Book your Autumn escape with Skedaddle! We’ve curated a list of our most popular guided small-group cycling tours - the perfect way to extend your summer of cycling. Don’t miss the opportunity to ride through breathtaking landscapes with our expert guides! Need more convincing or have questions? Check out What Our Holidays Include here.
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Destinations (81)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (81)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Guided
Roads of Ronda
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 09/11/2025 | 15/11/2025 | £2,095.00 |
- Staying in the quintessentially Spanish town of Old Ronda
- Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
- Climbing the 1,200m up ‘The Colossus’
- The seemingly never-ending descent down to the fine sands of Estepona
- Taking a refreshing post ride dip in the Med
- Tasty tapas and sunset sangrias
Guided
Patagonia - Carretera Austral
Guided Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 22/11/2025 Last Spaces | 06/12/2025 | £5,245.00 |
| 08/03/2026 | 22/03/2026 | £5,245.00 |
| 08/11/2026 | 22/11/2026 | £5,295.00 |
| 07/03/2027 | 21/03/2027 | £5,295.00 |
- Riding one of the world’s classic cycling routes
- Enjoying a rest day in Coyhaique
- Lake Carrera’s spectacular ‘marble cathedral’
- True wilderness biking
- Relaxing in the thermal waters of Puyuhuapi Eco-Lodge
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. |
|---|---|---|
| 12/07/2025 Last Spaces | 02/08/2025 | £4,845.00 |
| * 26/07/2025 Guaranteed | 16/08/2025 | £4,845.00 |
| 06/09/2025 Last Spaces | 27/09/2025 | £4,845.00 |
| 09/05/2026 | 30/05/2026 | £5,095.00 |
| 11/07/2026 | 01/08/2026 | £5,095.00 |
| 05/09/2026 | 26/09/2026 | £5,095.00 |
- 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
Norfolk - Rebellion Way
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. 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. 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. |
|---|---|---|
| * 27/07/2025 Last Spaces | 02/08/2025 | £1,595.00 |
| 21/09/2025 Fully Booked | 27/09/2025 | £1,595.00 |
| 26/04/2026 | 02/05/2026 | £1,675.00 |
| 05/07/2026 | 11/07/2026 | £1,675.00 |
| 09/08/2026 | 15/08/2026 | £1,675.00 |
| 06/09/2026 | 12/09/2026 | £1,675.00 |
- Coastal cycling, beach houses and British seaside sights
- Majestic manor houses and villages full of character and charm
- Varied terrain from rolling country lanes to wooded ways
- Tales of Boudicca and rebellions
- Delightful Diss and stunning Holkham Hall
- Miles of gentle pedalling through the Norfolk Broads
- Posing with Captain Mainwaring in Thetford
Guided
Sardinia - Coast to Coast
Guided Mountain Bike Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 11/10/2025 | 18/10/2025 | £2,025.00 |
- Visiting Piscinas Beach – the highest sand dunes in the Med
- Checking out the UNESCO heritage Nuraghe of Barumini
- Riding varied biking trails in real remote mountain areas
- Eating fantastic home cooked food, washed down with local wine!
- Enjoying the stunning scenery of the limestone mountains around Ulassai
- The satisfaction of crossing spectacular Sardinia by bike
Guided
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 13/09/2025 Guaranteed | 21/09/2025 | £2,565.00 |
- An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
- Cycling through the smallest republic in Europe, San Marino
- Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
- Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
- Staying in quality accommodation, with fantastically warm hospitality
- Riding to Gubbio and Assisi, UNESCO World Heritage sites
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
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