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Book your activity holiday with Europe's No.1 Adventure Travel Company - Wilderness Scotland

Superb scenery, quiet roads and great hospitality are the hallmarks of a road cycling trip with us.

Our road cycling holidays in Scotland feature spectacular landscapes and some of the most culturally interesting places you will find in Europe.

Our holidays range from an easy cruise through the Outer Hebrides islands to a challenging week of riding the highest mountain roads in the UK. Our on-the-road approach balances great guiding and insights when you would like it, alongside the freedom to explore at your pace.

Our trips are led by a qualified and experienced guide but you also receive detailed route notes for each day’s ride. You can choose to ride with your guide or simply follow the route notes meeting up with the group at designated stops along the way.

Throughout the day, our support vehicle will always be close to hand to provide drinks, snacks and a friendly ride should you need it. It also transfers your luggage between hotels, gearing you up for a lightweight and care-free ride.

Trip Reviews

100% Unedited Reviews

Our clients receive a feedback survey automatically after finishing their guided, self guided or tailor made holiday with us.

Once it's submitted the review is automatically published on our website just as soon as our database updates. We read all our client's reviews and although we don't respond to all of them, where issues are raised we make positive changes to our trips to improve your experience and if it's glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

Road Cycling - The Grand Tour
This was a unique experience. Much of the route travels extremely remote roads-- barely seeing a vehicle for hours at a time. This tour gave me an unforgettable experience of the beauty, majesty and magic of Eastern Scotland. I'll be back for more....

David Pines


Road Cycling - Outer Hebrides
This is our fourth trip with Wilderness Scotland, the previous three being sea kayaking. On every trip we have benefitted from friendly, skilful and well informed guides who are passionate about their activity. Cycling through the Outer Hebrides was a joy. The scenery is beautiful and changes as you journey through the islands. There is time to spot wildlife, enjoy the flowers and just absorb this special place. There's interesting history too. Its a wonderful uncrowded place to cycle but be aware there are some challenging hills to climb! A comfy bed in a friendly hotel or guest house each evening and some excellent food rounds off a very memorable holiday.

Diana Morgan


Road Cycling - Outer Hebrides
I do think overseas visitors would benefit from receiving a guide to cycling on our roads prior to starting this holiday
Accommodations provided was perfect for this trip , although thought could be given to the provisions of washing & drying facilities or maybe an overnight laundry service?
The road trip to 1st night accommodation was considered to long by the majority in our group .Maybe a couple of extra stops at various attractions for short coffee / toilet/ photo opportunities along the way could be considered .
In all the whole our groups preference was the 2 night stay at Polcharn , as opposed to the alternative of staying at Barra for one night .

"A big thank you to Ross & Tim for an all round well executed Hebridean road cycle trip experience. True professionals. In all a superb value for money holiday. Looking forward to booking my next road cycle trip with Wilderness ".Isobel Yule .

Isobel Yule


Rated 4.8 out of 5 based on 33 reviews of Road Cycling

5 star 28

4 star 5

3 star 0

2 star 0

1 star 0

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If you find yourself overwhelmed by the choice, or if you have questions about your fitness or suitability for any of these holidays, please feel free to contact our office on +44 (0)1479 420020 or by email.

4 Trip(s) listed

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Road Cycling - Island Explorer

Next available trip: 13th June        Duration: 5 night(s)
Location: Multi-Location    
Comfort: Classic
Difficulty: 4
  • Island hop across 3 of Scotland's best islands - Arran, Islay and Jura
  • Enjoy world class whisky and wildlife on the beautiful Island of Islay
  • Visit the third largest whirlpool in the world en route to the Kingdom of Argyll

Price: from £1,195

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13 review(s)

Road Cycling - The Grand Tour

Next available trip: 4th July        Duration: 6 night(s)
Location: Multi-Location    
Comfort: Classic
Difficulty: 5
  • Soak up the diverse beauty and culture of Scotland on a journey from the capital of the Highlands to the capital of the Lowlands
  • Explore the ancient town of St Andrews, visit Edinburgh castle and freewheel down the famous Royal mile
  • Ride through the Cairngorms National Park, pass the Queens residence at Balmoral Castle and enjoy a stop at the whisky distillery

Price: from £1,275

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20 review(s)

Road Cycling - Outer Hebrides

Next available trip: 30th May        Duration: 6 night(s)
Location: Outer Hebrides and St Kilda    
Comfort: Classic
Difficulty: 3
  • Cycle tour from Barra to Lewis through nine amazing islands of the Outer Hebrides.
  • Admire the outstanding landscapes of white sand beaches and towering shapely peaks.
  • Enjoy the fascinating history, rich culture and warm hospitality of the islands.

Price: from £1,295

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Road Cycling - The Mountain Passes

Next available trip: 11th July        Duration: 6 night(s)
Location: Multi-Location    
Comfort: Classic
Difficulty: 8
  • Soak up the views across to Skye and the Outer Hebrides while you journey over the UK's highest road climb - the 'Bealach na Ba'
  • Enjoy spectacular scenery, challenging climbs and exciting descents through 5 different mountain ranges
  • Visit Scotland's most famous landmarks, indulge in the locally sourced food and relax in comfortable inns and hotel

Price: from £1,095

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Our new Adventures for 2015 are now live!

Posted on Jan 17, 2015 by Rupert Shanks

Our new Adventures for 2015 are now live!

  The latest, greatest and brand new wild Scottish adventures we’re launching for 2015. Here at Wilderness HQ we are often dreaming about places we want to go, activities we want to try there and the best in local eateries to feed us when we re there. So it is no great hardship to create […]

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Holiday Giveaway! Christmas Advent-ure Week

Posted on Dec 15, 2014 by Rupert Shanks


It’s almost Christmas! We’re delighted to announce our Advent-ure Week Giveaway. For the next 5 days we will be giving away amazing daily prizes and on the final day one lucky adventurer will win a dream Scottish guided Road Cycling holiday and brand NEW Lapierre Audacio 400 road bike – worth over £2,000! How to […]

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