Scotland | Scotland: Rob Roy Way

Hike through one of the most pristine regions of Scotland.

"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

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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 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.

Your trek is surely to be a more relaxing one than MacGregor’s. The keystone of a clan known throughout the Trossachs and the rest of the highlands for illicit cattle droving and dealing activities, MacGregor was a 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.

Learn more about the Scottish Highlands destination

Trip Itinerary

Choose from our standard itinerary or customize the trek by adding or subtracting days.

Day 1 - Arrive in Drymen

Arrive to your gateway city and independently transfer by bus or taxi to Drymen.

Day 2 - Drymen to Aberfoyle

Today’s walk begins in Drymen and leads you past the Campsie Fells, through lush forests, and past the Loch Katrine water scheme. You’ll arrive in Aberfoyle, a town famous for its legendary antique market. Spend the night in a charming B&B and enjoy dinner at one of the village’s excellent pubs.

Distance: 11 miles. Elevation change: 500 ft.

Day 3 - Aberfoyle to Callander

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.

Day 4 - Callander to Strathyre

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.

Day 5 - Strathyre to Killin

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.

Day 6 - Killin to Ardeonaig

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. Enjoy dinner at the hotel tonight.

Distance: 11.5 miles. Elevation change: 1850 ft.

Day 7 - Ardeonaig to Aberfeldy

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.

Day 8 - Aberfeldy to Pitlochry

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.

Day 9 - Depart

Awaken to your final Scottish breakfast and depart.

BOOK THIS TRIP! Self-guided

Trip Rating

COMFORT

EFFORT

TERRAIN

Trip Ratings Explained

Self-Guided Tour

March-October
Monday, Tuesday, and Wednesday are the best days to start this trek. Arriving on another day of the week will likely result in the use of alternate accommodations.

Pricing
$3,080 per person double
Single (+$700)

Trails and hotels are open year-round for the more intrepid.

Private Guided Tour

March-October
Monday, Tuesday, and Wednesday are the best days to start this trek. Arriving on another day of the week will likely result in the use of alternate accommodations.

Pricing
*$5,835 per person double
Single (+$680)

*Price based on a group of four

Please contact us to schedule a private guided tour.

Learn More

Trip Map

Trip Profile

Duration

8 nights/9 days
Hiking up to 12.5 miles
Ascents up to 1850 ft

Tour Package Includes

Custom route descriptions
GPX tracks for each hike
Four-color topo maps
Travel instructions
Luggage transfers
Cultural information and more

Accommodations

8 nights charming inns, B&Bs, and four-star hotels.

Breakfast + Dinner

Breakfast included daily
Dinner included 4 nights

Luggage Transfer

Luggage transfers all days is included.
Limit of one bag per person, 50 lbs or less.
This limit is strictly enforced. Additional bags
must be booked in advance, and extra charges will apply.