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
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
22/05/2027Duration
16 daysPrices from
£3,395 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 22/05/2027 | £3,395.00 |
| 14/08/2027 | £3,395.00 |
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
NEW! Scotland – Galloway Gravel Escape
Guided Gravel Riding Holiday
Guided
Scotland
NEW! Scotland – Galloway Gravel Escape
Guided Gravel Riding Holiday
Start
30/05/2027Duration
7 daysPrices from
£1,595 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 30/05/2027 | £1,595.00 |
| 25/07/2027 | £1,595.00 |
Highlighted trips are already guaranteed
- Miles and miles of pristine Galloway gravel trails, deserted forest roads, old railway lines and ancient drovers roads
- Challenging climbs rewarded by great views and exhilarating descents around the secluded Loch Trool and Loch Dee
- Cycling through the arches of the dramatic Big Water of Fleet Viaduct
- A chance to see Scottish wildlife, including red kites, ospreys, wild goats, and the unmistakable Belted Galloway cows
- Staying in the charming towns of Kirkcudbright and Gatehouse of Fleet
- Exploring the maze of gravel trails through Kirroughtree, Dalbeattie and Mabie Forests
- Pedalling through the region that captivated Scottish heroes Rabbie Burns and Robert the Bruce
- Riding through the heart of the Galloway and Southern Ayrshire UNESCO Biosphere with stunning views over the dramatic Solway Coast
Guided
Prague to Venice
Guided Road Cycling Holiday
Guided
Czech Republic, Austria, Slovenia & Italy
Prague to Venice
Guided Road Cycling Holiday
Start
05/06/2027Duration
21 daysPrices from
£6,195 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 05/06/2027 | £6,195.00 |
| 03/07/2027 £300 OFF | £6,195.00 |
| 31/07/2027 £300 OFF | £6,195.00 |
Highlighted trips are already guaranteed
- A journey from Central Europe to the Mediterranean through four European countries
- Visit the vibrant capitals of Prague, Vienna and Ljubljana
- Learn about the historical Central European regions of Bohemia and Styria
- Explore the UNESCO World Heritage sites of Prague, Cesky Krumlov, Vienna, Graz, and Venice
- Have a well deserved end-of-ride pilsner seated in the village square of a little Bohemian village
- Enjoy quiet countryside roads with sweeping views all the way from Prague to Venice
- Staying in quality accommodation, with warm traditional hospitality
- Feast on the traditional dishes, desserts and drinks of the Czech, Austrian and Slovenian cuisine.
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
06/06/2027Duration
7 daysPrices from
£2,635 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.
| Start Date | Price p.p. |
|---|---|
| 23/05/2027 | £2,635.00 |
| 06/06/2027 | £2,635.00 |
| 27/06/2027 | £2,635.00 |
| 08/08/2027 | £2,635.00 |
| 29/08/2027 | £2,635.00 |
| 12/09/2027 | £2,635.00 |
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
£75 OFF
Scotland - Lochs and Glens
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Lochs and Glens
Guided Leisure Cycling Holiday
Start
13/06/2027Duration
7 daysPrices from
£1,655 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.
| Start Date | Price p.p. |
|---|---|
| 09/05/2027 £75 OFF | £1,655.00 |
| 13/06/2027 £75 OFF | £1,655.00 |
| 15/08/2027 £75 OFF | £1,655.00 |
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
Land's End to John O'Groats Explorer
Guided Electric Bike Holiday
Guided
United Kingdom
Land's End to John O'Groats Explorer
Guided Electric Bike Holiday
Start
19/06/2027Duration
22 daysPrices from
£5,045 P.P.
Grade 3-4 : Moderate/Active
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. |
|---|---|
| 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
Guided
Cycling Safari
Guided Cycling Holiday
Guided
Eswatini (Swaziland)
Cycling Safari
Guided Cycling Holiday
Start
19/08/2027Duration
11 daysPrices from
£3,415 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 08/10/2026 | £3,415.00 |
| 13/05/2027 | £3,655.00 |
| 19/08/2027 | £3,655.00 |
| 11/05/2028 | £3,725.00 |
| 17/08/2028 | £3,725.00 |
Highlighted trips are already guaranteed
- Explore the diverse regions of this amazing country
- Experience some fantastic ‘off the beaten path’ cycling
- Stay in amazing accommodation, full of character
- Discover an incredible range of wildlife
- Sample a wide range of great local food
- Get to know the super-friendly local people
Guided
St Malo to Nice Explorer
Guided Road Cycling Holiday
Guided
France
St Malo to Nice Explorer
Guided Road Cycling Holiday
Start
06/09/2027Duration
20 daysPrices from
£6,075 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 25/05/2027 | £6,075.00 |
| 06/09/2027 | £6,075.00 |
Highlighted trips are already guaranteed
- Visiting the enchanting medieval village of Roccamadour clinging to the steep cliff side ; exploring the romanic abbey and its affrescoed caves in the little town of Bratome on the River Dronne
- 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
Secret Sarawak
Guided Cycling Holiday
Guided
Borneo
Secret Sarawak
Guided Cycling Holiday
Start
02/10/2027Duration
14 daysPrices from
£3,145 P.P.
Grade 2 - 3: Gentle/ Moderate
| Start Date | Price p.p. |
|---|---|
| 08/05/2027 | £3,145.00 |
| 21/08/2027 | £3,145.00 |
| 02/10/2027 | £3,145.00 |
| 07/05/2028 | £3,295.00 |
| 23/09/2028 | £3,295.00 |
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
Tuscany - Giro della Toscana
Guided Road Cycling Holiday
Guided
Italy
Tuscany - Giro della Toscana
Guided Road Cycling Holiday
Start
02/10/2027Duration
8 daysPrices from
£2,195 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 01/05/2027 | £2,195.00 |
| 29/05/2027 | £2,195.00 |
| 02/10/2027 | £2,195.00 |
Highlighted trips are already guaranteed
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
- Staying in quality accommodation, with fantastically warm hospitality
- Easing along the rolling hills of the Colli Sienesi
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Stopping off at the lovely San Gimignano and Montalcino
- Chilling out with a post-ride Chianti
