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
Corsica - The Beautiful Isle
Guided Road Cycling Holiday
Guided
France
Corsica - The Beautiful Isle
Guided Road Cycling Holiday
Start
16/05/2026Duration
8 daysPrices from
£2,395 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 16/05/2026 | £2,395.00 |
| 12/09/2026 | £2,395.00 |
Highlighted trips are already guaranteed
- One of the most dramatic coastal rides in Europe
- The descent through the Scala di Santa Regina between the Col de Vergio and Corte
- Chestnut beers all round in Corte, the ancient and rustic mountain capital
- Mouthwatering local cuisine, charcuterie and cheeses
- The Castagniccia – Corsica’s most unspoiled region of chestnut forest, wild boar and traditional rural villages
Guided
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
Guided
Italy
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
Start
16/05/2026Duration
9 daysPrices from
£2,695 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 16/05/2026 | £2,695.00 |
| 12/09/2026 | £2,695.00 |
Highlighted trips are already guaranteed
- An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
- Cycling through the smallest republic in Europe, San Marino
- Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
- Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
- Staying in quality accommodation, with fantastically warm hospitality
- Riding to Gubbio and Assisi, UNESCO World Heritage sites
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 |
| 02/05/2027 | £2,185.00 |
| 23/05/2027 | £2,185.00 |
| 11/07/2027 | £2,185.00 |
| 05/09/2027 | £2,185.00 |
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
Guided
Pyrenees Fitness Week (Grade 2-3)
Guided Road Cycling Holiday
Guided
France
Pyrenees Fitness Week (Grade 2-3)
Guided Road Cycling Holiday
Start
17/05/2026Duration
8 daysPrices from
£1,495 P.P.
Grade 2 - 3: Gentle to Moderate
| Start Date | Price p.p. |
|---|---|
| 17/05/2026 | £1,495.00 |
| 31/05/2026 | £1,495.00 |
| 06/09/2026 | £1,495.00 |
| 17/10/2026 | £1,495.00 |
Highlighted trips are already guaranteed
- Spending your week in a period 16th century French house
- Training on many of the climbs often used in Le Tour de France
- Personalised training regime to suit your individual requirements by a ABCC qualified coach
- Cycling through traffic-free rolling countryside, experiencing the beauty and tranquillity of rural France
- Coming back to a home-cooked feast every evening, freshly prepared by your coach’s wife, Toni.
- Sampling the delicious local wines of the region
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 |
| 25/04/2027 | £1,125.00 |
| 20/06/2027 | £1,125.00 |
| 29/08/2027 | £1,125.00 |
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
Beyond The Silk Road
Guided Cycling Holiday
Guided
Uzbekistan
Beyond The Silk Road
Guided Cycling Holiday
Start
22/05/2026Duration
14 daysPrices from
£4,395 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 22/05/2026 | £4,395.00 |
| 02/10/2026 | £4,395.00 |
Highlighted trips are already guaranteed
- Wandering around beautiful Bukhara and its bazaars
- Exploring Zaamin National Park’s soaring peaks and lush pastures
- Marvelling at Samarkand’s Mosques and Minarets
- Riding the legendary Lake Chavac Loop
- Spending the night in a traditional yurt, enjoying campfires and unforgettable sunsets
- Pedalling through Sarmysh and its ancient petroglyphs
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
23/05/2026Duration
16 daysPrices from
£3,295 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 23/05/2026 | £3,295.00 |
| 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
Guided
Scotland - Tour d'Ecosse
Guided Road Cycling Holiday
Guided
Scotland
Scotland - Tour d'Ecosse
Guided Road Cycling Holiday
Start
23/05/2026Duration
8 daysPrices from
£1,855 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 23/05/2026 | £1,855.00 |
| 13/06/2026 | £1,855.00 |
| 04/07/2026 | £1,855.00 |
| 08/08/2026 | £1,855.00 |
| 05/09/2026 | £1,855.00 |
| 08/05/2027 | £1,925.00 |
| 26/06/2027 | £1,925.00 |
| 07/08/2027 | £1,925.00 |
| 04/09/2027 | £1,925.00 |
Highlighted trips are already guaranteed
- Quiet single-track roads for miles on end
- Bealach Na Ba – the greatest road ascent in the UK
- Feasting on fresh seafood after a day in the saddle
- Stunning views out over the Isle of Skye
- Cycling the peaceful lochside roads of Scotland
- The swooping coastal road from Ullapool to Kinlochewe
Guided
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Guided
Italy
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Start
23/05/2026Duration
8 daysPrices from
£2,125 P.P.
Grade 2 - 3: Gentle to Moderate
| Start Date | Price p.p. |
|---|---|
| 23/05/2026 | £2,125.00 |
| 19/09/2026 | £2,125.00 |
| 10/10/2026 | £2,125.00 |
Highlighted trips are already guaranteed
- Riding the stunning coastal road from Alghero to Bosa
- The ride to Montiferru through its oak forest
- Sampling delightful Sardinian foods with a vast variety of local wines
- Enjoying the view of Pan di Zucchero on the Nebida coastal ride
- Sweeping down the long descent to Fluminimaggiore and Masua
- Glimpsing the white beaches which hug the south west coast road
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. |
|---|---|
| 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
