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    Cycling Holidays in Scotland

    Years of knowledge and research means we’ve found the quietest roads and most comfortable, cycle-friendly hospitality; the hallmarks of Wilderness Scotland bike tours. Choose from a range of point to point guided road cycling holidays like the Coast to Coast, Outer Hebrides and North Coast 500. Our on-the-road approach to cycle tours balances great guiding and insights, alongside super snacks and the freedom to explore at your own pace.

    430 reviews

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    What Makes Our Bike Tours Special

    Wilderness Scotland cycling holidays are a rich way to explore the scenery and landscape, culture and history of Scotland.

    The majority of our bike tours are point to point, meaning that you can challenge yourself with getting from A to B by pedalling each mile as part of a friendly group.

    If you fancy a tougher cycling challenge then journey from Aberdeen to Applecross on our exciting Coast to Coast Road Cycling adventure.

    View All Road Cycling Holidays

    Let us Take Care of The Details

    All 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.

    One of the most rewarding aspects of our cycling holidays are the places we choose for dinners each night. We package everything so you don’t need to worry about the details, except of course what you order from the menu. We’ve selected independent hotels and fantastic eateries, so you’ll be well fuelled for the next day in the bike saddle.

    Our Road Cycling Holidays

    9 Road Cycling Trips with 430 Reviews

    • Ride the quiet and winding roads of the Scottish Borders through glens, over hills and down leafy river valleys.
    • Discover Scotland's deep and rich history as you visit Rosslyn Chapel and other sites along the way.
    • Enjoy a boat trip on the Firth of Forth to view the Bass Rock - one of the largest gannet colonies in Scotland.
    Trip Flag
    • Journey between Scotland's National Parks on some of the best cycle routes in the UK
    • Ride through beautiful mountains, lochs and rivers on superbly scenic and quiet roads
    • The best of Highland hospitality in locally-owned hotels, restaurants and pubs
    Next Available Trip:
    3rd June | 15th July
    Perthshire and Southern Highlands
    7 Days / 6 Nights
    Blue Grade 6 (Moderate to Challenging) ? What does this mean?
    Click here to learn more about our trip difficulty grading system.
    Carbon Footprint:
    118kg ? What does this mean?
    Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

    The Grand Tour

    71 review(s)
    Trip Flag
    • A classic road cycling tour from the heart of the Highlands to Scotland's Capital.
    • An amazing week of trip highlights showcasing the best of Scotland's natural and cultural heritage and warm hospitality.
    • Full guiding, vehicle and logistical support leaving you to relax and enjoy the riding.
    Trip Flag
    • 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.

    Outer Hebrides

    188 review(s)
    Trip Flag
    • 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.
    Trip Flag
    • 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.
    Trip Flag
    • Discover the diverse beauty of the English landscape as you pedal west to east, traversing three of the country's most stunning national parks.
    • Relish in magnificent climbs and thrilling descents as you ride along fantastic roads used in the Tour de France and Road Cycling World Championships.
    • Enjoy the best of English hospitality, from welcoming rural pubs to cycle-friendly cafes and award-winning restaurants.
    Next Available Trip:
    9th July | 17th September
    8 Days / 7 Nights
    Blue Grade 6 (Moderate to Challenging) ? What does this mean?
    Click here to learn more about our trip difficulty grading system.
    Carbon Footprint:
    168kg ? What does this mean?
    Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
    Trip Flag
    Road Cycling
    England Coast to Coast

    This trip is operated by our England team. Clicking on the links below will redirect you to the Wilderness England website.

    North Coast 500

    33 review(s)
    • Ride the best sections of Scotland's spectacular North Coast 500 touring route.
    • Arrive at Scotland's most northerly point by bike.
    • Cycle through the incredible scenery of northern Scotland on winding tarmac past towering mountains, sandy beaches and rolling wilderness.

    The Five Countries

    25 review(s)
    Trip Flag
    • 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.

    Self Guided Plus+
    Road Cycling Trips

    Our holidays reviewed in your own words...

    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.


    Bob McGennis

    Road Cycling - Tour of the Borders

    Age: 60 - 70
    Country: United States
    Trip Date: 24/09/2022
    Trips Taken: 2

    The Bottom Line

    The Bottom Line

    This was my second adventure with Wilderness Scotland. I couldn’t imagine how this latest trip (Tour of the Borders) could exceed my experience from the first trip (Wild Highland Trail) but that did happen. The Tour route was well designed with the right amount of distance, ascents, and the side trips to interesting places like the home of Sir Walter Scott. The guides, Scott and Will, really made the experience great. Congrats to them.


    Pete Young

    Road Cycling - Outer Hebrides

    Age: 50 - 60
    Country: United Kingdom
    Trip Date: 17/09/2022
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    Brilliant well thought out trip with helpful and knowledgeable guides.


    Judy Tollet

    Road Cycling - Outer Hebrides

    Age: 60 - 70
    Country: United Kingdom
    Trip Date: 17/09/2022
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    Loved the trip, what a great way to see the Hebrides, the route, the support, the pre-booked hotels, meals, local knowledge, yet the freedom to cycle at your own pace reinforced why it made life so much easier to use Wilderness Scotland for this trip!

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    Popular Cycling Holidays in Scotland

    TripNext DeparturePriceDuration 
    Road Cycling – Outer Hebrides 27/05/2023 £2,595 6 Nights Trip Details
    Road Cycling – Highland Coast to Coast 17/06/2023 £2,445 6 Nights Trip Details
    Road Cycling – The Five Countries Tour 21/05/2023 £4,495 12 Nights Trip Details

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