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 2 of 2
Select Order
Order By
Guided
Suffolk - Wolf Way
Guided Leisure Cycling Holiday
Guided
United Kingdom
Suffolk - Wolf Way
Guided Leisure Cycling Holiday
Start
13/09/2026Duration
8 daysPrices from
£1,795 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.
| Start Date | Price p.p. |
|---|---|
| 13/09/2026 | £1,795.00 |
Highlighted trips are already guaranteed
- Enjoying a variety of trails, from bridleways to quiet roads
- Exploring some of the earliest Neolithic settlements in Europe
- Discovering the Roman cities of Ipswich and Dunwich
- Discovering Bury St Edmunds Abbey, the burial place of King Edmund
- Reaching the most easterly location in the British Isles: Ness Point in Lowestoft
- Visiting Sutton Hoo, the Anglo-Saxon burial ground and ship
- Pedalling along the breathtaking Suffolk coastline
Guided
Puglia
Guided Leisure Cycling Holiday
Guided
Italy
Puglia
Guided Leisure Cycling Holiday
Start
20/09/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2: Gentle
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. |
|---|---|
| 20/09/2026 | £2,295.00 |
| 10/04/2027 | £2,395.00 |
| 18/09/2027 | £2,395.00 |
Highlighted trips are already guaranteed
- Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
- Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
- Discovering the traditional Trulli houses of Puglia
- Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
- Stopping at beautiful sandy beaches with turquoise seas
- Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
Supported
Coast and Castles
Supported Leisure Cycling Holiday
Supported
United Kingdom
Coast and Castles
Supported Leisure Cycling Holiday
Start
23/09/2026Duration
6 daysPrices from
£1,095 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. |
|---|---|
| 23/09/2026 | £1,095.00 |
Highlighted trips are already guaranteed
- Following the Tyne past the dramatic Tynemouth Priory
- Cycling past the pristine dunes and sandy beaches at Druridge Bay
- Stunning vistas as we approach imposing Bamburgh Castle
- The rugged beauty of the Scottish Borders
- Glimpsing Edinburgh as we cycle from the Moorfoot Hills
- Enjoying an overnight stay in Scotland’s legendary capital
Guided
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Guided
Italy
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Start
10/10/2026Duration
8 daysPrices from
£1,995 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. |
|---|---|
| 12/09/2026 | £1,995.00 |
| 10/10/2026 | £1,995.00 |
| 17/04/2027 | £2,095.00 |
| 01/05/2027 | £2,095.00 |
| 11/09/2027 | £2,095.00 |
| 09/10/2027 | £2,095.00 |
Highlighted trips are already guaranteed
- Checking out the UNESCO heritage site of Barumini Nuraghe
- Enjoying the long descent to Fluminimaggiore and Masua
- Sampling local specialties at Carloforte, on St Pietro island
- Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
- Experiencing the friendliness and hospitality of the Sardinian people
- Discovering the white beaches along the south-west coastal road
Guided
NEW! Andalucia - Costa de la Luz and Ancient Cadiz
Guided Leisure Cycling Holiday
Guided
Spain
NEW! Andalucia - Costa de la Luz and Ancient Cadiz
Guided Leisure Cycling Holiday
Start
17/10/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2-3: Gentle/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. |
|---|---|
| 17/10/2026 | £2,295.00 |
| 20/10/2026 | £2,295.00 |
| 30/03/2027 | £2,325.00 |
| 06/06/2027 | £2,325.00 |
| 19/09/2027 | £2,325.00 |
Highlighted trips are already guaranteed
- Exploring the endless coastal trails surrounding Tarifa
- Indulging in delicious, freshly-caught seafood in Sanlucar
- Savouring a glass of sherry in a historic bodega within the Sherry Triangle
- Immersing ourselves in true Andalucian culture and enjoying some Flamenco
- Riding along the peaceful, traffic-free EuroVelo routes
- Experiencing the lively, vibrant town of Tarifa, the gateway to two continents
Guided
NEW! Andalucia - Costa de la Luz and Ancient Cadiz
Guided Leisure Cycling Holiday
Guided
Spain
NEW! Andalucia - Costa de la Luz and Ancient Cadiz
Guided Leisure Cycling Holiday
Start
20/10/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2-3: Gentle/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. |
|---|---|
| 17/10/2026 | £2,295.00 |
| 20/10/2026 | £2,295.00 |
| 30/03/2027 | £2,325.00 |
| 06/06/2027 | £2,325.00 |
| 19/09/2027 | £2,325.00 |
Highlighted trips are already guaranteed
- Exploring the endless coastal trails surrounding Tarifa
- Indulging in delicious, freshly-caught seafood in Sanlucar
- Savouring a glass of sherry in a historic bodega within the Sherry Triangle
- Immersing ourselves in true Andalucian culture and enjoying some Flamenco
- Riding along the peaceful, traffic-free EuroVelo routes
- Experiencing the lively, vibrant town of Tarifa, the gateway to two continents
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 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
£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
