Self-Guided Hiking Tours

Scotland | Scotland: Rob Roy Way

Hike through one of the most pristine regions of Scotland.

Scotland
  • Rob Roy Trek
  • Rob Roy Trek
  • Rob Roy Trek
  • Rob Roy Trek
  • Rob Roy Way
  • "Thanks for setting up such a wonderful trip for us. We loved the route, inns and loved having it all set up ahead of time. David says "it really took the worry out of traveling with a family." We appreciated the detailed hiking directions. We loved Scotland for its beautiful land and friendly people. We will go back and explore the highlands more some day. Our favorite day was getting up in the meadows to access the Queen's Drive. Overall it was a great trip. Thanks so much for your work. David says he would never travel without you!"- Laura Homer
  • "I most enjoyed the days we were on trails or non-vehicle routes and/or trekking over the open moors. We are experienced backpackers, used to camping from a pack, so the luxury of the B&Bs/hotels was great, especially on days we arrived wet. The scenery and variety of habitats was very nice, which impressed me as a birdwatcher and wildlife biologist."- Robert Luce

Trip Highlights:

  • Hike through the Trossachs, Scotland's first national park and one of the most pristine natural environments of Great Britain.
  • Rest your feet in luxury hotels and B&Bs.
  • Explore the countryside made famous by Rob Roy, Scotland's real-life Robin Hood.

Walk in the footsteps of one of Scotland’s most brilliant outdoorsmen, legendary outlaws, and greatest heroes – Rob Roy McGregor. Through green meadows, along the coasts of sapphire lochs and across the feet of snowcapped Munros (peaks over 3,000 feet), you walk as he did during this nine-day hiking tour through a beautiful region of the Scottish Highlands called the Trossachs.

Your trek is surely to be a more relaxing one than McGregor’s. The keystone of a clan known throughout the Trossachs and the rest of the highlands for illicit cattle droving and dealing activities, McGregor was a sort of Scottish Robin Hood. Stealing and conning wealthy farmers and land barons was his specialty, and bestowing his spoils among the empty hands of the less fortunate was his passion. He and his brother, under the banner of the Lennox Watch, offered cattle protection services in exchange for payment. If payment was not made, the cattle would disappear. His racketeering continued successfully for many years, until his main patron, the Duke of Montrose, turned against him. The rest of his life was spent traveling across the Way, ambushing and haranguing Montrose and his servants at every possible opportunity.

Whilst hiking the Rob Roy Way, you are not only steeped in history, but also immersed in one of the most pristine natural environments of Great Britain, traveling through waterside, woodland, and moorland ecosystems. Additionally, at the commensuration of every day of travel, you are accommodated to a spectacular degree in the pastoral villages that line the Way, eating and sleeping in only the finest B&Bs and hotels.

Trip Itinerary

Choose from our standard itinerary or customize the trek by adding or subtracting days. We are happy to offer harder or gentler hikes where possible.

Arrive and transfer to Drymen, where you spend the night in a refined and adorable, if somewhat worn, hotel. You will be charmed and pleased by the friendly and accommodating staff. Dine at the outstanding pub across the commons.

Commence your inaugural leg of the Way after a filling breakfast. Walk eleven miles past the Campsie Fells, through lush forests, and along the Loch Katrine water scheme. Arrive in the town of Aberfoyle, renowned for its legendary antique market. Overnight in a fine and historic B&B on Aberfoyle’s main street. Dine at one of the villages fine pubs.

Distance: 11 miles. Elevation change: 500 ft.

Today you walk through the woods and along the Lochan Allt a’Chip Dhuibh. This heavily wooded area is home to many small waterfalls, and is sure to add a spell or two of magic to your day. Arrive in the village of Callander, home to the Rob Roy & Trossachs Visitor Center. Tonight we are in an elegant, superior four-star hotel with dinner at the hotel.

Distance: 9.5 miles. Elevation change: 725 ft.

With the singing waters of the Garbh Uisge to your side, depart Callander and walk upstream along the river until you reach the Falls of Leny. Arrive in the small, welcoming, and peaceful tiny town of Strathyre. The shop and the pub at your inn could not be better!

Distance: 9 miles. Elevation change: negligible.

On your walk to Killin, you traverse a few steady, yet manageable, climbs and pass by Balquhidder, the sight of Rob Roy’s grave. A quick side-trip to the sight to the graveyard is easy, and enjoyable. When you get to Killin, you find yourself on the site that was once the stronghold of the MacNab clan. All that is left of them is a burial ground on Inchbuie Island, visible from the bridge that crosses into town. Overnight in a fine and historic B&B. Enjoy another pub dinner tonight.

Distance: 12.5 miles. Elevation change: 500 ft.

Today you explore the highest reaches of the Rob Roy Way. In doing so you also explore classic wild, brooding, Scottish moorland. A long, but gentle ascent takes you from Killin high above timberline on a forest road. The descent from your high point makes up for the forest road since it is trackless for a long period. You pass by beautiful highland cattle on your way down to Loch Tay for a quick drive to Kenmore.

Distance: 11.5 miles. Elevation change: 1850 ft.

The patchwork countryside beckons you onwards towards Aberfeldy as you walk across a ridge that spans across two gorges. Pass the iconic and memorable Taymouth Castle along the way. Near Aberfeldy take the time to stop by the Birks o’Aberfeldy, where Robert Burns, the famed poet, composed a number of his verses. Tonight you are in a superior and historic B&B.

Distance: 9.5 miles. Elevation change: 1100 ft.

Make the final leg of your journey through moorland, forest, and prehistoric stone circles. After your arrival in the town center of Pitlochry, enjoy your last night in the Trossachs over a fantastic dinner and cocktails to celebrate the end of your trip! This evening enjoy another superior four-star hotel.

Distance: 9.5 miles. Elevation change: 1100 ft.

Awaken to your final Scottish breakfast and depart.

Scotland: Rob Roy Way | Scotland

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