Some trips are best reserved early before they fill up. Now that our 2027 dates are live, we've pulled together a handy list so you don't miss out. Take your pick from popular road cycling challenges to e-bike rides through the Tuscan countryside and off-road adventures in Spain and Italy. And if nothing in the most popular list takes your fancy, you'll find 2027 dates up across our cycling ranges, so go on, have a browse and book with a deposit today!
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Destinations (74)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (74)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Supported
C2C - Coast to Coast
Supported Leisure Bike Tour
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. |
|---|---|---|
| 07/08/2026 Last Spaces | 11/08/2026 | $1,280.00 |
| 25/09/2026 Fully Booked | 29/09/2026 | $1,280.00 |
| 21/05/2027 | 25/05/2027 | $1,325.00 |
| 16/07/2027 | 20/07/2027 | $1,325.00 |
| 06/08/2027 | 10/08/2027 | $1,325.00 |
| 27/08/2027 | 31/08/2027 | $1,325.00 |
| 24/09/2027 | 28/09/2027 | $1,325.00 |
- UK’s favourite long distance cycle route
- Dramatic landscapes of the Lake District and Pennines
- Cycle friendly route – cycle paths and quiet country lanes
- Fully supported and awesome Skedaddle lunches
- Bike friendly B&Bs offering mouthwatering breakfasts
- Great sense of achievement, crossing the country, coast to coast
Guided
St Malo to Nice Classic
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 14/08/2026 Contact Us | 28/08/2026 | $6,280.00 |
| 18/06/2027 | 02/07/2027 | $6,465.00 |
| 13/08/2027 | 27/08/2027 | $6,465.00 |
- 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
Mountains and Coast
Guided Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 14/11/2026 | 28/11/2026 | $3,095.00 |
| 14/02/2027 | 28/02/2027 | $3,150.00 |
| 06/03/2027 | 20/03/2027 | $3,150.00 |
| 20/03/2027 | 03/04/2027 | $3,150.00 |
| 13/11/2027 | 27/11/2027 | $3,150.00 |
- Exploring the lesser visited parts of Vietnam by bike
- Stunning Saigon – the ‘Pearl of the Orient’
- Heading off the tourist trail in the Central Highlands
- Treating your tastebuds to Vietnam’s legendary cuisine
- Get your caffeine hit with a fresh roadside brew
- Soaking up the sunshine at beautiful Nha Trang
Guided
Bilbao to Santiago
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 07/09/2026 Fully Booked | 17/09/2026 | $4,610.00 |
| 26/06/2027 | 06/07/2027 | $4,710.00 |
| 05/09/2027 | 15/09/2027 | $4,710.00 |
- Riding along the stunning and dramatic Cantabrian coastline
- Enjoying a fabulous seafood platter in San Vicente de Barquera
- Pouring cider in the old town of Oviedo
- Arriving at the roof of the ‘Camino Primitivo‘, Puerto Palo
- Cycling through beautiful, rural, enchanting Galicia to arrive in historical Santiago to collect a pilgrims’ certificate
- The arrival at ‘the end of the world’ and awesome Cape Finisterre
Guided
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2026 Last Spaces | 27/09/2026 | $3,180.00 |
| 24/04/2027 | 01/05/2027 | $3,280.00 |
| 08/05/2027 | 15/05/2027 | $3,280.00 |
| 25/09/2027 | 02/10/2027 | $3,280.00 |
- Riding some of the classic Tuscany gravel routes including the Strade Bianche
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Sienesi’
- Chilling out with a post-ride Chianti or Brunello
Guided
Scotland - Tour d'Ecosse
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 08/08/2026 Fully Booked | 15/08/2026 | $2,650.00 |
| 05/09/2026 Last Spaces | 12/09/2026 | $2,650.00 |
| 08/05/2027 | 15/05/2027 | $2,750.00 |
| 26/06/2027 | 03/07/2027 | $2,750.00 |
| 07/08/2027 | 14/08/2027 | $2,750.00 |
| 04/09/2027 | 11/09/2027 | $2,750.00 |
- 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
- The swooping coastal road from Ullapool to Kinlochewe
Guided
Tuscany to Rome
Guided Electric Bike Tour
E-BIKE TOUR
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. |
|---|---|---|
| 12/09/2026 Last Spaces | 19/09/2026 | $3,425.00 |
| 08/05/2027 | 15/05/2027 | $3,565.00 |
| 04/09/2027 | 11/09/2027 | $3,565.00 |
- 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
Ruta de los Volcanes
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 22/12/2026 | 03/01/2027 | $6,280.00 |
| 13/03/2027 | 25/03/2027 | $6,320.00 |
| 22/12/2027 | 03/01/2028 | $6,465.00 |
- Spotting an unparalleled diversity of wildlife
- Cycling in the shadow of palm trees along the Pacific coast
- Breaking through the clouds as we cross Costa Rica’s central mountains
- Enjoying volcanic vistas over a drink in La Fortuna
- Watching the sun go down from Samara beach after a rewarding day in the saddle
- The change in scenery on opposing sides of the continental divide
Guided
Alps - Mont Ventoux to Alpe d'Huez
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/08/2026 Contact Us | 23/08/2026 | $3,710.00 |
| 26/06/2027 | 03/07/2027 | $3,850.00 |
| 24/07/2027 | 31/07/2027 | $3,850.00 |
- Legendary Tour de France challenges every day
- ‘Warming up’ on Mont Ventoux, the ‘Giant of Provence’
- Blue skies, fresh air and snow-capped peaks
- ‘Top of the world’ sensations on the summit of the Izoard
- Ticking off lots of Tour de France classics
- Riding through Provençal lavender flelds, synonymous with the region
- The final challenge of the legendary Alpe d‘Huez
Guided
Alps and Dolomites - Giants of the Giro
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 25/07/2026 Guaranteed | 02/08/2026 | $3,565.00 |
| 22/08/2026 Guaranteed | 30/08/2026 | $3,565.00 |
| 17/07/2027 | 25/07/2027 | $3,710.00 |
| 21/08/2027 | 29/08/2027 | $3,710.00 |
- Cycling through the best alpine and dolomite scenery of Italy
- Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
- Enjoying post-ride relaxation in typical chalet-style mountain hotels
- Re-charging your energy levels every evening with tasty local fayre
- Testing your legs and endurance on the final Monte Grappa climb
- Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
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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