33 miles (53 km)
    3 walking days
    £260 per person
    View tour details
Customers Photo Gallery

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Holiday Highlights

  • Following in the footsteps of Scotland’s notorious outlaw, Rob Roy MacGregor.
  • Wandering through the forests and visiting the lochs of Loch Venachar, Loch Lubnaig, Loch Earn and Loch Tay.
  • Enjoying the glens, rivers and lochs of some of the best Highland scenery in Scotland.

Rob Roy Way

Drymen to Pitlochry through the fine highland scenery of Loch Lomond, the Trossachs and Perthshire.
Total Distance 76 miles (122 km)
Start and Finish Drymen to Pitlochry
Availability 1st March to 31st October
Tour Code Itinerary Tour Price    
RRW1 6 nights, 5 days walking £375 per person More Information Book Online
RRW2 7 nights, 6 days walking £450 per person More Information Book Online
RRW3 8 nights, 7 days walking £505 per person More Information Book Online
RRW4 9 nights, 8 days walking £585 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £25 per person / per night
Single Supplement: £15 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. In the event of an illness or injury where you are unable to walk, the tour price also includes lifts to your next accommodation.

Don’t have the time for the complete walk?

We also offer the Rob Roy Country Short Break exploring the heart of Rob Roy Country.


Rob Roy Country Short Break

A circular walk from Callander through the heart of Rob Roy country.
Rob Roy Country Short Break Map

click on the map to enlarge

Total Distance 33 miles (53 km)
Start and Finish Circular trail beginning at Callander
Availability 1st March to 31st October

Starting and finishing in the bustling little town of Callander, this delightful short walk explores the hills and glens in the heart of Rob Roy Country. The walk begins by following the Rob Roy Way past the Falls of Leny and beautiful Loch Lubnaig to Balquhidder, where Rob Roy lies buried close to the ruins of the old kirk. Then it heads for the village of Brig o' Turk through two wild and remote glens dotted with the melancholy ruins of abandoned settlements before meandering along the shores of Loch Venachar to Callander.

Holiday Highlights

  • Visiting the places associated with Rob Roy MacGregor, Scotland’s most notorious outlaw.
  • Exploring the delightful towns of Callander and Balquhidder.
  • Experiencing the wild hills and glens of this remote area of Scotland.
Tour Code Itinerary Tour Price    
RRSB 4 nights, 3 days walking £260 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £25 per person / per night
Single Supplement: £15 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday.
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