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Road Bike Tours & Trips
Join our passionate peloton exploring the world's most spectacular roads
Carefully crafted by our road cycling experts, our tours will take you on the most incredible routes in the UK, Europe and beyond. Choose a relaxed tour with the perfect blend of sublime cycling, scenery and cuisine, or venture into the high mountains of the Pyrenees and Alps to take on some of the world’s best loved climbs. Adventurous souls in search of a road less travelled will love exploring Norway’s fjords, Morocco’s Atlas Mountains or the jungles of Costa Rica and Colombia. Meanwhile, our ‘Iconic Journeys’ offer an incredible end-to-end cycling challenge, perfect if you want to tick off a well-known route like Land's End to John O’Groats or France end to end from St Malo to Nice or try one of our unique routes riding the length of Spain or Italy.
Expertly designed and meticulously planned, it doesn’t matter if you choose to join a guided small group tour or go self-guided, we’ll take care of every detail. The only thing you’ll be thinking about is what incredible views await around the next bend and the delicious food you'll be enjoying at end of your day’s riding.
Best Destinations For Road Cycling
Your Skedaddle Favourites
Andalucia - Los Pueblos Blancos
Guided Road Bike Tour
| Start Date | Price p.p. |
|---|---|
| 26/10/2025 | $3,065.00 |
| 28/12/2025 | $3,425.00 |
Highlighted trips are already guaranteed
- Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
- A fantastic mixture of great small rural hotels
- Exploring beautiful Ronda, perched on its magnificent gorge
- Reaching the dramatic Puerto de las Palomas
- Grazalema, nestled below atmospheric, limestone mountains
- Sipping local sherries with tasty tapas in the local bodegas
Eden Valley and the North Pennines
Guided Road Bike Tour
| Start Date | Price p.p. |
|---|---|
| 14/09/2025 | $1,525.00 |
| 26/07/2026 | $1,600.00 |
| 20/09/2026 | $1,600.00 |
Highlighted trips are already guaranteed
- 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
Vineyards of the Douro Valley
Guided Road Bike Tour
| Start Date | Price p.p. |
|---|---|
| 18/10/2025 | $3,710.00 |
| 11/04/2026 | $3,895.00 |
| 17/10/2026 | $3,895.00 |
Highlighted trips are already guaranteed
- 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
NEW! Coast to Coast - Puglia to Cilento
Guided Road Bike Tour
| Start Date | Price p.p. |
|---|---|
| 28/09/2025 | $2,850.00 |
| 06/10/2025 | $2,850.00 |
Highlighted trips are already guaranteed
- An epic coast to coast journey through southern Italy riding from the Adriatic coast to the Tyrrhenian Sea
- Exploring the UNESCO World Heritage sites of Alberobello, Matera, Padula and Paestum
- Losing ourselves in the labyrinthic white washed alleyways of Noci and Tricarico
- Climbing the hills of little-known Basilicata, to the hill-top villages of Castelmezzano, Calvello and Marsico Vetere
- Cycling through the Dolomiti Lucane, southern Italy’s lesser-known Dolomites
- Enjoying the roller-coaster ride along the Cilento Coast from Palinuro to Paestum
- Sampling southern Italy’s best food and wine
Corsica - The Beautiful Isle
Guided Road Bike Tour
| Start Date | Price p.p. |
|---|---|
| 13/09/2025 | $3,280.00 |
Highlighted trips are already guaranteed
- One of the most dramatic coastal rides in Europe
- The descent through the Scala di Santa Regina between the Col de Vergio and Corte
- Chestnut beers all round in Corte, the ancient and rustic mountain capital
- Mouthwatering local cuisine, charcuterie and cheeses
- The Castagniccia – Corsica’s most unspoiled region of chestnut forest, wild boar and traditional rural villages
Scotland - Kirkpatrick Coast to Coast
Guided Road Bike Tour
| Start Date | Price p.p. |
|---|---|
| * 24/08/2025 | $1,795.00 |
| 10/05/2026 | $1,895.00 |
| 19/07/2026 | $1,895.00 |
| 13/09/2026 | $1,895.00 |
Highlighted trips are already guaranteed
- 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
News, Reviews & Stories
Our Guide to Cycling in Shikoku, Japan
This one-of-a-kind journey takes you beyond the usual tourist paths, with scenic coastal rides and visits to ancient temples...
The Best Cycling Routes in Italy
From the sun-drenched hills of Tuscany to the dramatic cliffs of the Amalfi Coast, Italy’s varied terrain caters to all types of cyclists.