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 (82)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (82)
Types of Cycling / Grades (1)
Departure Month
Level of Support
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Guided
Bilbao to Barcelona
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 03/09/2026 Last Spaces | 12/09/2026 | £2,995.00 |
| 24/09/2026 Last Spaces | 03/10/2026 | £2,995.00 |
| 12/05/2027 | 21/05/2027 | £3,085.00 |
| 03/09/2027 | 12/09/2027 | £3,085.00 |
| 25/09/2027 | 04/10/2027 | £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
Alps - Mont Ventoux to Alpe d'Huez
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/08/2026 Contact Us | 23/08/2026 | £2,595.00 |
| 26/06/2027 | 03/07/2027 | £2,695.00 |
| 24/07/2027 | 31/07/2027 | £2,695.00 |
- 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
NEW! Trans Iberia - Barcelona to Porto
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 03/10/2026 Last Spaces | 24/10/2026 | £5,775.00 |
| 09/04/2027 | 30/04/2027 | £5,945.00 |
| 05/10/2027 | 26/10/2027 | £5,945.00 |
- Starting the journey in the cultural capital of Barcelona
- Crossing the stunning mountain roads of the Sierra de Gredos
- Delighting in the varied regional specialities of the Iberian Peninsula
- Discovering the fortified city of Toledo
- Exploring the ancient narrow streets of Morella, Albarracín and Chinchón
- Toasting the end of the ride with a glass of Port on the banks of the Douro
Guided
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 19/09/2026 Fully Booked | 26/09/2026 | £2,125.00 |
| 10/10/2026 Guaranteed | 17/10/2026 | £2,125.00 |
| 08/05/2027 | 15/05/2027 | £2,225.00 |
| 22/05/2027 | 29/05/2027 | £2,225.00 |
| 18/09/2027 | 25/09/2027 | £2,225.00 |
| 09/10/2027 | 16/10/2027 | £2,225.00 |
- Riding the stunning coastal road from Alghero to Bosa
- The ride to Montiferru through its oak forest
- Sampling delightful Sardinian foods with a vast variety of local wines
- Enjoying the view of Pan di Zucchero on the Nebida coastal ride
- Sweeping down the long descent to Fluminimaggiore and Masua
- Glimpsing the white beaches which hug the south west coast road
Guided
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 22/08/2026 Last Spaces | 06/09/2026 | £3,295.00 |
| 22/05/2027 Guaranteed | 06/06/2027 | £3,395.00 |
| 14/08/2027 | 29/08/2027 | £3,395.00 |
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- The camaraderie of completing the UK’s best challenge ride on a small group tour
- 3 countries in 14 days of riding. 1,000 miles of Britain at its best
- A unique LEJOG route along quiet roads through scenic countryside
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Delicious picnics, country pubs and wonderful accommodation
- Cornish pasties to haggis and everything in between
Guided
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 24/09/2026 Fully Booked | 10/10/2026 | £4,195.00 |
| 20/05/2027 | 05/06/2027 | £4,325.00 |
| 23/09/2027 | 09/10/2027 | £4,325.00 |
- Riding down the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
- Cycling through 10 UNESCO World Heritage sites and 5 National Parks
- Visiting some of the most important historical and artistic cities in Italy: Lucca, San Gimignano, Pienza, Assisi and Lecce
- The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
- Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
- Cycling to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
Guided
Basque Country to Andalucia Classic - North to South
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 27/09/2026 | 12/10/2026 | £3,995.00 |
| 11/04/2027 | 26/04/2027 | £4,095.00 |
| 25/09/2027 | 10/10/2027 | £4,095.00 |
- Cycling through the varied beauty of 14 national parks
- Delicious regional dishes which change from day to day as you traverse the entire country
- Crossing the granite Guadarrama and Gredos mountain ranges as you move from the north to the south of the country
- Views over the Straits of Gibraltar to Morocco
- The beautiful towns of San Sebastian, Guadaloupe and Ronda
- The satisfaction of arriving in to Tarifa with over 1,000 miles of Spanish roads having passed beneath your wheels
Guided
Emerald Mountains
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/01/2027 | 28/01/2027 | £4,195.00 |
| 06/02/2027 | 18/02/2027 | £4,195.00 |
| 05/06/2027 | 17/06/2027 | £4,195.00 |
- Exploring unspoiled Andean highlands
- The historic city of Cartagena
- The hospitality of locals, so proud to show off their country
- The challenges offered by Colombia’s dramatic mountains
- Cycling with the warm Caribbean breeze at your back
- Being amongst the first to ride in this emerging destination
Guided
Bilbao to Santiago
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 07/09/2026 Fully Booked | 17/09/2026 | £3,225.00 |
| 26/06/2027 | 06/07/2027 | £3,295.00 |
| 05/09/2027 | 15/09/2027 | £3,295.00 |
- 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
Scotland - Tour d'Ecosse
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/07/2026 Fully Booked | 11/07/2026 | £1,855.00 |
| 08/08/2026 Last Spaces | 15/08/2026 | £1,855.00 |
| 05/09/2026 Last Spaces | 12/09/2026 | £1,855.00 |
| 08/05/2027 | 15/05/2027 | £1,925.00 |
| 26/06/2027 | 03/07/2027 | £1,925.00 |
| 07/08/2027 | 14/08/2027 | £1,925.00 |
| 04/09/2027 | 11/09/2027 | £1,925.00 |
- 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 of Scotland
- The swooping coastal road from Ullapool to Kinlochewe
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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