What are ‘Guaranteed Departures’? Our group trips need a minimum number of riders before we can give things the go ahead. Our Guaranteed Departures are trips which have already reached that minimum, meaning you can place a booking and start looking forward to your trip straight away. Browse all upcoming Guaranteed Departures below and click on the ‘Dates’ tab to see all available tour dates for a particular holiday. If the group tour you are looking at is not yet guaranteed, then you can still make a booking and chat to our sales team about how many more riders are needed before it becomes guaranteed.
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Destinations
Departure Month
Destinations
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Guided
Basque Country to Andalucia Explorer - North to South
Guided Road Cycling Holiday
Guided
Spain
Basque Country to Andalucia Explorer - North to South
Guided Road Cycling Holiday
Start
30/08/2026Duration
21 daysPrices from
£5,195 P.P.
Grade 3 : Moderate
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SAVE ON 2026 ESCAPES
Save £250 when you book our tour departing 10 May 2026. Book before 16 February and enter promo code SPRING26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| * 10/05/2026 | £5,195.00 |
| 30/08/2026 | £5,195.00 |
Highlighted trips are already guaranteed
- 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
Land's End to John O'Groats Explorer
Guided Road Cycling Holiday
Guided
United Kingdom
Land's End to John O'Groats Explorer
Guided Road Cycling Holiday
Start
05/09/2026Duration
22 daysPrices from
£4,895 P.P.
Grade 3 - 4: Moderate/ Challenging
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 | Price p.p. |
|---|---|
| 09/05/2026 | £4,895.00 |
| 06/06/2026 | £4,895.00 |
| 11/07/2026 | £4,895.00 |
| 05/09/2026 | £4,895.00 |
| 08/05/2027 | £5,045.00 |
| 05/06/2027 | £5,045.00 |
| 03/07/2027 | £5,045.00 |
| 31/07/2027 | £5,045.00 |
Highlighted trips are already guaranteed
- 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
Guided
Bilbao to Santiago
Guided Road Cycling Holiday
Guided
Spain
Bilbao to Santiago
Guided Road Cycling Holiday
Start
07/09/2026Duration
11 daysPrices from
£3,225 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 28/06/2026 | £3,225.00 |
| 07/09/2026 | £3,225.00 |
Highlighted trips are already guaranteed
- 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
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
Guided
Italy
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
Start
12/09/2026Duration
9 daysPrices from
£2,695 P.P.
Grade 3 : Moderate
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EARLY SEASON SAVINGS
Save £100 when you book our tour departing 16 May 2026. Book before 16 February and enter promo code SPRING26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| * 16/05/2026 | £2,695.00 |
| 12/09/2026 | £2,695.00 |
Highlighted trips are already guaranteed
- An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
- Cycling through the smallest republic in Europe, San Marino
- Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
- Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
- Staying in quality accommodation, with fantastically warm hospitality
- Riding to Gubbio and Assisi, UNESCO World Heritage sites
Guided
Scotland - Kirkpatrick Coast to Coast
Guided Road Cycling Holiday
Guided
Scotland
Scotland - Kirkpatrick Coast to Coast
Guided Road Cycling Holiday
Start
13/09/2026Duration
6 daysPrices from
£1,295 P.P.
Grade 3 : Moderate
EARLY SEASON SAVINGS
Save £75 when you book our tour departing 10 May 2026. Book before 16 February and enter promo code SPRING26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| * 10/05/2026 | £1,295.00 |
| 19/07/2026 | £1,295.00 |
| 13/09/2026 | £1,295.00 |
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
Guided
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
Guided
Italy
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
Start
24/09/2026Duration
17 daysPrices from
£4,195 P.P.
Grade 4 : Challenging
| Start Date | Price p.p. |
|---|---|
| 21/05/2026 | £4,195.00 |
| 24/09/2026 | £4,195.00 |
Highlighted trips are already guaranteed
- 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
Bilbao to Barcelona
Guided Road Cycling Holiday
Guided
Spain
Bilbao to Barcelona
Guided Road Cycling Holiday
Start
24/09/2026Duration
10 daysPrices from
£2,995 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 06/05/2026 | £2,995.00 |
| 03/09/2026 | £2,995.00 |
| 24/09/2026 | £2,995.00 |
Highlighted trips are already guaranteed
- 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
Coast to Coast - Puglia to Cilento
Guided Road Cycling Holiday
Guided
Italy
Coast to Coast - Puglia to Cilento
Guided Road Cycling Holiday
Start
27/09/2026Duration
8 daysPrices from
£2,095 P.P.
Grade 3 - 4: Moderate/ Challenging
EARLY SEASON SAVINGS
Save £100 when you book our tour departing 18 or 26 April 2026. Book before 16 February 2026 and enter promo code SPRING26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| * 18/04/2026 | £2,095.00 |
| * 26/04/2026 | £2,095.00 |
| 27/09/2026 | £2,095.00 |
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
Guided
Tuscany - Giro della Toscana
Guided Road Cycling Holiday
Guided
Italy
Tuscany - Giro della Toscana
Guided Road Cycling Holiday
Start
03/10/2026Duration
8 daysPrices from
£2,095 P.P.
Grade 3 : Moderate
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EARLY SEASON SAVINGS
Save £100 when you book our tour departing 2 May 2026. Book before 16 February and enter promo code SPRING26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| * 02/05/2026 | £2,095.00 |
| 31/05/2026 | £2,095.00 |
| 29/08/2026 | £2,095.00 |
| 03/10/2026 | £2,095.00 |
Highlighted trips are already guaranteed
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
- Staying in quality accommodation, with fantastically warm hospitality
- Easing along the rolling hills of the Colli Sienesi
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Stopping off at the lovely San Gimignano and Montalcino
- Chilling out with a post-ride Chianti
Guided
Vineyards of the Douro Valley
Guided Road Cycling Holiday
Guided
Portugal
Vineyards of the Douro Valley
Guided Road Cycling Holiday
Start
17/10/2026Duration
8 daysPrices from
£2,695 P.P.
Grade 3 - 4: Moderate/ Challenging
EARLY SEASON SAVINGS
Save £125 when you book our tour departing 11 April 2026. Book before 16 February 2026 and enter promo code SPRING26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | Price p.p. |
|---|---|
| * 11/04/2026 | £2,695.00 |
| 17/10/2026 | £2,695.00 |
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
Guided
Prague to Venice
Guided Road Cycling Holiday
Guided
Czech Republic, Austria, Slovenia & Italy
Prague to Venice
Guided Road Cycling Holiday
Start
05/06/2027Duration
21 daysPrices from
£5,775 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 06/06/2026 | £5,775.00 |
| 04/07/2026 | £5,775.00 |
| 01/08/2026 | £5,775.00 |
| 05/06/2027 | £6,195.00 |
| 03/07/2027 | £6,195.00 |
Highlighted trips are already guaranteed
- A journey from Central Europe to the Mediterranean through four European countries
- Visit the vibrant capitals of Prague, Vienna and Ljubljana
- Learn about the historical Central European regions of Bohemia and Styria
- Explore the UNESCO World Heritage sites of Prague, Cesky Krumlov, Vienna, Graz, and Venice
- Have a well deserved end-of-ride pilsner seated in the village square of a little Bohemian village
- Enjoy quiet countryside roads with sweeping views all the way from Prague to Vienna
- Staying in quality accommodation, with warm traditional hospitality
- Feast on the traditional dishes, desserts and drinks of the Czech, Austrian and Slovenian cuisine.
