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

Find your holiday

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

3 to 4 nights
23 miles
Easy / Moderate to Moderate
14th March to 31st October

From £355 per person

Rob Roy Way Short Break

The two-to-three-day Rob Roy Way Short Break tours 22.5 miles between Callander and Killin. It’s the ideal way to get a taste of this beautiful Great Trail, combining the characterful settlements of Callander, Strathyre and Killin with great views over Lochs Lubnaig and Earn, with the Tarmarchan Ridge as a brilliant backdrop in the later stages of the walk.

Available tours

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

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

Rob Roy Way Short Break 3 nights, 2 days walking

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

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

Day 1

Callander to Strathyre. 9 miles (14.5km)

Day 2

Strathyre to Killin. 13.5 miles (21.5km)


Depart from Killin 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 Short Break map
23 miles (36 km)
14th March to 31st October

Holiday highlights

Enjoying early views of Ben Ledi as you depart Callander, hinting at the landscapes ahead.

Following the narrow body of Loch Lubnaig, with its protective high hills clad with trees.

Finishing your walk in Killin, with cosy local pub and stunning views over the Falls of Dochart.

What's included?

  • 3 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.

Killin is a poular choice. It has a fascinating museum on the history and mythology of the area and displays the 1300-year-old 'healing stones' of St Fillan, an early Christian missionary who settled in Glen Dochart.

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.

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

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

Tour Facts

Total distance: 22.5 miles (36 km)
Duration: 3 nights, 2 days walking
Minimum daily distance: 9 miles (14.5 km)
Maximum daily distance: 13.5 miles (21.5 km)
Code: RRWSB1 Grade: Moderate
Season: 14th March - 31st October
Start of holiday: Callander
End of holiday: Killin

Route Profile

Rob Roy Way Short Break 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 (Callander) are either Dunblane (about 11.5 miles away), or Stirling (15.5 miles). There is then a rail station at Crianlarich, 14 miles from Killin by taxi.

By Bus - There is no direct bus service from Dunblane to Callander, so a taxi would be required. Buses run from Stirling to Callander.
There is no regular bus service from Killin to Crianlarich, so a taxi would be required at most times (a bus runs twice a day on a Saturday only).

From London - Trains run from London Kings Cross Station (and occasionally London Euston station) to Dunblane.

Return To The Start - To best way to return to the start of the trail
(Callander), is to take the bus, which runs four times a day Monday to Saturday only. A taxi will be required on a Sunday or in between buses.

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.