UK: +44 (0)1479 420 020
US: 1-866-740-3890
National Geographic - Best Adventure Travel Companies
Pinterest Facebook Twitter

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

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
A very enjoyable way of seeing some wonderful countryside and getting some exercise, while being thoroughly looked after; but inevitably quite expensive, and for that reason alone I would recommend this kind of trip to friends selectively.

Lucy Wood


Road Cycling - Outer Hebrides
Our Outer Hebrides Cycle trip was a "trip of a lifetime" and special thanks must go the Tim and Ross who were outstanding in their roles as Team Leaders. There can be no better way of seeing the Outer Hebrides than on a bike.

Ross was an absolute delight and his travelling lunches were brilliant - I renamed lunch "Jamie's kitchen".
The group size (8 cyclists) was perfect as we got to know everyone really well and the others were an interesting and friendly bunch. It was mentioned by several people than a fairly good level of fitness was essential to complete and enjoy the trip and this should be highlighted on your website. The hire bikes were also really good and suitable for the terrain. Overall, Murray and I were physically challenged but had a great adventure. The 80km day almost had me beat. I am glad I had done another cycle trip like this previously so that I knew what to expect. I am proud of having completed the trip without giving up on some of those hills!

Thank you for your feedback. We are reviewing all itineraries for our cycling trips for 2015. All feedback has been noted and will be actioned where possible.

Lesley McKay


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


Rated 4.9 out of 5 based on 52 reviews of Road Cycling

5 star 47

4 star 5

3 star 0

2 star 0

1 star 0

Read All Trip Reviews

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

Sort Your Selection:

15 review(s)

Road Cycling - The Grand Tour

Next available trip: 8th August        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

View Trip Details
6 review(s)

Road Cycling - Island Explorer

Next available trip: 19th September        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

View Trip Details
28 review(s)

Road Cycling - Outer Hebrides

Next available trip: 30th April        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

View Trip Details
3 review(s)

Road Cycling - The Mountain Passes

Next available trip: 7th May        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

View Trip Details
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 […]

Continue Reading
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 […]

Continue Reading

Read all Road Cycling Articles »