Explore some of the most beautiful road cycling routes in the UK on one of our road cycling holidays in Scotland and England. Our guided small group tours will take you on a magical journey through the rugged Scottish Highlands, the beautiful borders, and the wild landscapes of the North Pennines. For the ultimate challenge you can ride end to end in Britain on our tour from Lands End to John O'Groats. Fully supported, expertly designed and meticulously planned, we take care of every detail so you can enjoy the challenge and camaraderie of a road cycling holiday with Skedaddle.
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Destinations (12)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (12)
Types of Cycling / Grades (1)
Departure Month
Level of Support
UK Road Cycling Destination Guide
The UK is a place we’re proud to call home! Our local teams cannot wait to share all of their favourite routes with you.
Scotland: Remote wilderness on our doorstep! Home to some of our best-loved road cycling holidays - perfect for adventurous souls.
Northumberland: England’s least populated county is bursting with incredible scenery and bike-friendly roads.
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Guided
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
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SAVE ON 2026 ESCAPES
Save £150 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.
| * 23/05/2026 Guaranteed | 07/06/2026 | £3,295.00 |
| * 22/08/2026 | 06/09/2026 | £3,295.00 |
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- 3 countries in 14 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Scotland - Tour d'Ecosse
Guided Road Cycling Holiday
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SAVE ON 2026 ESCAPES
Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 02/05/2026 | 09/05/2026 | £1,855.00 |
| * 23/05/2026 | 30/05/2026 | £1,855.00 |
| * 13/06/2026 | 20/06/2026 | £1,855.00 |
| * 04/07/2026 Last Spaces | 11/07/2026 | £1,855.00 |
| * 08/08/2026 | 15/08/2026 | £1,855.00 |
| * 05/09/2026 | 12/09/2026 | £1,855.00 |
- Quiet single-track roads for miles on end
- Bealach Na Ba – the greatest road ascent in the UK
- Feasting on fresh seafood after a day in the saddle
- Stunning views out over the Isle of Skye
- Cycling the peaceful lochside roads of Scotland
- The swooping coastal road from Ullapool to Kinlochewe
Guided
Land's End to John O'Groats Explorer
Guided Road 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. You may choose to hire an e-bike on a group or supported tour but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 09/05/2026 Last Spaces | 30/05/2026 | £4,895.00 |
| 06/06/2026 | 27/06/2026 | £4,895.00 |
| 11/07/2026 | 01/08/2026 | £4,895.00 |
| 05/09/2026 Guaranteed | 26/09/2026 | £4,895.00 |
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- 3 countries in 19 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Eden Valley and the North Pennines
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 26/07/2026 | 31/07/2026 | £1,120.00 |
| 20/09/2026 | 25/09/2026 | £1,120.00 |
- Admiring the rugged natural beauty of the North Pennines
- Riding up to the top of Hartside – a Tour of Britain favourite – from both directions
- Miles and miles of quiet picturesque valleys and dramatic moorland
- Pedalling up to Alston, the ‘joint highest market town’ in England
- Cycling through the Howgill Fells, perfectly situated between the Lake District and Yorkshire Dales National Parks
- Enjoying a well deserved pint of Pennine Pale Ale at the end of a day in the saddle
Guided
Scotland - Kirkpatrick Coast to Coast
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 10/05/2026 | 15/05/2026 | £1,325.00 |
| 19/07/2026 | 24/07/2026 | £1,325.00 |
| 13/09/2026 | 18/09/2026 | £1,325.00 |
- 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
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
Road Cycling Holidays & Tours in the UK
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Why choose the UK for your road cycling holiday?
Discover the incredible and varied road riding that different parts of the UK have to offer! A perfect blend of scenic beauty, quiet roads and challenging hills. The UK’s extensive network of countryside roads are waiting to be explored by bike and our itineraries are carefully crafted to take you through the best parts of England, Scotland and Wales.
Top destinations for road bike tours in UK
Our local team of experts has designed incredible road bike tour itineraries in Scotland, Wales, Yorkshire and The Lake District. And if you’re looking for an ultimate end-to-end journey through the UK, our LEJOG, Land’s End to John O'Groats tour is for you.
Decide how you ride
Our road cycling UK tour range is designed to suit different types of riders and preferences – join our guided small group tour in England, Scotland and Wales. Choose your riding grade based on your fitness level.
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