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
Eden Valley and the North Pennines
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 14/09/2025 Guaranteed | 19/09/2025 | £1,065.00 |
| 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
Tuscany to Rome
Guided Electric Bike Holiday
E-BIKE HOLIDAY
This holiday has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 13/09/2025 Fully Booked | 20/09/2025 | £2,255.00 |
| 23/05/2026 | 30/05/2026 | £2,335.00 |
| 12/09/2026 | 19/09/2026 | £2,335.00 |
- Staying in Tuscan accommodation overlooking stunning landscapes
- Discovering the amazing towns of Siena, San Quirico and Pienza
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
- Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
- The sense of achievement riding into St Peter’s Square in Rome
Guided
Bilbao to Barcelona
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/09/2025 Last Spaces | 13/09/2025 | £3,085.00 |
| 18/09/2025 | 27/09/2025 | £3,085.00 |
- An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
- Cycling with the impressive back-drop of the Pyrenees by your side
- Dining each evening on rustic Spanish mountain cuisine
- The striking pink granite of the Parc Natural de Montserrat
- Dramatic castles, forts and monasteries perched on every hilltop
- Seeing Barcelona stretched out in front of you, with the sea beyond
Guided
Sacred Valley of the Incas
Guided Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/08/2025 Contact Us | 27/08/2025 | £2,575.00 |
| 20/09/2025 Guaranteed | 01/10/2025 | £2,575.00 |
| 06/06/2026 | 17/06/2026 | £2,795.00 |
| 15/08/2026 | 26/08/2026 | £2,795.00 |
| 19/09/2026 | 30/09/2026 | £2,795.00 |
| 05/06/2027 | 16/06/2027 | £2,935.00 |
| 14/08/2027 | 25/08/2027 | £2,935.00 |
| 18/09/2027 | 29/09/2027 | £2,935.00 |
- Amazing biking and a day of hiking the Inca Trail
- The imposing Inca ruins of the Sacred Valley
- Shopping for bargains at Pisac’s artisan market
- Machu Picchu – One of the Wonders of the World
- The world’s best Pisco sours and ceviche!
- Colourful Cusco and the unspoiled Lares Valley
Guided
Basque Country to Andalucia Explorer - North to South
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 31/08/2025 Last Spaces | 20/09/2025 | £5,195.00 |
- Starting in style with a Pintxos tour in elegant San Sebastian
- Cycling through the vineyards & dramatic mountains of Rioja
- Spending an evening in the Monastery of Valvanera
- Seduced by Segovia with its castle and cathedral
- Descending from the Sierras to the charming beauty of Cordoba
- Finishing your ride in style at the fun loving city of Malaga-
Guided
Sardinia - Cape to Cape
Guided Gravel Riding Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 27/09/2025 Guaranteed | 04/10/2025 | £2,095.00 |
| 16/05/2026 | 23/05/2026 | £2,195.00 |
| 03/10/2026 | 10/10/2026 | £2,195.00 |
- Climbing up to Capo Sperone to mark the start of our journey… and looking out from Capo Mannu over the Med to mark its end!
- Riding scenic gravel roads along the Cabras Lagoon
- Checking out the UNESCO heritage Nuragic site of Barumini
- Scaling the exciting gravel tracks of the Marmilla hills
- Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
- Eating fantastic home-cooked food, washed down with honest local wine!
Guided
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
OPTIONAL E-BIKE DEPARTURES
We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 E-Bike Departure | 27/09/2025 | £1,895.00 |
| 11/10/2025 Fully Booked | 18/10/2025 | £1,895.00 |
| 18/04/2026 | 25/04/2026 | £1,995.00 |
| 23/05/2026 | 30/05/2026 | £1,995.00 |
| 12/09/2026 | 19/09/2026 | £1,995.00 |
| 10/10/2026 | 17/10/2026 | £1,995.00 |
- Checking out the UNESCO heritage site of Barumini Nuraghe
- Enjoying the long descent to Fluminimaggiore and Masua
- Sampling local specialties at Carloforte, on St Pietro island
- Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
- Experiencing the friendliness and hospitality of the Sardinian people
- Discovering the white beaches along the south-west coastal road
Supported
Coast and Castles
Supported 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. |
|---|---|---|
| * 16/07/2025 Fully Booked | 20/07/2025 | £885.00 |
| 03/09/2025 Last Spaces | 07/09/2025 | £885.00 |
| 03/06/2026 | 07/06/2026 | £925.00 |
| 05/08/2026 | 09/08/2026 | £925.00 |
- Following the Tyne past the dramatic Tynemouth Priory
- Cycling past the pristine dunes and sandy beaches at Druridge Bay
- Stunning vistas as you approach imposing Bamburgh Castle
- Glimpsing Edinburgh as you cycle from the Moorfoot Hills
- The rugged beauty of the Scottish Borders
Guided
St Malo to Nice Classic
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 06/09/2025 Guaranteed | 20/09/2025 | £4,195.00 |
| 12/06/2026 | 26/06/2026 | £4,395.00 |
| 04/09/2026 | 18/09/2026 | £4,395.00 |
- Cycling along the Brittany coast with views out to the Abbey of Mont St Michel
- Travelling under your own power all the way from the Channel to the Mediterranean
- Following riverside roads along the Loire, Dordogne and the Rhône
- Riding through the wine drenched Châteauneuf-du-Pape!
- Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
- Descending to Nice to ride along the Promenade des Anglais like a Tour de France winner!
Guided
Guided
Peru
Andean Journey
Guided Mountain Bike Holiday
Duration
13 daysPrices from
£3,295 P.P.
Grade 3 - 4: Moderate/ Challenging
Andean Journey
Guided Mountain Bike Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/10/2025 Guaranteed | 16/10/2025 | £3,295.00 |
| 16/05/2026 | 28/05/2026 | £3,495.00 |
| 03/10/2026 | 15/10/2026 | £3,495.00 |
| 15/05/2027 | 27/05/2027 | £3,675.00 |
| 02/10/2027 | 14/10/2027 | £3,675.00 |
- Remote wilderness cross-country riding
- Camping on the high altiplano
- Fun trails around Lago Langui and the Cañón de Tinajani
- Exploring the Sacred Valley of the Inca by bike
- Visiting the Historic Sanctuary of Machu Picchu
- Homestay on the shores of Lago Titicaca after visiting the Uros floating islands
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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