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            Cycling Holidays in Dumfries and Galloway

            We found 3 Holidays in your search for:

            Destinations (1)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 3 Holidays in your search for:

            Select Order Order By
            Destinations (1)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support
            Road Cycling in Scotland Gravel Riding in Scotland Kirkpatrick C2C Mountain Biking In Scotland

            Tucked away in Scotland’s south-west corner, we believe Dumfries and Galloway is one of the country’s best-kept cycling secrets. While cyclists flock to the Scottish lochs and glens and the Hebridean Way, those in the know head south-west to Dumfries and Galloway; a quieter, less-discovered corner of Scotland that rewards riders with idyllic scenery, peaceful roads and world-class gravel riding. 

            From the rugged beauty of the Galloway Coast to rolling countryside and remote forest tracks, there’s tons of beautiful cycling routes in Dumfries and Galloway to explore. With fewer visitors and less traffic than Scotland’s more famous cycling regions, riders can enjoy a real sense of freedom and discovery at every turn.

            Our collection of cycling holidays showcases the very best of Galloway cycling, whether you’re looking for adventure, challenge or relaxation. Choose from our thrilling Galloway Gravel trip, the iconic Kirkpatrick C2C road ride, or a leisurely tour that allows you to soak up the scenery at a gentler pace. Whatever your riding style, cycling in Dumfries and Galloway promises to pleasantly surprise you! 

            • All Cycling Holidays
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            Select Order Order By
            Guided
            Guided
            Scotland

            NEW! Scotland – Galloway Gravel Escape

            Guided Gravel Riding Holiday

            Duration

            7 days

            Prices from

            £1,595 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            NEW! Scotland – Galloway Gravel Escape

            Guided Gravel Riding Holiday

            Start DateEnd DatePrice p.p.
            30/05/202705/06/2027£1,595.00
            25/07/202731/07/2027£1,595.00
            • Miles and miles of pristine Galloway gravel trails, deserted forest roads, old railway lines and ancient drovers roads
            • Challenging climbs rewarded by great views and exhilarating descents around the secluded Loch Trool and Loch Dee
            • Cycling through the arches of the dramatic Big Water of Fleet Viaduct
            • A chance to see Scottish wildlife, including red kites, ospreys, wild goats, and the unmistakable Belted Galloway cows
            • Staying in the charming towns of Kirkcudbright and Gatehouse of Fleet
            • Exploring the maze of gravel trails through Kirroughtree, Dalbeattie and Mabie Forests
            • Pedalling through the region that captivated Scottish heroes Rabbie Burns and Robert the Bruce
            • Riding through the heart of the Galloway and Southern Ayrshire UNESCO Biosphere with stunning views over the dramatic Solway Coast
            Photo Highlights Dates
            Guided
            Guided
            Scotland

            NEW! Scotland - The Heart of Galloway

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,495 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            NEW! Scotland - The Heart of Galloway

            Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities.

             

            Start DateEnd DatePrice p.p.
            23/05/202729/05/2027£1,495.00
            04/07/202710/07/2027£1,495.00
            05/09/202711/09/2027£1,495.00
            • Kicking off the adventure at the spectacular Mull of Galloway Lighthouse, Scotland’s most southerly point
            • Cycling Dumfries and Galloway’s quiet, unspoiled landscapes, far from the tourist crowds
            • Wildlife spotting from the saddle, including deer, red kites, red squirrels, guillemots (and occasionally puffins!)
            • Riding beneath the towering Big Water of Fleet Viaduct, one of Galloway’s most impressive landmarks
            • Celebrating a day in the saddle with a well-earned wee dram at Galloway Distillery
            • Soaking up the scenic Solway Firth coastline on low-traffic roads
            • Stopping for an ice cream on the beach in the vibrant harbour towns of Portpatrick and Kirkcudbright
            Photo Highlights Dates
            Guided
            Guided
            Scotland

            Scotland - Kirkpatrick Coast to Coast

            Guided Road Cycling Holiday

            Duration

            6 days

            Prices from

            £1,335 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Scotland - Kirkpatrick Coast to Coast

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            20/06/202725/06/2027£1,335.00
            25/07/202730/07/2027£1,335.00
            • Learn about Kirkpatrick Macmillan and his velocipede, which changed the world forever!
            • Breathtaking landscapes and dramatic coastlines
            • Charming and vibrant Kirkcudbright
            • Victorian viaducts and romantic ruined abbeys
            • Picturesque finish at the harbour of Eyemouth
            • Quiet country roads of the unexplored Borders
            Photo Highlights Dates

            Not sure which trip's right for you? Just ask!

            Get in touch and we'll help you find your perfect trip.

            Quote
            Saddle Skedaddle staff were excellent. Consistently high standards delivered year on year. Don't think I'd trust anybody else when booking a cycling holiday!
            Susan, Slovenia - Capital to Coast, Leisure Cycling Holiday
            Quote
            This was the best of the several organised bike tours I've been on by light years, and I'm now looking at doing other tours with Skedaddle.
            Jay, France - St Malo to Nice, Road Cycling Holiday
            Quote
            Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
            Paul, Land's End to John O'Groats Classic - 16 Days
            Quote
            What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
            Roger, France - Chateaux of the Loire
            Quote
            From the first day to the last, everything was fantastic. We never had to worry about anything. Hotels, van pick-ups, guides - you had it all covered!
            Carol and Jim - Peru, Cycling Holiday
            Quote
            On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
            Rob, Italy - Sardinia Island Flavours
            Next

            News, Reviews & Stories

            Cycle route in Dumfries and Galloway

            Skedaddle guide to the best cycle routes in Dumfries and Galloway

            Dave Shuttle, UK Route Developer and Guide, talks us through our cycle routes in Dumfries and Galloway and why our newest leisure cycling holiday should be on your wish list for next year.   Over the years, Dave has guided and scouted multiple cycling routes in Scotland, so who better to give us a breakdown ...

            Dave Shuttle - UK Product Lead at Saddle Skedaddle
            Dave Shuttle
            September 21, 2026

            Gallovidian Gravel – a New Gravel Scotland Adventure

            Gravel riding in Scotland just got better! Gallovidian Gravel joins Cycling UK’s growing collection of long-distance must-ride routes.   Since launching our gravel holiday range in 2023, we’ve sampled some of the best gravel riding in Scotland, so we were delighted to be involved in helping Cycling UK create a new off-road route in Dumfries and Galloway - 'Galloway Gravel Escape'. Working ...

            Dave Shuttle - UK Product Lead at Saddle Skedaddle
            Dave Shuttle
            July 25, 2026
            A gravel rider on a forest track

            Skedaddle Gravel Riding Guide To Scotland

            If gravel biking is about adventure, wilderness and exploring remote places, then you simply can’t beat gravel riding in Scotland! Outside the major cities, there are few roads connecting the towns and glens, but head off the tarmac on a two-wheeled adventure in Scotland, and you’ll discover a whole natural playground of hidden coastlines, ancient Caledonian pine forests, shimmering lochs, heather-clad hills and deep mountain valleys. Not to mention the traces of centuries-old historic sites, castles and old drover’s ...

            Dave Shuttle - UK Product Lead at Saddle Skedaddle
            Dave Shuttle
            June 2, 2026

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