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
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
Guided
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Guided
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Start
20/09/2026Duration
8 daysPrices from
£2,225 P.P.
Grade 3-4 : Moderate/Challenging
| Start Date | Price p.p. |
|---|---|
| 20/09/2026 | £2,225.00 |
| 24/04/2027 | £2,295.00 |
| 08/05/2027 | £2,295.00 |
| 25/09/2027 | £2,295.00 |
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
Bilbao to Barcelona
Guided Road Cycling Holiday
Guided
Spain
Bilbao to Barcelona
Guided Road Cycling Holiday
Start
24/09/2026Duration
10 daysPrices from
£2,995 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 03/09/2026 | £2,995.00 |
| 24/09/2026 | £2,995.00 |
| 12/05/2027 | £3,085.00 |
| 03/09/2027 | £3,085.00 |
| 25/09/2027 | £3,085.00 |
Highlighted trips are already guaranteed
- An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
- Cycling with the impressive back-drop of the Pyrenees by your side
- Dining each evening on rustic Spanish mountain cuisine
- The striking pink granite of the Parc Natural de Montserrat
- Dramatic castles, forts and monasteries perched on every hilltop
- Seeing Barcelona stretched out in front of you, with the sea beyond
Supported
C2C - Coast to Coast (Supported)
Supported Leisure Cycling Holiday
Supported
United Kingdom
C2C - Coast to Coast (Supported)
Supported Leisure Cycling Holiday
Start
25/09/2026Duration
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. |
|---|---|
| 26/06/2026 | £895.00 |
| 07/08/2026 | £895.00 |
| 25/09/2026 | £895.00 |
| 21/05/2027 | £925.00 |
| 16/07/2027 | £925.00 |
| 06/08/2027 | £925.00 |
| 27/08/2027 | £925.00 |
| 24/09/2027 | £925.00 |
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
Sardinia - Coast to Coast
Guided Mountain Bike Holiday
Guided
Italy
Sardinia - Coast to Coast
Guided Mountain Bike Holiday
Start
26/09/2026Duration
8 daysPrices from
£2,195 P.P.
Grade 3 : Moderate
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. |
|---|---|
| 26/09/2026 | £2,195.00 |
| 01/05/2027 | £2,295.00 |
| 25/09/2027 | £2,295.00 |
Highlighted trips are already guaranteed
- Visiting Piscinas Beach – the highest sand dunes in the Med
- Checking out the UNESCO heritage Nuraghe of Barumini
- Riding varied biking trails in real remote mountain areas
- Eating fantastic home cooked food, washed down with local wine!
- Enjoying the stunning scenery of the limestone mountains around Ulassai
- The satisfaction of crossing spectacular Sardinia by bike
Guided
La Rioja - Ruta del Vino
Guided Road Cycling Holiday
Guided
Spain
La Rioja - Ruta del Vino
Guided Road Cycling Holiday
Start
27/09/2026Duration
7 daysPrices from
£2,295 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 27/09/2026 | £2,295.00 |
Highlighted trips are already guaranteed
- Staying at the fantastic San Millan de la Cogolla monastery, a World Heritage Site.
- Cycling high along the limestone cliffs of the Sierra de Cantabria
- Enjoying the atmospheric, medieval towns of Ezacary and Laguardia
- Wine tasting in a Riojan bodega (or two!)
- Cycling through Mediterranean forests, along mountainsides and through endless vineyards
- Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
Guided
NEW! Trans Iberia - Barcelona to Porto
Guided Road Cycling Holiday
Guided
Spain & Portugal
NEW! Trans Iberia - Barcelona to Porto
Guided Road Cycling Holiday
Start
03/10/2026Duration
22 daysPrices from
£5,775 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 03/10/2026 | £5,775.00 |
| 09/04/2027 | £5,945.00 |
| 05/10/2027 | £5,945.00 |
Highlighted trips are already guaranteed
- Starting the journey in the cultural capital of Barcelona
- Crossing the stunning mountain roads of the Sierra de Gredos
- Delighting in the varied regional specialities of the Iberian Peninsula
- Discovering the fortified city of Toledo
- Exploring the ancient narrow streets of Morella, Albarracín and Chinchón
- Toasting the end of the ride with a glass of Port on the banks of the Douro
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
Sensational Sierra Nevada
Guided Mountain Bike Holiday
Guided
Spain
Sensational Sierra Nevada
Guided Mountain Bike Holiday
Start
11/10/2026Duration
7 daysPrices from
£1,995 P.P.
Grade 4 : Challenging
OPTIONAL E-MTB DEPARTURES
We offer this holiday with an e-MTB only departure as well as regular trips where you can choose a normal bike or a pedal assist e-MTB hire. Boost your riding off the beaten track! Our e-MTB only departures offer experienced riders the chance to enjoy a phenomenal e-mountain biking adventure with Skedaddle. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. You may choose to hire an e-MTB on a regular tour date for this holiday but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | Price p.p. |
|---|---|
| 11/10/2026 | £1,995.00 |
| 08/11/2026 E-Bike Departure | £1,995.00 |
Highlighted trips are already guaranteed
- Remote technical riding on seldom visited paths
- Impressive views of the Sierra Nevada’s highest peaks
- Testing climbs and descents on natural terrain
- Re-fuelling on tasty local cuisine
- Endless free-flowing trails through a bikers paradise
- The beautiful white villages of Moorish origen in the dramatic Poquiera Valley
Guided
Vineyards of the Douro Valley
Guided Road Cycling Holiday
Guided
Portugal
Vineyards of the Douro Valley
Guided Road Cycling Holiday
Start
17/10/2026Duration
8 daysPrices from
£2,695 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 17/10/2026 | £2,695.00 |
Highlighted trips are already guaranteed
- Riding along the Douro river through immense vineyards surrounded by terraced slopes
- Staying in carefully selected accommodations, with opportunities to visit Port wine cellars and taste local wines along the way.
- Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
- The historic fortified village of Almeida
- Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
- The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
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 |
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
Badlands of Andalucia
Guided Gravel Riding Holiday
Guided
Spain
Badlands of Andalucia
Guided Gravel Riding Holiday
Start
18/10/2026Duration
8 daysPrices from
£2,395 P.P.
Grade 3-4 : Moderate/Challenging
| Start Date | Price p.p. |
|---|---|
| 18/10/2026 | £2,395.00 |
Highlighted trips are already guaranteed
- Spending the night in the magical city of Granada and riding out past the Alhambra as the adventure begins
- Riding through the vast forests of the Sierra Nevada
- Riding the Ramblas and through the incredible scenery of the Tabernas desert
- Arriving at the beautiful volcanic Cabo de Gata coastline
- Delicious seafood, sunset dinner on the coast
- The dramatic empty landscapes of the whole adventure
