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.
.png)
Destinations
Departure Month
Destinations
Departure Month
Page 3 of 7
Select Order
Order By
Guided
Norfolk - Rebellion Way
Guided Leisure Cycling Holiday
Guided
United Kingdom
Norfolk - Rebellion Way
Guided Leisure Cycling Holiday
Start
27/07/2025Duration
7 daysPrices from
£1,595 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. 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. |
|---|---|
| * 27/07/2025 | £1,595.00 |
| 21/09/2025 | £1,595.00 |
| 26/04/2026 | £1,675.00 |
| 05/07/2026 | £1,675.00 |
| 09/08/2026 | £1,675.00 |
| 06/09/2026 | £1,675.00 |
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
Northumberland - Reivers Trails
Guided Gravel Riding Holiday
Guided
United Kingdom
Northumberland - Reivers Trails
Guided Gravel Riding Holiday
Start
27/07/2025Duration
7 daysPrices from
£1,595 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| * 22/06/2025 | £1,595.00 |
| * 27/07/2025 | £1,595.00 |
| 21/06/2026 | £1,675.00 |
| 13/09/2026 | £1,675.00 |
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
Guided
Volcanoes and Valleys
Guided Family Cycling Holiday
Guided
Costa Rica
Volcanoes and Valleys
Guided Family Cycling Holiday
Start
02/08/2025Duration
12 daysPrices from
£3,195 P.P.
Grade 2 - 3: Gentle/ Moderate
| Start Date | Price p.p. |
|---|---|
| 02/08/2025 | £3,195.00 |
| 18/10/2025 | £3,195.00 |
| 05/08/2026 | £3,325.00 |
| 17/10/2026 | £3,325.00 |
Highlighted trips are already guaranteed
- Peering in to a volcanic crater
- Running the rapids on the Pacuare River
- The hundreds of varieties of wildlife which call Lake Arenal home
- Arriving at the Pacific paradise of Samara beach
- Enjoying typical Tico hospitality while learning to make delicious tortillas
- Monkey spotting as you cycle along
Guided
Scotland - Lochs and Glens
Guided Leisure Cycling Holiday
Guided
United Kingdom
Scotland - Lochs and Glens
Guided Leisure Cycling Holiday
Start
03/08/2025Duration
7 daysPrices from
£1,555 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. |
|---|---|
| * 03/08/2025 | £1,555.00 |
| 14/09/2025 | £1,555.00 |
| 10/05/2026 | £1,635.00 |
| 14/06/2026 | £1,635.00 |
| 19/07/2026 | £1,635.00 |
| 23/08/2026 | £1,635.00 |
Highlighted trips are already guaranteed
- Watching the sun rise over Loch Lomond
- The beautiful lochs of Venachar, Lubnaig and Tay
- Cycling through the dramatic Cairngorms National Park
- Scottish wildlife at its best including deer, red squirrels, eagles and osprey
- Castles and distilleries galore
- Rural Scottish cycling at its very best
Guided
Derbyshire Dales - Dovedale
Guided Leisure Cycling Holiday
Guided
United Kingdom
Derbyshire Dales - Dovedale
Guided Leisure Cycling Holiday
Start
04/08/2025Duration
5 daysPrices from
£995 P.P.
Grade 2-3: Gentle/Moderate
OPTIONAL E-BIKE DEPARTURES
We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | Price p.p. |
|---|---|
| * 04/08/2025 | £995.00 |
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
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
United Kingdom
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
10/08/2025Duration
7 daysPrices from
£2,425 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. |
|---|---|
| 15/06/2025 | £2,425.00 |
| * 13/07/2025 | £2,425.00 |
| 20/07/2025 | £2,425.00 |
| 10/08/2025 | £2,425.00 |
| * 31/08/2025 | £2,425.00 |
| 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 at 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
Alps - Mont Ventoux to Alpe d'Huez
Guided Road Cycling Holiday
Guided
France
Alps - Mont Ventoux to Alpe d'Huez
Guided Road Cycling Holiday
Start
17/08/2025Duration
8 daysPrices from
£2,495 P.P.
Grade 4 : Challenging
| Start Date | Price p.p. |
|---|---|
| * 15/06/2025 | £2,495.00 |
| * 17/08/2025 | £2,495.00 |
Highlighted trips are already guaranteed
- Legendary Tour de France challenges every day
- ‘Warming up’ on Mont Ventoux, the ‘Giant of Provence’
- Blue skies, fresh air and snow-capped peaks
- ‘Top of the world’ sensations on the summit of the Izoard
- Ticking off lots of Tour de France classics
- Riding through Provençal lavender flelds, synonymous with the region
- The final challenge of the legendary Alpe d‘Huez
Guided
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Guided
United Kingdom
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Start
17/08/2025Duration
8 daysPrices from
£1,925 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. |
|---|---|
| 22/06/2025 | £1,925.00 |
| * 17/08/2025 | £1,925.00 |
| 17/05/2026 | £2,025.00 |
| 28/06/2026 | £2,025.00 |
| 26/07/2026 | £2,025.00 |
| 06/09/2026 | £2,025.00 |
Highlighted trips are already guaranteed
- Marvelling at the beauty of Kilmartin Glen and its ancient monuments
- Enjoying traffic-free 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
Secret Sarawak
Guided Cycling Holiday
Guided
Borneo
Secret Sarawak
Guided Cycling Holiday
Start
23/08/2025Duration
14 daysPrices from
£2,895 P.P.
Grade 2 - 3: Gentle/ Moderate
| Start Date | Price p.p. |
|---|---|
| 23/08/2025 | £2,895.00 |
| 27/09/2025 | £2,895.00 |
| 09/05/2026 | £3,045.00 |
| 22/08/2026 | £3,045.00 |
| 26/09/2026 | £3,045.00 |
Highlighted trips are already guaranteed
- Orangutan spotting at Semenggoh Nature Reserve
- Overnighting at a traditional Sarawak Longhouse
- Wildlife walks at Bako National Park
- Stunning Sematan and cycling its palm fringed coastline
- Kayaking through scenic rainforest
- Siniawan’s market and its street food delights
Guided
Grand Traverse Explorer - South to North
Guided Road Cycling Holiday
Guided
Italy
Grand Traverse Explorer - South to North
Guided Road Cycling Holiday
Start
23/08/2025Duration
22 daysPrices from
£5,595 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| * 23/08/2025 | £5,595.00 |
| 25/04/2026 | £5,875.00 |
| 29/08/2026 | £5,875.00 |
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
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
Guided
United Kingdom
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
Start
23/08/2025Duration
16 daysPrices from
£3,395 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| * 23/08/2025 | £3,395.00 |
| 23/05/2026 | £3,565.00 |
| 22/08/2026 | £3,565.00 |
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 14 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Guided
Scotland - Kirkpatrick Coast to Coast
Guided Road Cycling Holiday
Guided
United Kingdom
Scotland - Kirkpatrick Coast to Coast
Guided Road Cycling Holiday
Start
24/08/2025Duration
6 daysPrices from
£1,255 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| * 29/06/2025 | £1,255.00 |
| * 24/08/2025 | £1,255.00 |
| 10/05/2026 | £1,325.00 |
| 19/07/2026 | £1,325.00 |
| 13/09/2026 | £1,325.00 |
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
