The Scottish Highlands remain a mysterious frontier even after thousands of years of human settlement. Somehow the sweeping moors, deep forests, mountain valleys, and deep lochs remain as interminable and intriguing as they were when the Scottish so heartily rebuked both the Romans and the English.

In Scotland, Ryder-Walker offers the Rob Roy Way and Self Guided Rob Roy Way as our trek of choice, a historic route that follows the life of legendary robber-outlaw Rob Roy Macgregor. You can imagine the old legends of knights and faeries coming to life as you hike through the ancient Scottish woods beneath the summits of the highest peaks in Scotland, the Munros. Our trek through the Scottish Highlands takes you through the heart of the Scottish Highlands. Whether you are starting out your hiking day with the sturdy Scottish breakfast, or arriving into a village just in time to catch a sheepdog exhibition, the eternal charm of the Scottish Highlands is sure to inspire you to explore the hidden mysteries of the Scottish mountains.

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The Rob Roy story is often likened to that of a real-life Robin Hood. A tale of clan politics and resisting the changing world from the insular world of the remote highlands, Rob Roy himself gained notoriety as a cattle thief and would end his life as a hero to all of Scotland. Along the Rob Roy Way, we visit locations where Rob Roy did battle with Spanish pirates, hid and escaped from the law, the historic home of the Macgregor clan, and the site of his eventual burial. 

Beyond following the life of Rob Roy, the route of The Rob Roy Way explores remote stretches of the Southern Scottish Highlands, crossing massive moors, enjoying a sheep show in the village of Aberfeldy, walking along the shores of Loch Tay, and a night in a hotel at the site of an old Roman war camp in Callander. As we explore these wonders and more, it’s hard not to fall in love with the Scottish sense of life. At night cheery traditional Scottish music fills the pubs with the sounds of fiddles, guitars, pipes, flutes and drums. Meals are prepared with heart and expertise. All of the accommodations have the touches of love that only those truly dedicated to the craft of hospitality can create. Overall, you won’t find more warmth and cheer than in the chilly reaches of the Scottish Highlands. 

The Rob Roy Way is the perfect hike for someone who is looking for an adventure without any grueling challenge. While the Scottish wilderness is impressive and often austere, the hiking maintains a certain levity, and the Scottish Munros are never so huge that the hiking becomes truly difficult for any reason other than distance. As a cultural excursion, the Rob Roy Way may be one of Ryder-Walker’s richest hikes; full of historic locations, local lore, and accompanied the entire way by the legend of Rob Roy himself. Scottish food is also an unsung hero, with the local pies, pub fare, and farm to table restaurants far exceeding the United Kingdom’s dim reputation for cuisine. You might even get a chance to try the infamous haggis, a spiced sheep’s intestines, which while intimidating is actually a genuinely delicious dish with unique character. 

Rob Roy Way

Walk in the footsteps of one of Scotland’s most brilliant outdoorsmen, legendary outlaws, and greatest heroes – Rob Roy MacGregor. 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....

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Hear It From Our Guests

“We did this trek (Rob Roy Way) two years ago and it was amazing. Rogan is a wonderful guide and we had such a good time with him we scheduled his Cotswolds tour. We did that in May and it was another fantastic time. Both are highly recommended.”
Mike P.
“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

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