Self Guided Walking Holidays & Cycling Holidays

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The Rob Roy Way


  • Immersing yourself in a snapshot of Scotland’s rich history and following in the footsteps of one of its most notorious figures.
  • Soaking in the dramatic loch views that pepper the route.
  • Enjoying a dram and first class distillery tour at Dewar’s World of Whisky.
  • Meeting the warm, welcoming people of Perthshire and feasting on their mouth-watering local specialities.
  • Taking a side trip up one of the many Munroes that frame the walk.

The Rob Roy Way is an atmospheric, history steeped walk through one of the prettiest parts of Scotland. As you follow in the footsteps of the notorious outlaw Rob Roy you get a sense of appreciation of his love for the area and his passion for defending his land. As you travel along this glorious 79 mile long distance path you will be treated to many expansive loch views and exposed to the fantastic landscape of this area.

You start in the small village of Drymen, easily accessible from Glasgow and almost immediately after you start walking the trail takes you through the glorious Loch Ard Forest. Passing sites as diverse as ancient standing stones and stone circles, Crannogs – Ancient dwellings built on lochs, Roman forts and Viaducts, a vast range of Scotland’s rich history is on display. All of this surrounded by some of the most beautiful countryside and wrapped up in the legend of Rob Roy makes this a completely unforgettable Scottish walk. There is some road walking involved on this walk, however this does not detract from the wonderful scenery you will pass by on the way.

Every holiday we offer features hand-picked overnight accommodation in high quality B&B’s, country inns, and guesthouses. Each is unique and offers the highest levels of welcome, atmosphere and outstanding local cuisine. We also include door to door baggage transfers, guidebook with detailed map and pre-departure information pack as well as emergency support, should you need it.

Stage 1: Drymen to Aberfoyle - 11 miles, 18 km

 Drymen is a very pretty market town which nestles below Conic Hill in the Loch Lomond and Trossachs National Park. You begin your journey by heading north along a minor road into the countryside. After entering Loch Ard forest you walk through part of the Loch Katrine water Scheme and then head down into the village of Aberfoyle. Keep an eye out for the cast iron coffins at Kirkton Church and the Scottish wool centre.

Stage 2: Aberfoyle to Callander - 9.5 miles, 15 km

 An unforgettable day’s walk through beautiful scenery as you head towards Callander, which sits on the edge of the Trossachs and is known as the gateway to the highlands. On the descent towards Loch Venachar the mountain views are breathtaking. Callander is home to a thriving Rob Roy industry as this was the heart of his territory; don’t miss the Rob Roy story at the visitor centre.

Stage 3: Callander to Strathyre - 9.5 miles, 15 km

Treat yourself to a lie in and then immerse yourself in your highland experience on the shortest days walk. You follow National cycle route seven for most of the day and the going is good and mainly flat. As you leave Callander you enter the highlands along the route of a disused railway line and soon pass the Falls of Leny and St. Brides Chapel. Loch Lubnaig keeps you company with reflections of the surrounding hills. For those feeling energetic there are several hills nearby which provide more of a challenge on this laid back day. If you have the energy or inclination Ben Ledi is a great walk and offers breathtaking views on a clear day.

Stage 4: Strathyre to Killin - 14.5, 23 km 

As you wander through the highland Glens towards Killin you can imagine the ghost of Rob Roy walking beside you and the trials and tribulations he would have faced. A fantastic days walking with abundant historical interest and wildlife combined with ever changing mountain views. You pass the Falls of Dochart just before entering Killin with its attractive buildings and Breadalbane Folklore Centre. There are also a couple of good detours on todays trip.  Rob Roy’s Grave lies in Balquhidder and you may wish to follow the cycle route into the town to visit this pertinent attraction, although this does add roughly 6 kilometres onto the days walk. Lochearnhead also makes a pleasant detour and a convenient lunch stop; you will find full directions in the guidebook.

Stage 5: Killin to Ardtalnaig (overnight in Killin) - 12.5 miles, 20 km

An awesome day as you head cross-country past Loch Breaclaich into the hills above Loch Tay. This is the most challenging section of the way in terms of ascent and route finding so in poor weather conditions you should be willing to follow the south Loch Tay road if unsure of your route finding ability. On a good day it provides the highlight of this fantastic journey. Once you have descended to Ardeonaig you follow a minor road along the shore of Loch Tay to Ardtalnaig.

Stage 6: Ardtalnaig to Aberfeldy - 15.5 miles, 25 km

Today is a challenging and interesting day of walking in this beautiful part of the world and there are numerous points of both natural and man made interest to admire during the day. The initial section to Acharn follows a minor road but then you will enjoy a mix of rough paths and even some gorge walking prior to arrival in Aberfeldy. The Scottish Crannog centre is worth a visit if you are interested in the historical aspects of the area; otherwise Dewar’s World of Whisky just north of Aberfeldy provides a more sinful pleasure at the end of a long day.

Stage 7: Aberfeldy to Pitlochry - 10 miles, 16 km

You will love the beautiful scenery of the Tay River Valley as you leave Aberfeldy behind and head for your ultimate destination of Pitlochry. The walking is varied but relatively easy as you cross the open moor land towards Pitlochry. The Suspension Bridge over the River Tummel provides a great finale to your adventure and Pitlochry is a wonderful town to enjoy and celebrate your achievement. The Rob Roy Way is a fantastic achievement and an experience, we are sure you will treasure it forever.


One of the highlights of this walking holiday is the high standard of the accommodation you will enjoy. The hotels, inns, guesthouses and B&B’s we use are hand-picked to ensure that you enjoy every minute of your stay. All offer a warm welcome to walkers, traditional hospitality and delicious local food. We do recommend that you book this trip early as the area is always popular and the hotels and inns do fill up early, especially in high season. You will find descriptions, photos and weblinks to a selection of the accommodation below.

Single Rooms

This independent walking holiday is available to solo walkers but as all our holidays are priced per person based on two sharing there is a single supplement payable to cover the additional costs we incur. If you require single rooms within your party we will of course try to accommodate your request subject to availability.


Breakfast is included each morning while lunch and dinner are not included so you are free to choose from the available options. Your accommodation will be more than happy to provide a packed lunch on request and this can be booked on arrival, alternatively your guidebook also includes details of local shops and convenient lunch stops on the way. Dinner is available either at your accommodation or nearby pubs and restaurants and your info pack will of course have recommendations.




Bramblewood - Drymen

Bramblewood - Drymen

Bramblewood is a friendly, family run Bed and Breakfast accommodation situated in the peaceful village of Drymen.







Green Shadows - Drymen

Green Shadows - Drymen

A stunning B&B which overlooks the Buchanan Castle Golf Course and offers a very high standard of accommodation.







Craigmore Guest House - Aberfoyle

Craigmore Guest House - Aberfoyle

Craigmore Guesthouse is a luxury 10 room B&B offering the best quality service & accommodation. Overlooking the River Forth, this superbly positioned B&B has picturesque surrounds & views of Ben Lomond right outside the front door.







Abbortsford Lodge - Callender

Abbortsford Lodge - Callender

Abbotsford Lodge is a beautiful late 19th Century house set in the outskirts of the picturesque town of Callander, the gateway to the highlands.







Rosebank Guest House - Strathyre

Rosebank Guest House - Strathyre

Mal Dingle welcomes guests to this elegant and spacious Victorian guest house situated in the village of bonnie Strathyre, 8 miles north of Callander.







Old Bank Guesthouse - Killin

The Old Bank Guesthouse - Killin

A very warm welcome awaits you at Old Bank Guesthouse Guest House all year round. The house is run to a very high standard and cleanliness is a priority.







Balnearn Guest House - Aberfeldy

Balnearn Guest House - Aberfeldy

Situated on the edge of the town within a two minute walk of the “Birks o’ Aberfeldy” (made famous by Robert Burns), Balnearn is a Victorian style property set within approximately three-quarters of an acre of grounds







Wellwood House - Pitlochry

Wellwood House - Pitlochry

Set in a two and a half acre hillside site with spectacular views, private pond and reed bordered stream, yet only a gentle stroll from Pitlochry town centre.




Single Rooms & Solo Walkers

This holiday is available to solo walkers, although a single supplement is payable. If you require single rooms within your party we would be happy to accommodate your request, although it is not generally possible to secure more than three single rooms in a party. A single supplement is payable.

Baggage Transfer

Your bags will be collected from your accommodation each day and moved onto your overnight accommodation. We ask you to limit your luggage to one bag of up to 20kg per person.

General Information

The distances and ascent/descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack.

Travel Insurance

It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.

Getting to Drymen and from Pitlochry

Air Glasgow has two airports which are convenient for the start of the Rob Roy Way in Drymen. Glasgow International Airport, west of the city centre, is only a 30 minute transfer by taxi, whilst Prestwick Airport is 30 miles south of the city and involves a 90 minute transfer by taxi. Pitlochry is approximately 2 hours to Edinburgh Airport and 3 hours to Glasgow International Airport by taxi. Consider getting one way tickets into Glasgow for Drymen and out of Edinburgh for Pitlochry. If this is not cost effective get a return flight to and from Glasgow.

Rail / Bus from Glasgow

Take a bus direct to Drymen from Buchannan Street Bus Station with the journey taking one hour. From Pitlochry a direct train to either Edinburgh or Glasgow takes only 2 hours


Cars can be left in Drymen in a public non secure car park. To retrieve your car at the end of the walk will require a taxis transfer or the use of public transport via Perth and Glasgow which could take as much as 4 hours.


  • Hand picked bed and breakfast accommodation in ensuite rooms wherever possible.
  • Door to door baggage transfer.
  • A detailed info pack and guidebook with map for the group leader.


  • Travel to the start or from the finish of the walk.
  • Lunches, dinners, snacks and drinks.
  • Travel Insurance.
  • Personal Equipment.
  • Taxi transfers or public transport should you need to skip a stage.


  • Single Room Supplement
  • Extra nights before, during or after your holiday.

Planning a trip on the Rob Roy Way can be daunting, especially if this is your first long distance walking holiday. We are often asked the following questions and I hope that you will find the answers useful.

How fit do I need to be?

We offer a couple of itineraries so you can choose your preferred daily distance so hopefully you will find an itinerary that suits your preferred level of activity. If you currently don’t enjoy an active lifestyle we suggest regular walking in hilly terrain supplemented by cardio vascular exercise for at least 6 months prior to your walk. A good gym or personal trainer will be able to draw up a personalised training programme.

How far in advance do I need to book?

We suggest you book as soon as your plans are finalised as The Rob Roy Way is extremely popular especially over April/May and July/August. Even in the busy times however, we will always try and accommodate your plans.

What personal equipment do I need?

You will need good walking shoes/boots (ideally waterproof), comfortable walking clothes, waterproof jacket and trousers, a daypack and hats/gloves etc. You can download a full equipment list from the downloads page of our website.

When is the best time of year?

Traditionally April/May has always been the most popular time of year because the theory goes that the weather is better. Although we believe any time between late March and October offers a wonderful experience.

Which direction should I walk?

We recommend you walk from South to North as all the guidebooks are written in this direction and this is also our personal preference. If you would prefer to walk from North to South we can of course accommodate you.

Am I able to take my dog?

Unfortunately we are unable to accommodate walkers with dogs as many of the accommodation providers we use do not accept pets.

What happens if I can't walk a stage?

You can use public transport or local taxis to continue to your next overnight stop.

Loved Rob Roy Way!


Scotland was such an adventure and so lovely. The people were very friendly. We had great weather in May with bluebells in bloom everywhere as well as gorse all over the hillsides. The Rob Roy Way was a good mixture of towns, hills, lochs, and spectacular scenery. Would do this hiking again in a second!




Awesome trip !


Loved this trip. It was our first hike this long with the family. Some members complained that it was too long and tiring. Some days could have been broken down into 2 (above 20 KM) instead of putting them all in 1 day.

Carole Mouchantaf



MacsAdventure held my hand the whole way


MacsAdventure were there all the time, during planning, questions, the period op to the journey, during and after. I felt safe the whole way. The planned tour were beautiful and the accommodations were good and had a high standard. I will without any doubt use them again to provide me with a holiday journey.




Relaxing holiday


The tour was very nice, the scenery was beautiful and the accommodations exceeded our expectations. Overall we had a great week of hiking. The one shortfall of this hiking tour is that some days a long portion of the hike is on asphalt, which can get a bit tiring for the feet. That being said, we still enjoyed it tremendously.




A beautiful sunny walk


This was our fifth walk in Scotland and our fourth with Macs. As always, the arrangements were great and accommodations outstanding, with one rather funky exception. We particularly liked the friendly and lovely Dall Lodge in Killin. Although it was a sunny holiday weekend and the towns were full, the walk was uncrowded. Scenery ranged from bucolic to exhilarating. Yes, there is more pavement walking than typical (the reason for 4 stars rather than 5) and the sign posting is rather erratic. But we had lots of fun, unexpected moments--the antique tractor parade on the South Loch Tay Road, being charged by a group of hares, the surprise of finding a chocolate lounge along the route. And so many sunny days we had to buy more sun screen. Thanks Macs!

The Willpenters

Kentucky, USA


We would do most of this trip again.


The first few days included too much pavement walking. During that time the mileage was a bit off on a couple of days (like 4 miles) and unclear directions one day. After that everything was great!

Helen the Walker

North Carolina


A Trail with lots of interesting stops


A Trail that shows you our history from very early days (AD) through to up to date.


Central Perthshire


Great adventure


The way was very well planned, the information package well researched and easy to follow

Distance walker

United States




This was our fourth walking holiday with Macs and absolutly not the last. As always everything was just perfect. Even helping us with an extra night rather late before we left home - Cara rocks..... Accommodations were good/super good and even the weather was very nice with only a little rain. The Rob Roy Way is a nice route - not that hard and with some nice/very nice views, but it did not match The Westhighland Way, though.




It was 'the best'!


Loved the whole experience despite getting some blisters...fortunately the schedule had 2 nights in Killin so I had a day where I rested (still found a significant hill to climb and hired a bike for variety). Accommodation was superb and people were lovely. Being on my own was never an issue. Had blue skies for the whole time which was unheard of!

Kiwi Karen

New Zealand


Rob Roy Way Walking Holiday

4.3 24


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