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Road Cycling Holidays

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 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 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

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
Wonderful and memorable. I love Scotland as a result and will do another trip. Perhaps a more female- friendly bike for me next time? Hybrid was more comfortable than the racing/road bike. Thanks for a superb holiday. Money well spent. Regards Kerry davey Australia

Kerry Davey


Road Cycling - Island Explorer
Our entire family group had a terrific time on the trip. The van support was extremely helpful given our schedule and the weather. Our guides made every day the best that it could be for us - filled with interesting stories and information about Scotland, flexible plans, wonderful activities and terrific bike routes. We have already recommended Wilderness Scotland to everyone that asks about our trip .
TEAM WILDERNESS RESPONSE: Thank you for your comments, we are delighted that our guides delivered a fantastic experience for your family group.

Beth Drucker


Road Cycling - Outer Hebrides

Christopher Dobson


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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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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14 review(s)

Road Cycling - Island Explorer

Next available trip: 13th May        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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7 review(s)

Road Cycling - Coast to Coast

Next available trip: 27th May        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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59 review(s)

Road Cycling - Outer Hebrides

Next available trip: 10th June        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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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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27 review(s)

Road Cycling - The Grand Tour

Next available trip: 6th May        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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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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What is a Scottish Summer Like?

Posted on Sep 23, 2016 by Meike van Krimpen

Summer in Scotland

Although the weather in Scotland can become glorious as early as the end of April, summer does not really kick-off till June when the weather is consistently mild for the next four months. We’d be lying if we said that Scottish summers are all warmth and sunshine, they’re not. But they’re also not wet and cold like people think. […]

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Scotland’s 5 Most Beautiful Islands

Posted on Aug 23, 2016 by Zoe Newsam

Scotland's 5 Most Beautiful Islands

‘List Scotland’s five most beautiful islands’… Well, goodness me, there’s a question! Trying to answer that is a bit like giving a wee boy the keys to the sweetie shop and telling him he can only pick five jars.  There are 790 of them, of which 94 are recorded as being inhabited, and many more […]

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