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
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 - 4: Moderate/ Challenging
| 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
- Cycling through 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 - Coastal Explorer
Guided Road Cycling Holiday
Guided
Italy
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Start
10/10/2026Duration
8 daysPrices from
£2,125 P.P.
Grade 2 - 3: Gentle to Moderate
| Start Date | Price p.p. |
|---|---|
| 19/09/2026 | £2,125.00 |
| 10/10/2026 | £2,125.00 |
| 08/05/2027 | £2,225.00 |
| 22/05/2027 | £2,225.00 |
| 18/09/2027 | £2,225.00 |
| 09/10/2027 | £2,225.00 |
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
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 |
| 11/04/2027 | £2,025.00 |
| 13/10/2027 E-Bike Departure | £2,025.00 |
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 |
| 17/04/2027 | £2,695.00 |
| 09/10/2027 | £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
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 |
| 11/04/2027 | £2,395.00 |
| 16/10/2027 | £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
Guided
Sierra Nevada and Granada
Guided Road Cycling Holiday
Guided
Spain
Sierra Nevada and Granada
Guided Road Cycling Holiday
Start
18/10/2026Duration
7 daysPrices from
£1,985 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 18/10/2026 | £1,985.00 |
| 03/05/2027 | £1,995.00 |
| 20/10/2027 | £1,995.00 |
Highlighted trips are already guaranteed
- Checking out the white mountain villages of the Alpujarras
- A night in a luxurious cave house in Guadix
- The Sierra Nevada Challenge – riding to the roof of Spain
- The classic Vuelta ride through the Sierra de Pandera
- Tasty tapas and sunset sangrias
- The descent to Granada and its amazing Alhambra Palace
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
Shimanami Kaido, Shikoku & Kyoto
Guided Road Cycling Holiday
Guided
Japan
Shimanami Kaido, Shikoku & Kyoto
Guided Road Cycling Holiday
Start
24/10/2026Duration
15 daysPrices from
£7,795 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 24/10/2026 | £7,795.00 |
| 08/05/2027 | £7,795.00 |
| 20/10/2027 | £7,795.00 |
Highlighted trips are already guaranteed
- Riding across the famous Shimanami Kaido cycling bridges
- Traversing Shikoku’s quiet mountain roads and rolling coastline
- Experiencing traditional Japanese cuisine, accommodations, and hospitality
- Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
- Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
- Passing through the magnificent Oboke and Koboke Gorges
- Exploring Kyoto, Japan’s beautiful and historic cultural capital
Guided
The Andes and the Lake District
Guided Road Cycling Holiday
Guided
Chile and Argentina
The Andes and the Lake District
Guided Road Cycling Holiday
Start
24/10/2026Duration
13 daysPrices from
£4,135 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 24/10/2026 | £4,135.00 |
| 13/03/2027 | £4,135.00 |
Highlighted trips are already guaranteed
- Your first glimpse of the snowcapped Volcan Osorno
- Crossing over the Andes not just once but twice!
- Cycling the Seven Lakes Route from San Martin to Villa Angostura
- Quiet roads and the backdrop of the awesome Andes
- The immense monkey puzzle trees around Villa Pehuenia
- Relaxing in the Puyehue hot springs
- Tasting all the culinary delights of the region
Guided
NEW! Andalucia - Costa de La Luz and Cadiz Discoverer
Guided Gravel Riding Holiday
Guided
Spain
NEW! Andalucia - Costa de La Luz and Cadiz Discoverer
Guided Gravel Riding Holiday
Start
24/10/2026Duration
8 daysPrices from
£2,195 P.P.
Grade 2-3: Gentle/Moderate
| Start Date | Price p.p. |
|---|---|
| 24/10/2026 | £2,195.00 |
| 29/03/2027 | £2,225.00 |
| 24/10/2027 | £2,225.00 |
Highlighted trips are already guaranteed
- Enjoying Andalucia’s extensive network of non-technical, coastal gravel riding
- Riding cyclepaths, 4×4 tracks, asphalt lanes, earthy singletrack and sandy trails
- Experiencing vibrant Tarifa; The gateway to 2 continents
- Discovering the coast of light’s wild and rugged coastline with huge expansive white sand beaches and traditional fishing villages
- Indulging in delicious local seafood and local wines and sherries
- Exploring the lanes of fun-loving Cadiz for the best tapas and flamenco
- Savouring a glass of sherry in a historic bodega within the Sherry Triangle
Guided
Sierras Explorer
Guided Mountain Bike Holiday
Guided
Spain
Sierras Explorer
Guided Mountain Bike Holiday
Start
31/10/2026Duration
7 daysPrices from
£2,095 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. |
|---|---|
| 31/10/2026 | £2,095.00 |
Highlighted trips are already guaranteed
- Exploring the historical town of Ronda
- Riding the slick Guadiaro single-track
- Incredible descent through the Alcornocales to the white hilltop of Jimena
- Spending a night in the beautiful setting of a 13th century Moorish castle
- Riding the shores of the Straits of Gibraltar past secluded coves and ancient watchtowers
- Tapas bar hopping in the fun filled town of Tarifa
