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
Cotswolds - Bourton-on-the-Water
Guided Leisure Cycling Holiday
Guided
United Kingdom
Cotswolds - Bourton-on-the-Water
Guided Leisure Cycling Holiday
Start
24/08/2026Duration
5 daysPrices from
£1,145 P.P.
Grade 2-3: Gentle/Moderate
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EARLY SEASON SAVINGS
Save £50 when you book our tour departing 13 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. |
|---|---|
| * 13/04/2026 | £1,145.00 |
| 15/06/2026 | £1,195.00 |
| 24/08/2026 | £1,195.00 |
Highlighted trips are already guaranteed
- Staying at Harrington House, a comfortable HF Country House in the centre of picturesque Bourton-on-the-Water
- Three days guided cycling with an experienced leader
- Enjoying leisurely rides through beautiful rolling countryside
- Visiting the famous Cotswold market town of Stow-on-the-Wold
- Visiting the historic village of Bibury, famous for its stone cottages which once housed weavers
- Cycling through beautiful chocolate box villages
Guided
Grand Traverse Explorer - South to North
Guided Road Cycling Holiday
Guided
Italy
Grand Traverse Explorer - South to North
Guided Road Cycling Holiday
Start
29/08/2026Duration
22 daysPrices from
£5,495 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 29/08/2026 | £5,495.00 |
Highlighted trips are already guaranteed
- Riding up 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: Lecce, Assisi, Siena, Venice
- 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 from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
30/08/2026Duration
7 daysPrices from
£2,555 P.P.
Grade 3-4 : Moderate/Active
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 | Price p.p. |
|---|---|
| 03/05/2026 | £2,555.00 |
| 24/05/2026 | £2,555.00 |
| 31/05/2026 | £2,555.00 |
| 21/06/2026 | £2,555.00 |
| 05/07/2026 | £2,555.00 |
| 26/07/2026 | £2,555.00 |
| 16/08/2026 | £2,555.00 |
| 30/08/2026 | £2,555.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram from the Distillery at Tarbert
- Seeing the traditional weaving of Harris Tweed
- Views of Luskentyre Beach over a delicious picnic lunch
- Visiting the Blackhouse Village at Gearrannan
- The awe inspiring Callanish Standing Stones
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
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Start
06/09/2026Duration
8 daysPrices from
£2,095 P.P.
Grade 4: Active
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 | Price p.p. |
|---|---|
| 17/05/2026 | £2,095.00 |
| 28/06/2026 | £2,095.00 |
| 26/07/2026 | £2,095.00 |
| 06/09/2026 | £2,095.00 |
Highlighted trips are already guaranteed
- Marvelling at the beauty of Kilmartin Glen and its ancient monuments
- Enjoying traffic-free Caledonia Way cycleways and lovely canal side routes
- Checking out Ben Nevis and The Grampians from Loch Linhe
- Fort Augustus and taking on the legendary ascent of Glendoe
- Exploring Knapdale – One of Scotland’s National Scenic Areas
- Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
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
Derbyshire Dales - Dovedale
Guided Leisure Cycling Holiday
Guided
United Kingdom
Derbyshire Dales - Dovedale
Guided Leisure Cycling Holiday
Start
07/09/2026Duration
5 daysPrices from
£1,095 P.P.
Grade 2-3: Gentle/Moderate
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 | Price p.p. |
|---|---|
| 04/05/2026 | £1,095.00 |
| 13/07/2026 | £1,125.00 |
| 07/09/2026 | £1,125.00 |
Highlighted trips are already guaranteed
- Stay at Peveril of the Peak, a comfortable HF Country House in the Peak District National Park
- Relax in the heart of the Derbyshire Dales
- Flit across the famous stepping stones at scenic Dovedale
- Follow the Tissington, Manifold and High Peak Trails — miles of peaceful off-road cycling
- Explore the area using the very railroads that shaped it
- Cycling through the impressive Manifold valley
Bike and Boat
Venetian Waterways (Venice to Mantova)
Bike and Barge holiday
Bike and Boat
Italy
Venetian Waterways (Venice to Mantova)
Bike and Barge holiday
Start
12/09/2026Duration
8 daysPrices from
£1,395 P.P.
Grade 1-2 : Easy/Gentle
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
| Start Date | Price p.p. |
|---|---|
| 28/03/2026 Ave Maria | £1,395.00 |
| 04/04/2026 Vita Pugna | £1,755.00 |
| 11/04/2026 Ave Maria | £2,225.00 |
| 18/04/2026 Vita Pugna | £1,755.00 |
| 25/04/2026 Ave Maria | £2,225.00 |
| 02/05/2026 Vita Pugna | £1,885.00 |
| 09/05/2026 Ave Maria | £2,455.00 |
| 16/05/2026 Vita Pugna | £1,885.00 |
| 23/05/2026 Ave Maria | £2,455.00 |
| 30/05/2026 Vita Pugna | £1,755.00 |
| 06/06/2026 Ave Maria | £2,225.00 |
| 13/06/2026 Vita Pugna | £1,755.00 |
| 20/06/2026 Ave Maria | £2,225.00 |
| 27/06/2026 Vita Pugna | £1,635.00 |
| 04/07/2026 Ave Maria | £1,855.00 |
| 11/07/2026 Vita Pugna | £1,635.00 |
| 18/07/2026 Ave Maria | £1,855.00 |
| 25/07/2026 Vita Pugna | £1,635.00 |
| 01/08/2026 Ave Maria | £1,855.00 |
| 08/08/2026 Vita Pugna | £1,635.00 |
| 15/08/2026 Ave Maria | £1,855.00 |
| 22/08/2026 Vita Pugna | £1,635.00 |
| 29/08/2026 Ave Maria | £2,595.00 |
| 05/09/2026 Vita Pugna | £1,995.00 |
| 12/09/2026 Ave Maria | £2,595.00 |
| 19/09/2026 Vita Pugna | £1,995.00 |
| 26/09/2026 Ave Maria | £2,595.00 |
| 03/10/2026 Vita Pugna | £1,995.00 |
| 10/10/2026 Ave Maria | £2,595.00 |
| 17/10/2026 Vita Pugna | £1,755.00 |
| 24/10/2026 Ave Maria | £2,225.00 |
Highlighted trips are already guaranteed
- Cycling through some of Northern Italy’s most enticing cities
- Staying on board the modern, bright and spacious Ave Maria or the traditional Vita Pugna
- Exploring the beautiful city of Venice
- Riding alongside the River Po, the longest river in Italy
- Experiencing the fishing valleys of the Po Delta, one of Europe’s largest wetlands
- Spending the day discovering Mantova and its historic centre; a Renaissance jewel
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
Sacred Valley of the Incas
Guided Cycling Holiday
Guided
Peru
Sacred Valley of the Incas
Guided Cycling Holiday
Start
19/09/2026Duration
12 daysPrices from
£2,895 P.P.
Grade 2 - 3: Gentle/ Moderate
| Start Date | Price p.p. |
|---|---|
| 06/06/2026 | £2,895.00 |
| 15/08/2026 | £2,895.00 |
| 19/09/2026 | £2,895.00 |
| 05/06/2027 | £3,035.00 |
| 14/08/2027 | £3,035.00 |
| 18/09/2027 | £3,035.00 |
Highlighted trips are already guaranteed
- Amazing biking and a day of hiking the Inca Trail
- The imposing Inca ruins of the Sacred Valley
- Shopping for bargains at Pisac’s artisan market
- Machu Picchu – One of the Wonders of the World
- The world’s best Pisco sours and ceviche!
- Colourful Cusco and the unspoiled Lares Valley
