Rob Roy Way

Rob Roy Way

A walk from Loch Lomond, through the Trossachs National Park and the Highlands of Perthshire.

3 to 9 nights
23-78 miles
Easy / Moderate to Demanding / Strenuous

From £355 per person

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About the trail

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. The trail follows old tracks besides rivers and lochs, through a series of charming glens and over passes which provide wonderful views of the surrounding mountains.

As well as the tales of Rob Roy’s adventures to uncover, there is a wide range of other historic sites to discover along the route, including prehistoric stone circles, military roads and the ruins of multiple crofts, shielings and mort-safes, all adding to the intrigue of this scenic walk. Book your Rob Roy Way walking holiday today, with full-route and short break itineraries to suit your pace.

We offer multiple holiday options along this trail. If you wish to experience the entire trail, simply select the first option from the list below.

Choose your route

  • Rob Roy Way
  • Rob Roy Way Highlights
  • Rob Roy Way Short Break

About this route

6 to 9 nights
78 miles
Moderate to Demanding
14th March to 31st October

From £695 per person

Rob Roy Way

This full-route walking holiday explores the Rob Roy Way from Drymen in the south to Pitlochry in the north, taking in the fine highland scenery of Loch Lomond, the Trossachs and the county of Perthshire.

Walk the Rob Roy Way through 76 miles of Scottish scenery, packed with stunning views and remarkable history, with something new to discover at every turn. Uncover the story of the famous outlaw Rob Roy as you take in the incredible landscapes, explore historic landmarks and visit atmospheric settlements brimming with character.

Available tours

Code Tour Duration Difficulty Price per person
RRW1 From Drymen to Pitlochry 6 nights, 5 days walking Demanding £695
RRW2 From Drymen to Pitlochry 7 nights, 6 days walking Moderate / Demanding £810
RRW3 From Drymen to Pitlochry 8 nights, 7 days walking Moderate £925
RRW4 From Drymen to Pitlochry 9 nights, 8 days walking Moderate £1040

Short breaks

Code Tour Duration Difficulty Price per person
RRWSB1 From Callander to Killin 3 nights, 2 days walking Moderate £355
RRWSB2 From Callander to Killin 4 nights, 3 days walking Easy / Moderate £470
RRWSB2-with-ABERFOYLE From Aberfoyle(L) to Killin 5 nights, 4 days walking Easy / Moderate £588

Rob Roy Way 6 nights, 5 days walking

£NNN per person
  • Itinerary
  • What's included?
  • Extra nights?
  • Tour facts
  • Route profile
  • Travel info
  • Weather
  • Holiday Highlights

Travel to Drymen where your first night's accommodation will be booked

Day 1

Drymen to Aberfoyle(L). 11 miles (17.5km)

Day 2

Aberfoyle(L) to Strathyre. 18 miles (29km)

Day 3

Strathyre to Ardeonaig(L). 20.5 miles (32.5km)

Day 4

Ardeonaig(L) to Aberfeldy. 18 miles (29km)

Day 5

Aberfeldy to Pitlochry. 10 miles (16km)


Depart from Pitlochry after breakfast

Your Itinerary

This itinerary lists our preferred overnight stops for this tour. Sometimes there may be a shortage of available accommodation in a preferred location, in which case we will transfer you from the trail to your accommodation and back again at no extra charge. Overnight stops marked with a (T) will always require transfers as standard.

Overnight stops marked with an (L) have very limited accommodation, and therefore more often than not will also require a transfer, particularly on bank holidays and weekends. We will use non-transfer accommodation wherever possible.

The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to travel more than a mile from the trail to your accommodation in most cases; should your accommodation be further than this, transfers will be provided as standard if practical. A very limited number of stops will require you to travel on foot up to two miles off the trail, however these instances will be clearly communicated to you if applicable.

Further transfers may also be required due to some accommodations having a two-night minimum booking policy, especially at weekends.

Below are the additional costs that may apply depending on your requirements. Dog-friendly tours are subject to a Daily Dog Charge, which will be listed below if applicable. Our standard prices per person are based upon two people sharing a room; if you are on your own, or are part of a group but require a room of your own, then the Solo Traveller or Single Supplements apply respectively:

A note about transfers
Solo Traveller Supplement
£60.00 per person / per night
Single Supplement
£50.00 per person / per night

You can add rest days at any of the overnight stops:

Extra night (Standard)
£65.00 per person / per night
© Contours Walking Holidays Rob Roy Way map
Drymen to Pitlochry
78 miles (124 km)
14th March to 31st October

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 wonderful views and marvelling at some of the best highland scenery on offer in Scotland.

What's included?

  • 6 nights' accommodation in en-suite rooms (where available) in selected B&B’s, hotels, inns and guesthouses along the trail, or a short distance away via taxi provided at our expense.
  • Breakfast each day.
  • Door to door luggage transfer.
  • Maps with the route marked on and a guidebook or route notes describing the trail.
  • An information pack containing an itinerary, instructions on how to find your accommodation each night and a kit list.
  • Detailed travel instructions on how to get to the start of your holiday and back from the end of it.

Extra Nights & Rest Days

An extra night is a wonderful way to extend your holiday. Whether you spend your extra day exploring or simply resting your weary legs, an extra night gives you more time to experience the sights and sounds along the trail.

The sleepy little town of Aberfoyle is an ideal base for exploring the Trossachs.

Aberfeldy is another good choice. It is an attractive little town with plenty of interesting shops, a superbly restored early 19th century water mill and Dewar's World of Whisky, which provides a fascinating insight into the making of malt whisky.

Pitlochry, with its many shops, the Eradour Distillery, the Blair Atholl Distillery, the Scottish Plant Collectors Garden and the Festival Theatre, is another good choice.

You can add rest days at any of the overnight stops:

Extra night (Standard)
£65.00 per person / per night

Tour Facts

Total distance: 77.5 miles (124 km)
Duration: 6 nights, 5 days walking
Minimum daily distance: 10 miles (16 km)
Maximum daily distance: 20.5 miles (32.5 km)
Code: RRW1 Grade: Demanding
Season: 14th March - 31st October
Start of holiday: Drymen
End of holiday: Pitlochry

Route Profile

Rob Roy Way Route Profile

Travel Information

Useful information and travel links that will assist you in your plans to travel to the start of the holiday and back from the end of it are sent to you with your full tour pack. A summary is given below:

By Air

The most convenient major city and international airports are Glasgow, Glasgow Prestwick and Edinburgh.

By Rail

The nearest rail stations to the start of the trail (Drymen) are either Milngavie (about 12.5 miles away) or Glasgow Queen Street (about 19.5 miles away). There is a rail station at the end of the trail (Pitlochry).

By Bus

Public transport options from Milngavie or Glasgow Queen Street stations to Drymen are somewhat lengthy, so a taxi would be the best option. Various bus services run from Pitlochry.

From London

Trains run from London Euston station (and occasionally London Kings Cross) to Milngavie & Glasgow Central.

Return to Start

The easiest way to return to the start of the trail, is to take the train from Pitlochry to Milngavie. From there a taxi will be required to Drymen.

Weather Information

To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:

  • MetCheck - This website allows you to look up detailed weather information for specific locations as far as six months in advance.
  • Met Office - This website shows regional area forecasts a few days in advance, with a general UK forecast description of up to 30 days in advance.
  • Mountain Forecast - This website shows what the forecast is like up on specific hills and fells, and offers forecasts a few days in advance.
"From Aberfeldy to Grandtully" by LuAnn & Kharis Grams (2023) "From Aberfeldy to Grandtully" by LuAnn & Kharis Grams (2023)
"From Lochearnhead to Craggan" by LuAnn & Kharis Grams (2023) "From Lochearnhead to Craggan" by LuAnn & Kharis Grams (2023)
"Callander" by LuAnn & Kharis Grams (2023) "Callander" by LuAnn & Kharis Grams (2023)
"River Teith" by LuAnn & Kharis Grams (2023) "River Teith" by LuAnn & Kharis Grams (2023)
"General Wade's Bridge" by LuAnn & Kharis Grams (2023) "General Wade's Bridge" by LuAnn & Kharis Grams (2023)
"Glen Ogle Viaduct" by Stephen MacNaughton-Wright (2018) "Glen Ogle Viaduct" by Stephen MacNaughton-Wright (2018)
"High above Strathtay" by Stephen MacNaughton-Wright (2018) "High above Strathtay" by Stephen MacNaughton-Wright (2018)
"The River Dochart" by Stephen MacNaughton-Wright (2018) "The River Dochart" by Stephen MacNaughton-Wright (2018)
"General Wades Bridge" by Saskia Siemensma (2017) "General Wades Bridge" by Saskia Siemensma (2017)
"Sky Reflection in the River Tay" by Saskia Siemensma (2017) "Sky Reflection in the River Tay" by Saskia Siemensma (2017)

Customer reviews from the Rob Roy Way

“We finally got to take the trip we had signed up to do since 2020. Many things in our life and the world changed in that time frame, but not the desire to do this Mother-Daughter trip. Thank you so much, "Contours Holidays" for working with us to get to complete this trip. For my daughter and I it was truly a trip of a lifetime that of course we want to have more of!!! Contours Holidays had great communication. They even helped us learn more about making our connections to the first leg of the trip in Drymen from Glasgow and I would have been really lost without that information. All luggage connections were made as planned and it went smoothly.”
Mrs Hale-Grams, USA
“Wonderful trip locations and accommodations were great.”
Ms McGinley, Germany
“A fabulous holiday, thank you. Made extra special with the exceptional weather that I enjoyed. No rain until the day I travelled home! All accommodation easily found and luggage always arrived.”
Ms Hoffman, USA
“Fabulous trail, lovely weather, great hospitality!”
Ms Siemensma, The Netherlands
“I am very happy about my walking tour and I think it was well organised by you. Most of the accommodations were good or excellent with only one exception. The documentation you sent me to my first hotel was all I needed for my walks. Whenever I arrived at you new place, my suitcase was waiting for me. Thank you for this interesting and nice experience and I would like to go on another walking tour with you in the future.”
Mr Mueller, Switzerland
“Contours excelled itself with selection of B&BS!”
Mr Whitehorn, UK
“Absolutely delighted with this holiday you organised for me. I was walking on my own and managed fine thanks to all your information and arrangements. Accommodation mentioned several times that they liked working with you as you gave them plenty of information including accommodation addresses etc of day before and day after which they found useful to know. I would definitely recommend Contours to anybody looking for this kind of holiday. Many thanks.”
Miss Redden, UK
“We had a great walking holiday with no problems worth mentioning. We were very satisfied with the booked accommodations.”
Mr Lopen, Noway
“Nice walking and perfect organisation by Contours.”
Mister Ampting, Netherlands
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