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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Trans Pyrenees Challenge
Guided Road Cycling Holiday
France
Trans Pyrenees Challenge
Guided Road Cycling Holiday
Start
02/07/2026Duration
10 daysPrices from
£3,245 P.P.| Start Date | Price p.p. |
|---|---|
| * 02/07/2026 | £3,245.00 |
| 20/08/2026 | £3,245.00 |
| 01/07/2027 | £3,395.00 |
| 19/08/2027 | £3,395.00 |
Highlighted trips are already guaranteed
- Riding the entire length of Europe’s most dramatic mountain range
- Looking down on the switchbacks ahead from the summits of the Aspin and the Port de Pailhères
- The breath-taking descent from the top of the Tourmalet
- Fresh crepes and a coffee at the summit of Col de Peyresourde
- Bathing tired legs in the outdoor thermal waters in Ax-les-Thermes
- Fine Spanish food and wine in Bossost
- A picnic and celebratory drinks on the beach by the Med
Land's End to John O'Groats Explorer
Guided Road Cycling Holiday
United Kingdom
Land's End to John O'Groats Explorer
Guided Road Cycling Holiday
Start
11/07/2026Duration
22 daysPrices from
£4,895 P.P.
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. |
|---|---|
| 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
Lakes of Lombardia
Guided Road Cycling Holiday
Italy
Lakes of Lombardia
Guided Road Cycling Holiday
Start
11/07/2026Duration
8 daysPrices from
£2,395 P.P.| Start Date | Price p.p. |
|---|---|
| 11/07/2026 | £2,395.00 |
| 01/08/2026 | £2,395.00 |
| 10/07/2027 | £2,495.00 |
| 31/07/2027 | £2,495.00 |
Highlighted trips are already guaranteed
- Riding into Switzerland from Lake Maggiore to Lake Lugano
- The ascent to Madonna del Ghisallo and the world famous cycling museum
- Strolling through Bellagio on Lake Como after a great lake-side ride
- Conquering Passo Maniva and the sweeping downhill to Lago di Idro
- Relaxing with a post-ride drink overlooking yet another beautiful lake
- Enjoying good food, fine wines and quality accommodation
Route of the Nomads
Guided Cycling Holiday
Mongolia
Route of the Nomads
Guided Cycling Holiday
Start
12/07/2026Duration
16 daysPrices from
£3,195 P.P.| Start Date | Price p.p. |
|---|---|
| * 12/07/2026 | £3,195.00 |
| 05/06/2027 | £3,355.00 |
| 10/07/2027 | £3,355.00 |
Highlighted trips are already guaranteed
- The Palace of Bogd Khan & Ganden Monastery – Ulaan Baatar
- Tsetserleg Hot Springs & time at a traditional Ger camp
- Gorgeous Tamir River Valley & Orkhon Valley Falls
- Delicious food and nights under the stars
- Cycling through one of the world’s true wildernesses
- Nomadic horsemen and smiling children along the way
Scotland - Wild About Argyll
Guided Gravel Riding Holiday
Scotland
Scotland - Wild About Argyll
Guided Gravel Riding Holiday
Start
12/07/2026Duration
7 daysPrices from
£1,695 P.P.| Start Date | Price p.p. |
|---|---|
| 12/07/2026 | £1,695.00 |
| 09/08/2026 | £1,695.00 |
| 30/08/2026 | £1,695.00 |
| 06/06/2027 | £1,755.00 |
| 01/08/2027 | £1,755.00 |
| 12/09/2027 | £1,755.00 |
Highlighted trips are already guaranteed
- Scenic shorelines on Loch Goil, Loch Long and Loch Eck
- Lush forest with a variety of trails and textbook gravel riding
- Pairing Scotland’s finest seafood with local whisky and craft beer
- Deep glens beneath towering mountains in Loch Lomond & the Trossachs National Park
- Sunsets across Loch Fyne at Portavadie
- Chance to spot otters, red squirrels and white-tailed eagles
Cycling the Fjords
Guided Electric Bike Holiday
Norway
Cycling the Fjords
Guided Electric Bike Holiday
Start
18/07/2026Duration
7 daysPrices from
£4,295 P.P.
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. |
|---|---|
| 18/07/2026 | £4,295.00 |
| 25/07/2026 | £4,295.00 |
| 06/09/2026 | £4,435.00 |
Highlighted trips are already guaranteed
- Ålesund, Norway’s most beautiful city showcasing its impressive Art Nouveau architecture
- The natural beauty of the Norweigan landscape, fjords, mountains, and coastlines.
- Scenic, pollution-free, quiet roads and the freshest, cleanest air you can breathe
- Cruising along the UNESCO listed Geirangerfjord by ferry
- Looking down over the Trollstigen Pass (The Troll’s Ladder) Norway’s most spectacular mountain road
- Narrow and dramatic Norangsdalen Valley & the beautiful coastal roads of Hjørundfjorden
Alps and Dolomites - Giants of the Giro
Guided Road Cycling Holiday
Italy
Alps and Dolomites - Giants of the Giro
Guided Road Cycling Holiday
Start
25/07/2026Duration
9 daysPrices from
£2,495 P.P.| Start Date | Price p.p. |
|---|---|
| 25/07/2026 | £2,495.00 |
| 22/08/2026 | £2,495.00 |
| 17/07/2027 | £2,595.00 |
| 21/08/2027 | £2,595.00 |
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
Provence - Avignon to Aigues-Mortes
Bike and Barge Holiday
France
Provence - Avignon to Aigues-Mortes
Bike and Barge Holiday
Start
25/07/2026Duration
8 daysPrices from
£1,815 P.P.
E-BIKE HIRE AVAILABLE
This holiday is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your holiday 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. |
|---|---|
| 11/07/2026 | £1,815.00 |
| 25/07/2026 | £1,815.00 |
| 08/08/2026 | £1,815.00 |
| 22/08/2026 | £1,815.00 |
| 05/09/2026 | £2,165.00 |
| 19/09/2026 | £2,165.00 |
| 03/10/2026 | £2,165.00 |
| 17/10/2026 | £2,165.00 |
Highlighted trips are already guaranteed
- Cycling through the Camargue – famous for flamingos and wild horses
- Winding your way through Provencal villages
- Visiting Pont du Gard, the highest Roman aqueduct and a UNESCO Heritage site
- Exploring scenic Avignon, city of the Popes
- Cycling past the magnificent abbey of Saint Michel de Frigolet
- Staying on board a charming, comfortable barge
Cycling the Fjords
Guided Electric Bike Holiday
Norway
Cycling the Fjords
Guided Electric Bike Holiday
Start
25/07/2026Duration
7 daysPrices from
£4,295 P.P.
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. |
|---|---|
| 18/07/2026 | £4,295.00 |
| 25/07/2026 | £4,295.00 |
| 06/09/2026 | £4,435.00 |
Highlighted trips are already guaranteed
- Ålesund, Norway’s most beautiful city showcasing its impressive Art Nouveau architecture
- The natural beauty of the Norweigan landscape, fjords, mountains, and coastlines.
- Scenic, pollution-free, quiet roads and the freshest, cleanest air you can breathe
- Cruising along the UNESCO listed Geirangerfjord by ferry
- Looking down over the Trollstigen Pass (The Troll’s Ladder) Norway’s most spectacular mountain road
- Narrow and dramatic Norangsdalen Valley & the beautiful coastal roads of Hjørundfjorden
Wessex - King Alfred's Way
Guided Mountain Bike Holiday
United Kingdom
Wessex - King Alfred's Way
Guided Mountain Bike Holiday
Start
26/07/2026Duration
8 daysPrices from
£1,995 P.P.
E-MTB HIRE AVAILABLE
This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.
| Start Date | Price p.p. |
|---|---|
| 26/07/2026 | £1,995.00 |
| 13/09/2026 | £1,995.00 |
Highlighted trips are already guaranteed
- Visiting historic Winchester and its Cathedral (and the King Alfred the Great Statue)
- Enjoying chalky hillsides and rolling countryside
- Riding short, technical ascents and soaring downhill on the South Downs and The Ridgeway
- Escaping from busy southern urban cities on ancient paths and rough tracks
- Biking a mix of undulating terrain on Salisbury Plain and South Downs Way
- Experiencing 10,000 years of history
- Marvelling at Stonehenge
Land's End to John O'Groats Explorer
Guided Electric Bike Holiday
United Kingdom
Land's End to John O'Groats Explorer
Guided Electric Bike Holiday
Start
01/08/2026Duration
22 daysPrices from
£4,895 P.P.
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. |
|---|---|
| 01/08/2026 | £4,895.00 |
| 17/04/2027 | £5,045.00 |
| 19/06/2027 | £5,045.00 |
| 11/09/2027 | £5,045.00 |
Highlighted trips are already guaranteed
- 3 countries in 19 days of riding
- 1,000 miles of Britain at its best
– Riding an e-bike the length of Britain from toe to tip and declaring yourself an ‘End to Ender’
- Cornish pasties to haggis and everything in between
- Experiencing the regional changes in tradition, culture and accents as you progress from county to county
- Enjoying spectacular scenery from Cheddar Gorge to the Cairngorms
Northumberland - Reivers Trails
Guided Gravel Riding Holiday
United Kingdom
Northumberland - Reivers Trails
Guided Gravel Riding Holiday
Start
02/08/2026Duration
7 daysPrices from
£1,595 P.P.| Start Date | Price p.p. |
|---|---|
| 02/08/2026 | £1,595.00 |
| 20/06/2027 | £1,655.00 |
| 15/08/2027 | £1,655.00 |
Highlighted trips are already guaranteed
- Miles and miles of traffic-free gravel Reivers trails to explore
- A raid across the Scottish Border and a night in Newcastleton, Liddesdale
- A chance to spot ospreys which have nested in Kielder since 2008
- A visit to the Skyspace installation designed by artist James Turrell
- Fabulous vistas across Europe’s largest man-made lake
- The flowing contours and switchbacks of Kielder’s Lakeside Trail
- A delicious local pint from First and Last’s Bellingham-based brewery
