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
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Guided
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Start
09/05/2026Duration
8 daysPrices from
£2,225 P.P.
Grade 3-4 : Moderate/Challenging
| Start Date | Price p.p. |
|---|---|
| 09/05/2026 | £2,225.00 |
| 20/09/2026 | £2,225.00 |
Highlighted trips are already guaranteed
- Riding some of the classic Tuscany gravel routes including the Strade Bianche
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Sienesi’
- Chilling out with a post-ride Chianti or Brunello
Guided
NEW! Wales - Traws Eryri
Guided Mountain Bike Holiday
Guided
Wales
NEW! Wales - Traws Eryri
Guided Mountain Bike Holiday
Start
10/05/2026Duration
7 daysPrices from
£1,795 P.P.
Grade 3 - 4: Moderate/ Challenging
E-MTB HIRE AVAILABLE
This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.
| Start Date | Price p.p. |
|---|---|
| 10/05/2026 | £1,795.00 |
| 09/08/2026 | £1,795.00 |
Highlighted trips are already guaranteed
- Exploring rugged mountains, isolated forests, and vast open landscapes with panoramic views in Eryri National Park.
- Riding some of the best MTB trails in Wales on the Coed y Brenin, Penmachno and Mach Trails.
- Tackling steep climbs and exhilarating rocky descents on the ancient Sarn Helen Roman Road.
- Experiencing Welsh history and heritage, as we pass abandoned slate quarries, traditional villages and finish at Conwy’s medieval castle.
- Indulging in a local pint and home-cooked pub food to end rewarding days in the saddle.
Guided
St Malo to Nice Explorer
Guided Road Cycling Holiday
Guided
France
St Malo to Nice Explorer
Guided Road Cycling Holiday
Start
11/05/2026Duration
20 daysPrices from
£5,895 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 11/05/2026 | £5,895.00 |
| 07/09/2026 | £5,895.00 |
Highlighted trips are already guaranteed
- Cycling along the Brittany coast with views out to the Abbey of Mont St-Michel
- 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
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. 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
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. |
|---|---|
| 05/04/2026 | £1,495.00 |
| 17/05/2026 | £1,495.00 |
| 06/09/2026 | £1,495.00 |
| 20/09/2026 | £1,495.00 |
| 18/10/2026 | £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
Guided
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
Guided
Italy
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
Start
21/05/2026Duration
17 daysPrices from
£4,195 P.P.
Grade 4 : Challenging
| Start Date | Price p.p. |
|---|---|
| 21/05/2026 | £4,195.00 |
| 24/09/2026 | £4,195.00 |
Highlighted trips are already guaranteed
- Riding down the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
- Cycling through 10 UNESCO World Heritage sites and 5 National Parks
- Visiting some of the most important historical and artistic cities in Italy: Lucca, San Gimignano, Pienza, Assisi and Lecce
- The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
- Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
- Cycling to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
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
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. |
|---|---|
| 09/05/2026 | £2,125.00 |
| 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
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. 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
