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){kind=logo}
Destinations
Departure Month
Destinations
Departure Month
Page 6 of 7
Select Order
Order By
Guided
Shimanami Kaido, Shikoku & Kyoto
Guided Road Cycling Holiday
Guided
Japan
Shimanami Kaido, Shikoku & Kyoto
Guided Road Cycling Holiday
Start
24/10/2026Duration
15 daysPrices from
£7,795 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 24/10/2026 | £7,795.00 |
| 08/05/2027 | £7,795.00 |
| 20/10/2027 | £7,795.00 |
Highlighted trips are already guaranteed
- Riding across the famous Shimanami Kaido cycling bridges
- Traversing Shikoku’s quiet mountain roads and rolling coastline
- Experiencing traditional Japanese cuisine, accommodations, and hospitality
- Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
- Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
- Passing through the magnificent Oboke and Koboke Gorges
- Exploring Kyoto, Japan’s beautiful and historic cultural capital
Guided
The Andes and the Lake District
Guided Road Cycling Holiday
Guided
Chile and Argentina
The Andes and the Lake District
Guided Road Cycling Holiday
Start
24/10/2026Duration
13 daysPrices from
£4,135 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 24/10/2026 | £4,135.00 |
| 13/03/2027 | £4,135.00 |
Highlighted trips are already guaranteed
- Your first glimpse of the snowcapped Volcan Osorno
- Crossing over the Andes not just once but twice!
- Cycling the Seven Lakes Route from San Martin to Villa Angostura
- Quiet roads and the backdrop of the awesome Andes
- The immense monkey puzzle trees around Villa Pehuenia
- Relaxing in the Puyehue hot springs
- Tasting all the culinary delights of the region
Guided
NEW! Andalucia - Costa de La Luz and Cadiz Discoverer
Guided Gravel Riding Holiday
Guided
Spain
NEW! Andalucia - Costa de La Luz and Cadiz Discoverer
Guided Gravel Riding Holiday
Start
24/10/2026Duration
8 daysPrices from
£2,195 P.P.
Grade 2-3: Gentle/Moderate
| Start Date | Price p.p. |
|---|---|
| 24/10/2026 | £2,195.00 |
| 29/03/2027 | £2,225.00 |
| 24/10/2027 | £2,225.00 |
Highlighted trips are already guaranteed
- Enjoying Andalucia’s extensive network of non-technical, coastal gravel riding
- Riding cyclepaths, 4×4 tracks, asphalt lanes, earthy singletrack and sandy trails
- Experiencing vibrant Tarifa; The gateway to 2 continents
- Discovering the coast of light’s wild and rugged coastline with huge expansive white sand beaches and traditional fishing villages
- Indulging in delicious local seafood and local wines and sherries
- Exploring the lanes of fun-loving Cadiz for the best tapas and flamenco
- Savouring a glass of sherry in a historic bodega within the Sherry Triangle
Guided
Road Atlas
Guided Road Cycling Holiday
Guided
Morocco
Road Atlas
Guided Road Cycling Holiday
Start
07/11/2026Duration
10 daysPrices from
£1,895 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 07/11/2026 | £1,895.00 |
| 27/12/2026 | £1,895.00 |
| 30/01/2027 | £1,995.00 |
| 06/11/2027 | £1,995.00 |
| 27/12/2027 | £1,995.00 |
Highlighted trips are already guaranteed
- The High Atlas mountain range
- The outstanding Ounila Valley and Ait Benhaddou Kasbah
- Exploring the surreal blue rocks of Tafraoute
- The incredible 100km ride from Tafraoute towards the coast
- Enjoying a cold beer on one of Morocco’s finest terraces at Immouzer
- The sights, smells and sounds of the Marrakech souk
- Starting and finishing in this years ‘Capital of Culture’ Marrakech
Guided
Fuji to Kyoto
Guided Cycling Holiday
Guided
Japan
Fuji to Kyoto
Guided Cycling Holiday
Start
08/11/2026Duration
12 daysPrices from
£5,495 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 08/11/2026 | £5,595.00 |
| 11/04/2027 | £5,495.00 |
| 07/11/2027 | £5,595.00 |
Highlighted trips are already guaranteed
- Majestic Mt. Fuji and lovely Lake Kawaguchi
- Exploring Nagahama and the awesome Hikone Castle
- Hatage Onsen and its soothing effects after a day’s cycling
- Bullet Trains and Bento boxes
- Taking in colourful Kyoto
- Peaceful pedalling and rural riding
Guided
Patagonia - Carretera Austral
Guided Cycling Holiday
Guided
Chile
Patagonia - Carretera Austral
Guided Cycling Holiday
Start
08/11/2026Duration
15 daysPrices from
£5,315 P.P.
Grade 4 : Active
| Start Date | Price p.p. |
|---|---|
| 08/11/2026 | £5,315.00 |
| 07/03/2027 | £5,315.00 |
Highlighted trips are already guaranteed
- Riding one of the world’s classic cycling routes
- Enjoying a rest day in Coyhaique
- Lake Carrera’s spectacular ‘marble cathedral’
- True wilderness biking
- Relaxing in the thermal waters of Puyuhuapi Eco-Lodge
Guided
Classic Kerala
Guided Cycling Holiday
Guided
India
Classic Kerala
Guided Cycling Holiday
Start
21/11/2026Duration
14 daysPrices from
£2,415 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 21/11/2026 | £2,415.00 |
| 31/01/2027 | £2,415.00 |
| 30/10/2027 | £2,595.00 |
Highlighted trips are already guaranteed
- Cycling through lush tea and spice plantations
- Periyar wildlife reserve, home to elephants, bison and tigers
- Climbing through cool air and pristine forests
- Drifting on a rice barge through Kerala’s backwaters
- Relaxing on white sands of Marari Beach
- Enjoying the best of Southern Indian Cuisine
Guided
Classic Kerala
Guided Cycling Holiday
Guided
India
Classic Kerala
Guided Cycling Holiday
Start
31/01/2027Duration
14 daysPrices from
£2,415 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 21/11/2026 | £2,415.00 |
| 31/01/2027 | £2,415.00 |
| 30/10/2027 | £2,595.00 |
Highlighted trips are already guaranteed
- Cycling through lush tea and spice plantations
- Periyar wildlife reserve, home to elephants, bison and tigers
- Climbing through cool air and pristine forests
- Drifting on a rice barge through Kerala’s backwaters
- Relaxing on white sands of Marari Beach
- Enjoying the best of Southern Indian Cuisine
Guided
Backroads and Beaches
Guided Cycling Holiday
Guided
Sri Lanka
Backroads and Beaches
Guided Cycling Holiday
Start
13/02/2027Duration
15 daysPrices from
£2,895 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 07/11/2026 | £2,895.00 |
| 13/02/2027 | £2,895.00 |
| 06/11/2027 | £2,895.00 |
Highlighted trips are already guaranteed
- Eying up the elephants at Udawalawe
- Stunning Sigirya and the Lion Rock
- Colonial cool in Nuwara Eliya
- Coastal cycling and beautiful beaches
- Honing in on Horton Plains after a day in the hills
- The Knuckles and Kandy’s Temple of the Tooth
Guided
Guilin and Guangxi
Guided Cycling Holiday
Guided
China
Guilin and Guangxi
Guided Cycling Holiday
Start
10/04/2027Duration
14 daysPrices from
£2,195 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 05/09/2026 | £2,195.00 |
| 19/09/2026 | £2,195.00 |
| 10/04/2027 | £2,195.00 |
| 09/05/2027 | £2,195.00 |
| 04/09/2027 | £2,195.00 |
| 09/10/2027 | £2,195.00 |
Highlighted trips are already guaranteed
- UNESCO heritage site of Bajiaozhai National Park
- Walking Longji (Dragon’s Backbone) Rice Terraces
- Drifting jungle streams, swimming in secret waterfalls
- The smiling faces of the local Han, Zhuang, Miao and Yao
- Amazing limestone karst scenery of Guilin
- Ancient villages and river towns
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
17/04/2027Duration
22 daysPrices from
£4,895 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. |
|---|---|
| 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
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
£3,295 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| * 22/08/2026 | £3,295.00 |
| 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
