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 tour. 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
Eden Valley and the North Pennines
Guided Road Bike Tour
Guided
United Kingdom
Eden Valley and the North Pennines
Guided Road Bike Tour
Start
26/07/2026Duration
6 daysPrices from
$1,565 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 26/07/2026 | $1,565.00 |
| 20/09/2026 | $1,565.00 |
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
Guided
Scotland - Tour d'Ecosse
Guided Road Bike Tour
Guided
Scotland
Scotland - Tour d'Ecosse
Guided Road Bike Tour
Start
08/08/2026Duration
8 daysPrices from
$2,650 P.P.
Grade 3: Moderate
| Start Date | Price p.p. |
|---|---|
| 02/05/2026 | $2,650.00 |
| 23/05/2026 | $2,650.00 |
| 13/06/2026 | $2,650.00 |
| 04/07/2026 | $2,650.00 |
| 08/08/2026 | $2,650.00 |
| 05/09/2026 | $2,650.00 |
Highlighted trips are already guaranteed
- 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
- The swooping coastal road from Ullapool to Kinlochewe
Guided
Land's End to John O'Groats Classic
Guided Road Bike Tour
Guided
United Kingdom
Land's End to John O'Groats Classic
Guided Road Bike Tour
Start
22/08/2026Duration
16 daysPrices from
$4,710 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 23/05/2026 | $4,710.00 |
| 22/08/2026 | $4,710.00 |
| 22/05/2027 | $4,850.00 |
| 14/08/2027 | $4,850.00 |
Highlighted trips are already guaranteed
- 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
Alps and Dolomites - Giants of the Giro
Guided Road Bike Tour
Guided
Italy
Alps and Dolomites - Giants of the Giro
Guided Road Bike Tour
Start
22/08/2026Duration
9 daysPrices from
$3,565 P.P.
Grade 4 - 5
| Start Date | Price p.p. |
|---|---|
| 25/07/2026 | $3,565.00 |
| 22/08/2026 | $3,565.00 |
Highlighted trips are already guaranteed
- Cycling through the best alpine and dolomite scenery of Italy
- Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
- Enjoying post-ride relaxation in typical chalet-style mountain hotels
- Re-charging your energy levels every evening with tasty local fayre
- Testing your legs and endurance on the final Monte Grappa climb
- Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
Guided
Grand Traverse Explorer - South to North
Guided Road Bike Tour
Guided
Italy
Grand Traverse Explorer - South to North
Guided Road Bike Tour
Start
29/08/2026Duration
22 daysPrices from
$7,850 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 29/08/2026 | $7,850.00 |
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
Basque Country to Andalucia Explorer - North to South
Guided Road Bike Tour
Guided
Spain
Basque Country to Andalucia Explorer - North to South
Guided Road Bike Tour
Start
30/08/2026Duration
21 daysPrices from
$7,420 P.P.
Grade 3: Moderate
| Start Date | Price p.p. |
|---|---|
| 10/05/2026 | $7,420.00 |
| 30/08/2026 | $7,420.00 |
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 Bike Tour
Guided
United Kingdom
Land's End to John O'Groats Explorer
Guided Road Bike Tour
Start
05/09/2026Duration
22 daysPrices from
$6,995 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 | $6,995.00 |
| 06/06/2026 | $6,995.00 |
| 11/07/2026 | $6,995.00 |
| 05/09/2026 | $6,995.00 |
| 08/05/2027 | $7,205.00 |
| 05/06/2027 | $7,205.00 |
| 03/07/2027 | $7,205.00 |
| 31/07/2027 | $7,205.00 |
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 Bike Tour
Guided
Spain
Bilbao to Santiago
Guided Road Bike Tour
Start
07/09/2026Duration
11 daysPrices from
$4,610 P.P.
Grade 3: Moderate
| Start Date | Price p.p. |
|---|---|
| 28/06/2026 | $4,610.00 |
| 07/09/2026 | $4,610.00 |
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 Bike Tour
Guided
Italy
Coast to Coast - L'Adriatico al Tirreno
Guided Road Bike Tour
Start
12/09/2026Duration
9 daysPrices from
$3,850 P.P.
Grade 3: Moderate
| Start Date | Price p.p. |
|---|---|
| 16/05/2026 | $3,850.00 |
| 12/09/2026 | $3,850.00 |
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 Bike Tour
Guided
Scotland
Scotland - Kirkpatrick Coast to Coast
Guided Road Bike Tour
Start
13/09/2026Duration
6 daysPrices from
$1,850 P.P.
Grade 3: Moderate
| Start Date | Price p.p. |
|---|---|
| 10/05/2026 | $1,850.00 |
| 19/07/2026 | $1,850.00 |
| 13/09/2026 | $1,850.00 |
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 Bike Tour
Guided
Italy
Grand Traverse Classic - North to South
Guided Road Bike Tour
Start
24/09/2026Duration
17 daysPrices from
$5,995 P.P.
Grade 4: Challenging
| Start Date | Price p.p. |
|---|---|
| 21/05/2026 | $5,995.00 |
| 24/09/2026 | $5,995.00 |
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 Bike Tour
Guided
Spain
Bilbao to Barcelona
Guided Road Bike Tour
Start
24/09/2026Duration
10 daysPrices from
$4,280 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 06/05/2026 | $4,280.00 |
| 03/09/2026 | $4,280.00 |
| 24/09/2026 | $4,280.00 |
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
