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National Geographic - Best Adventure Travel Companies

Road Cycling Holidays

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

Quiet roads and great hospitality; the hallmarks of a Wilderness Scotland road cycling holiday.

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 own 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 cycle Scotland 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

Customer Kudos

Every client receives a feedback survey when they return from their guided, self guided or tailor made holiday with us.

Once completed the review is published on our website just as soon as our database updates. The little touches and details are important to us and where issues are raised we make positive changes to our trips to improve your experience.

That's why we read each of our client's reviews and although we don't respond to all of them, if it's glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

Road Cycling - Outer Hebrides
Wilderness Scotland, excellent and we have already suggested to an outdoorsy sort of friend of ours in Edinburgh that he consider contacting you re guiding. To future clients, go no further, well researched, well staffed and well equipped (in this case our bikes, the van and the back up).

Peter Bath


Road Cycling - Outer Hebrides
Beautiful and memorable

Jane Tapp


Road Cycling - The Grand Tour
Great experience, but where is our Wilderness Scotland Bike jersey? We'd be happy to pay extra and how good would that marketing be as the group navigates the crowds on the Royal Mile? We were the only bike group there; should have had your name on our backs. Also, ride up to Edinburgh Castle is not very bike friendly with the throngs of tourists...maybe ride to Holyrood and take the van up to the castle? Thanks again for a wonderful trip!

Charlotte Aitchison


Rated 4.9 out of 5 based on 119 reviews of Road Cycling

5 star 110

4 star 8

3 star 1

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.

7 Trip(s) listed

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59 review(s)

Road Cycling - Outer Hebrides

Next available trip: 1st July        Duration: 6 night(s)
Location: Outer Hebrides and St Kilda    
Comfort: Classic
Difficulty: 4
  • 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 £1,595

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27 review(s)

Road Cycling - The Grand Tour

Next available trip: 3rd June        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 £1,495

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Road Cycling - The Five Countries

Next available trip: 15th May        Duration: 11 night(s)
Location: Multi-Location    
Comfort: Classic
Difficulty: 6
  • Ride through the fantastic 5 countries of Great Britain & Ireland
  • Experience the culture of 5 different nations journeying through the best of scenery from wild mountains, to scenic coast, castles and charming villages
  • Explore the roads made famous by the Tour de France, Tour of Britain & Tour of Ireland

Price: from £2,695

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7 review(s)

Road Cycling - Coast to Coast

Next available trip: 22nd July        Duration: 6 night(s)
Location: Multi-Location    
Comfort: Classic
Difficulty: 7
  • Ride right across Highland Scotland from the east to the west coast
  • Quiet roads, testing climbs and superb descents through the UK's most spectacular landscapes
  • Visit the beautiful Cairngorms National Park, atmospheric Loch Ness and the mighty mountains of Torridon

Price: from £1,495

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8 review(s)

Road Cycling - Skye and the Inner Hebrides

Next available trip: 20th May        Duration: 6 night(s)
Location: Inner Hebrides including Skye    
Comfort: Classic
Difficulty: 3
  • Island-hopping through Mull, Iona and Skye on this easy-graded road cycling adventure.
  • Quiet country roads, cultural encounters, great landscapes and stunning island scenery.
  • Cycle to the Isle of Iona and explore its ancient Abbey.

Price: from £1,595

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14 review(s)

Road Cycling - Island Explorer

Next available trip: 19th August        Duration: 5 night(s)
Location: Multi-Location    
Comfort: Classic
Difficulty: 3
  • 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 £1,495

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4 review(s)

Road Cycling - The Mountain Passes

Next available trip: 19th August        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 £1,495

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FILM: Celebrating the bicycle’s 200th birthday

Posted on Feb 24, 2017 by Rupert Shanks

bicycle's 200th birthday

Celebrating the bicycle’s 200th birthday – Riding the 5 Countries Tour The humble bicycle turns 200 this year. To celebrate our love for two wheels we’ve been on an epic road cycling journey through all 5 countries of the UK and Ireland. – See the trip itinerary for the 5 countries tour The history of […]

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Best Cycle Routes Scotland – Ballater to Edzel

Posted on Feb 17, 2017 by Tim Francis

Cycle Route Ballater

Cycling along Royal Deeside is a pleasure. Smooth roads, majestic scenery and Victorian highlights.  This cycle route from Ballater takes in the best of views of the local area.  – Back to Top 5 Road Cycling routes in Scotland – Key info and photos of the Cairngorms and Central Highlands Cycle Route Notes There is a bit of […]

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