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
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Destinations
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Guided
Cotswolds - Bourton-on-the-Water
Guided Leisure Cycling Holiday
Guided
United Kingdom
Cotswolds - Bourton-on-the-Water
Guided Leisure Cycling Holiday
Start
13/04/2026Duration
5 daysPrices from
£1,145 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. |
|---|---|
| 13/04/2026 | £1,145.00 |
| 15/06/2026 | £1,195.00 |
| 24/08/2026 | £1,195.00 |
Highlighted trips are already guaranteed
- Staying at Harrington House, a comfortable HF Country House in the centre of picturesque Bourton-on-the-Water
- Three days guided cycling with an experienced leader
- Enjoying leisurely rides through beautiful rolling countryside
- Visiting the famous Cotswold market town of Stow-on-the-Wold
- Visiting the historic village of Bibury, famous for its stone cottages which once housed weavers
- Cycling through beautiful chocolate box villages
Guided
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Guided
Italy
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Start
18/04/2026Duration
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. |
|---|---|
| * 18/04/2026 | £1,995.00 |
| 23/05/2026 | £1,995.00 |
| 12/09/2026 | £1,995.00 |
| 10/10/2026 | £1,995.00 |
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
Supported
C2C - Coast to Coast (Supported)
Supported Leisure Cycling Holiday
Supported
United Kingdom
C2C - Coast to Coast (Supported)
Supported Leisure Cycling Holiday
Start
08/05/2026Duration
5 daysPrices from
£895 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. |
|---|---|
| 08/05/2026 | £895.00 |
| 26/06/2026 | £895.00 |
| 07/08/2026 | £895.00 |
| 25/09/2026 | £895.00 |
Highlighted trips are already guaranteed
- UK’s favourite long distance cycle route
- Dramatic landscapes of the Lake District and Pennines
- Cycle friendly route – cycle paths and quiet country lanes
- Fully supported and awesome Skedaddle lunches
- Bike friendly B&Bs offering mouthwatering breakfasts
- Great sense of achievement, crossing the country, coast to coast
Guided
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - The Caledonia Way
Guided Leisure Cycling Holiday
Start
17/05/2026Duration
8 daysPrices from
£2,095 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.
| Start Date | Price p.p. |
|---|---|
| 17/05/2026 | £2,095.00 |
| 28/06/2026 | £2,095.00 |
| 26/07/2026 | £2,095.00 |
| 06/09/2026 | £2,095.00 |
Highlighted trips are already guaranteed
- Marvelling at the beauty of Kilmartin Glen and its ancient monuments
- Enjoying traffic-free Caledonia Way 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
Supported
Way of the Roses
Supported Leisure Cycling Holiday
Supported
United Kingdom
Way of the Roses
Supported Leisure Cycling Holiday
Start
17/05/2026Duration
6 daysPrices from
£1,095 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. |
|---|---|
| 17/05/2026 | £1,095.00 |
| 14/06/2026 | £1,095.00 |
| 30/08/2026 | £1,095.00 |
| 20/09/2026 | £1,095.00 |
Highlighted trips are already guaranteed
- Posing at Eric Morecambe’s statue on Morecambe seafront
- Cycling through the Forest of Bowland & Yorkshire Dales
- Superb local ales and tasty food every night
- York – flat cycling, big Minster
- The chalky rolling hills, with big country views of the Wolds
- Fish & chips on Bridlington’s waterfront to celebrate your ride!
Guided
Lake District - Derwent Water
Guided Leisure Cycling Holiday
Guided
United Kingdom
Lake District - Derwent Water
Guided Leisure Cycling Holiday
Start
18/05/2026Duration
5 daysPrices from
£1,155 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. |
|---|---|
| 18/05/2026 | £1,155.00 |
| 06/07/2026 | £1,155.00 |
| 17/08/2026 | £1,155.00 |
Highlighted trips are already guaranteed
- Stay at Derwent Bank, Keswick – a comfortable HF Country House sitting directly on the banks of Derwent Water
- Spin your legs gently along country lanes or challenge them as you climb up towards some Lakeland fells
- Admire the vista across the lake to Skiddaw and Blencathra
- Treat yourself to delicious cake pit-stops in charming local cafés
- Let the lovely Lakeland landscapes inspire your daily cycling
- Visit Castlerigg Stone Circle – an ancient monument built around 3000 BC
Guided
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Guided
Italy
Sardinia - Island Flavours
Guided Leisure Cycling Holiday
Start
23/05/2026Duration
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. |
|---|---|
| * 18/04/2026 | £1,995.00 |
| 23/05/2026 | £1,995.00 |
| 12/09/2026 | £1,995.00 |
| 10/10/2026 | £1,995.00 |
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
Tuscany to Rome
Guided Electric Bike Holiday
Guided
Italy
Tuscany to Rome
Guided Electric Bike Holiday
Start
23/05/2026Duration
8 daysPrices from
£2,395 P.P.
Grade 3 : Moderate
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. |
|---|---|
| 23/05/2026 | £2,395.00 |
| 12/09/2026 | £2,395.00 |
Highlighted trips are already guaranteed
- Staying in Tuscan accommodation overlooking stunning landscapes
- Discovering the amazing towns of Siena, San Quirico and Pienza
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
- Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
- The sense of achievement riding into St Peter’s Square in Rome
Guided
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
24/05/2026Duration
7 daysPrices from
£2,555 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.
| Start Date | Price p.p. |
|---|---|
| 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 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
NEW! Emilia-Romagna - The Food Valley
Guided Leisure Cycling Holiday
Guided
Italy
NEW! Emilia-Romagna - The Food Valley
Guided Leisure Cycling Holiday
Start
30/05/2026Duration
8 daysPrices from
£1,995 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. |
|---|---|
| 30/05/2026 | £1,995.00 |
| 29/08/2026 | £1,995.00 |
Highlighted trips are already guaranteed
- Riding along quiet roads and cycle paths through beautiful countryside
- Sampling tasty slow-food produce on the Food Valley Bike route from Cremona to Parma
- Tasting authentic Italian food in their towns of origin such as Parma Ham, Parmigiano Reggiano, Balsamic Vinegar, and Bolognese Ragù
- Visiting the birthplace of the famous Italian composer Giuseppe Verdi
- Exploring modern and bustling Modena
- Taking in the vibrant university city of Bologna
Guided
Coniston and the Central Lakes
Guided Electric Bike Holiday
Guided
United Kingdom
Coniston and the Central Lakes
Guided Electric Bike Holiday
Start
01/06/2026Duration
5 daysPrices from
£1,195 P.P.
Grade 3 : Moderate
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. |
|---|---|
| 01/06/2026 | £1,195.00 |
| 31/08/2026 | £1,195.00 |
Highlighted trips are already guaranteed
- Staying at HF House, Monk Coniston, set amidst breathtaking scenery in the heart of the Central Lake District
- Exploring the Lake District on e-bikes, enjoying a relaxed pace and an extra boost over the hills
- Taking in amazing open views over Coniston Water and Windermere
- Visiting the typically quaint Cumbrian villages of Elterwater, Grasmere and Hawkshead
- Sampling Grasmere’s famous gingerbread
- Enjoying a pint of Coniston Bluebird after a rewarding day of riding
- Passing by Hill Top, the 17th century home of Beatrix Potter
Supported
Coast and Castles
Supported Leisure Cycling Holiday
Supported
United Kingdom
Coast and Castles
Supported Leisure Cycling Holiday
Start
03/06/2026Duration
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. 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. |
|---|---|
| 03/06/2026 | £1,095.00 |
| 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
