Book your Fall escape with Skedaddle! We’ve curated a list of our most popular guided small-group road bike 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 (72)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (72)
Types of Cycling / Grades (1)
Departure Month
Level of Support
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Guided
The Andes and the Lake District
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 25/10/2025 Guaranteed | 06/11/2025 | $5,565.00 |
| 21/02/2026 | 05/03/2026 | $5,565.00 |
| 24/10/2026 | 05/11/2026 | $5,895.00 |
| 13/03/2027 | 25/03/2027 | $5,895.00 |
- Your first glimpse of the snowcapped Volcan Osorno
- Crossing over the Andes not just once but twice!
- Cycling the Seven Lakes Route from San Martin to Villa Angostura
- Quiet roads and the backdrop of the awesome Andes
- The immense monkey puzzle trees around Villa Pehuenia
- Relaxing in the Puyehue hot springs
- Tasting all the culinary delights of the region
Guided
Atlantic Escape
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 01/11/2025 Guaranteed | 10/11/2025 | $3,995.00 |
| 25/04/2026 | 04/05/2026 | $4,195.00 |
| 31/10/2026 | 09/11/2026 | $4,195.00 |
- Stunning Sintra and its sunsets
- The lovely fishing village of Nazare
- Incredible accommodation in 4 star hotels each night
- Views from the Arrabida mountains
- Coastal riding and beautiful beaches
- Reaching mainland Europe’s most southwesterly point by bike!
Guided
Road Atlas
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 08/11/2025 Fully Booked | 17/11/2025 | $2,525.00 |
| 27/12/2025 | 05/01/2026 | $2,525.00 |
| 31/01/2026 | 09/02/2026 | $2,710.00 |
| 07/11/2026 | 16/11/2026 | $2,710.00 |
| 27/12/2026 | 05/01/2027 | $2,710.00 |
| 30/01/2027 | 08/02/2027 | $2,850.00 |
| 06/11/2027 | 15/11/2027 | $2,850.00 |
| 27/12/2027 | 05/01/2028 | $2,850.00 |
- The High Atlas mountain range
- The outstanding Ounila Valley and Ait Benhaddou Kasbah
- Exploring the surreal blue rocks of Tafraoute
- The incredible 100km ride from Tafraoute towards the coast
- Enjoying a cold beer on one of Morocco’s finest terraces at Immouzer
- The sights, smells and sounds of the Marrakech souk
- Starting and finishing in this years ‘Capital of Culture’ Marrakech
Guided
Roads of Ronda
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 09/11/2025 | 15/11/2025 | $2,995.00 |
- 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
Vineyards of the Douro Valley
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 18/10/2025 Guaranteed | 25/10/2025 | $3,710.00 |
| 11/04/2026 | 18/04/2026 | $3,895.00 |
| 17/10/2026 | 24/10/2026 | $3,895.00 |
- Riding along the Douro river through immense vineyards surrounded by terraced slopes
- Staying in the charming lodgings of wine farms, where we visit Port wine cellars and sample some port and wine
- Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
- The historic fortified village of Almeida
- Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
- The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
Guided
Bilbao to Barcelona
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/09/2025 Guaranteed | 13/09/2025 | $4,410.00 |
| 18/09/2025 | 27/09/2025 | $4,410.00 |
- 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
Land's End to John O'Groats Explorer
Guided Road 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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 12/07/2025 Last Spaces | 02/08/2025 | $6,920.00 |
| * 26/07/2025 Guaranteed | 16/08/2025 | $6,920.00 |
| 06/09/2025 Last Spaces | 27/09/2025 | $6,920.00 |
| 09/05/2026 | 30/05/2026 | $7,280.00 |
| 11/07/2026 | 01/08/2026 | $7,280.00 |
| 05/09/2026 | 26/09/2026 | $7,280.00 |
- 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
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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