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
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Destinations
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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 |
| 24/04/2027 | £5,655.00 |
| 28/08/2027 | £5,655.00 |
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 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
| Start Date | Price p.p. |
|---|---|
| 30/08/2026 | £5,195.00 |
| 08/05/2027 | £5,355.00 |
| 28/08/2027 | £5,355.00 |
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
Lake District - Classic Coniston
Guided Electric Mountain Bike Holiday
Guided
United Kingdom
Lake District - Classic Coniston
Guided Electric Mountain Bike Holiday
Start
31/08/2026Duration
5 daysPrices from
£1,075 P.P.
Grade 3 - 4: Moderate/ Challenging
ELECTRIC MOUNTAIN BIKE HOLIDAY
If you love mountain biking let us show you the thrills of an e-MTB adventure. On this specially designed holiday we’ll be making the most of everything an e-MTB has to offer, with incredible climbs as well as fun descents. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. Remember to select your e-MTB hire when you book a holiday with us.
| Start Date | Price p.p. |
|---|---|
| 31/08/2026 | £1,075.00 |
Highlighted trips are already guaranteed
- The most diverse collection of mountain bike trails in the Lakes
- Swooping slate-y singletrack and rocky bridleways
- Amazing open views over Coniston Water
- Miles of amazing descents to hone your mountain biking skills
- A pint of ‘Coniston Bluebird’ after a great day’s riding
- Traversing woodland trails through Grizedale Forest
Guided
Bilbao to Barcelona
Guided Road Cycling Holiday
Guided
Spain
Bilbao to Barcelona
Guided Road Cycling Holiday
Start
03/09/2026Duration
10 daysPrices from
£2,995 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 03/09/2026 | £2,995.00 |
| 24/09/2026 | £2,995.00 |
| 12/05/2027 | £2,995.00 |
| 03/09/2027 | £2,995.00 |
| 25/09/2027 | £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
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. |
|---|---|
| 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
Italy - Gravel Trails of Veneto
Guided Gravel Riding Holiday
Guided
Italy
Italy - Gravel Trails of Veneto
Guided Gravel Riding Holiday
Start
05/09/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2: Gentle
| Start Date | Price p.p. |
|---|---|
| 05/09/2026 | £2,295.00 |
| 29/05/2027 | £2,395.00 |
| 04/09/2027 | £2,395.00 |
Highlighted trips are already guaranteed
- Discovering 5 UNESCO sites: Verona, Peschiera, Mantova, Padova, Vicenza
- Visiting Verona – the city of Romeo & Juliet and its iconic Arena
- Riding the best gravel routes along the Po and Adige rivers
- Climbing into the Colli Euganei for epic views
- Unwinding at a peaceful agriturismo in the Veneto countryside
- Celebrating your ride with new friends in Vicenza’s historic center
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.
| Start Date | Price p.p. |
|---|---|
| 06/09/2026 | £2,095.00 |
| 02/05/2027 | £2,185.00 |
| 23/05/2027 | £2,185.00 |
| 11/07/2027 | £2,185.00 |
| 05/09/2027 | £2,185.00 |
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
Norfolk - Rebellion Way
Guided Leisure Cycling Holiday
Guided
United Kingdom
Norfolk - Rebellion Way
Guided Leisure Cycling Holiday
Start
06/09/2026Duration
7 daysPrices from
£1,695 P.P.
Grade 3 : 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.
| Start Date | Price p.p. |
|---|---|
| 06/09/2026 | £1,695.00 |
Highlighted trips are already guaranteed
- Coastal cycling, beach houses and British seaside sights
- Majestic manor houses and villages full of character and charm
- Varied terrain from rolling country lanes to wooded ways
- Tales of Boudicca and rebellions
- Delightful Diss and stunning Holkham Hall
- Miles of gentle pedalling through the Norfolk Broads
- Posing with Captain Mainwaring in Thetford
Guided
St Malo to Nice Explorer
Guided Road Cycling Holiday
Guided
France
St Malo to Nice Explorer
Guided Road Cycling Holiday
Start
07/09/2026Duration
20 daysPrices from
£5,895 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 07/09/2026 | £5,895.00 |
| 25/05/2027 | £6,075.00 |
| 06/09/2027 | £6,075.00 |
Highlighted trips are already guaranteed
- Cycling along the Brittany coast with views out to the Abbey of Mont St-Michel
- Travelling under your own power all the way from the Channel to the Mediterranean
- Meandering along the Loire, Dordogne and Rhône rivers
- Riding through vineyards of Chateauneuf-du-pape
- Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
- Descending to Nice to ride along the Promenade des Anglais
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
| Start Date | Price p.p. |
|---|---|
| 12/09/2026 | £2,695.00 |
| 22/05/2027 | £2,825.00 |
| 11/09/2027 | £2,825.00 |
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
Tuscany to Rome
Guided Electric Bike Holiday
Guided
Italy
Tuscany to Rome
Guided Electric Bike Holiday
Start
12/09/2026Duration
8 daysPrices from
£2,395 P.P.
Grade 3 : Moderate
E-BIKE HOLIDAY
This holiday has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.
| Start Date | Price p.p. |
|---|---|
| 12/09/2026 | £2,395.00 |
| 08/05/2027 | £2,495.00 |
| 04/09/2027 | £2,495.00 |
Highlighted trips are already guaranteed
- Staying in Tuscan accommodation overlooking stunning landscapes
- Discovering the amazing towns of Siena, San Quirico and Pienza
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
- Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
- The sense of achievement riding into St Peter’s Square in Rome
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. |
|---|---|
| 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
