Don't miss out! These tours either have limited spaces left or are departing soon. Secure your spot on a guided small group tour, or book your self-guided trip before the current season ends for these selected holidays.
Page 1 of 2
Basque Country to Andalucia Explorer - North to South
Guided Road Bike Tour
Spain
Basque Country to Andalucia Explorer - North to South
Guided Road Bike Tour
Start
30/08/2026Duration
21 daysPrices from
$7,420 P.P.| Start Date | Price p.p. |
|---|---|
| 30/08/2026 | $7,420.00 |
| 08/05/2027 | $7,650.00 |
| 28/08/2027 | $7,650.00 |
- Starting in style with a Pintxos tour in elegant San Sebastian
- Cycling through the vineyards & dramatic mountains of Rioja
- Spending an evening in the Monastery of Valvanera
- Seduced by Segovia with its castle and cathedral
- Descending from the Sierras to the charming beauty of Cordoba
- Finishing your ride in style at the fun loving city of Malaga
Bilbao to Barcelona
Guided Road Bike Tour
Spain
Bilbao to Barcelona
Guided Road Bike Tour
Start
03/09/2026Duration
10 daysPrices from
$4,280 P.P.| Start Date | Price p.p. |
|---|---|
| 03/09/2026 | $4,280.00 |
| 24/09/2026 | $4,280.00 |
| 12/05/2027 | $4,280.00 |
| 03/09/2027 | $4,280.00 |
| 25/09/2027 | $4,280.00 |
- 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
Land's End to John O'Groats Explorer
Guided Road Bike Tour
United Kingdom
Land's End to John O'Groats Explorer
Guided Road Bike Tour
Start
05/09/2026Duration
22 daysPrices from
$6,995 P.P.
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. |
|---|---|
| 05/09/2026 | $6,995.00 |
| 08/05/2027 | $7,205.00 |
| 05/06/2027 | $7,205.00 |
| 03/07/2027 | $7,205.00 |
| 31/07/2027 | $7,205.00 |
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- 3 countries in 19 days of riding
- 1,000 miles of Britain at its best
- Cornish pasties to haggis and everything in between
Scotland - The Caledonia Way
Guided Leisure Bike Tour
Scotland
Scotland - The Caledonia Way
Guided Leisure Bike Tour
Start
06/09/2026Duration
8 daysPrices from
$2,995 P.P.
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. |
|---|---|
| 06/09/2026 | $2,995.00 |
| 02/05/2027 | $3,125.00 |
| 23/05/2027 | $3,125.00 |
| 11/07/2027 | $3,125.00 |
| 05/09/2027 | $3,125.00 |
- 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
Coast to Coast - L'Adriatico al Tirreno
Guided Road Bike Tour
Italy
Coast to Coast - L'Adriatico al Tirreno
Guided Road Bike Tour
Start
12/09/2026Duration
9 daysPrices from
$3,850 P.P.| Start Date | Price p.p. |
|---|---|
| 12/09/2026 | $3,850.00 |
| 22/05/2027 | $4,035.00 |
| 11/09/2027 | $4,035.00 |
- 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
Tuscany to Rome
Guided Electric Bike Tour
Italy
Tuscany to Rome
Guided Electric Bike Tour
Start
12/09/2026Duration
8 daysPrices from
$3,425 P.P.
E-BIKE TOUR
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. |
|---|---|
| 12/09/2026 | $3,425.00 |
| 08/05/2027 | $3,565.00 |
| 04/09/2027 | $3,565.00 |
- 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
Guilin and Guangxi
Guided Bike Tour
China
Guilin and Guangxi
Guided Bike Tour
Start
19/09/2026Duration
14 daysPrices from
$3,135 P.P.| Start Date | Price p.p. |
|---|---|
| 05/09/2026 | $3,135.00 |
| 19/09/2026 | $3,135.00 |
| 10/04/2027 | $3,135.00 |
| 09/05/2027 | $3,135.00 |
| 04/09/2027 | $3,135.00 |
| 18/09/2027 | $3,135.00 |
| 09/10/2027 | $3,135.00 |
| 08/04/2028 | $3,280.00 |
| 07/05/2028 | $3,280.00 |
| 02/09/2028 | $3,280.00 |
| 07/10/2028 | $3,280.00 |
- UNESCO heritage site of Bajiaozhai National Park
- Walking Longji (Dragon’s Backbone) Rice Terraces
- Drifting jungle streams, swimming in secret waterfalls
- The smiling faces of the local Han, Zhuang, Miao and Yao
- Amazing limestone karst scenery of Guilin
- Ancient villages and river towns
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
Start
20/09/2026Duration
8 daysPrices from
$3,180 P.P.| Start Date | Price p.p. |
|---|---|
| 20/09/2026 | $3,180.00 |
| 24/04/2027 | $3,280.00 |
| 08/05/2027 | $3,280.00 |
| 25/09/2027 | $3,280.00 |
- 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
Grand Traverse Classic - North to South
Guided Road Bike Tour
Italy
Grand Traverse Classic - North to South
Guided Road Bike Tour
Start
24/09/2026Duration
17 daysPrices from
$5,995 P.P.| Start Date | Price p.p. |
|---|---|
| 24/09/2026 | $5,995.00 |
| 20/05/2027 | $6,180.00 |
| 23/09/2027 | $6,180.00 |
- 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!
Bilbao to Barcelona
Guided Road Bike Tour
Spain
Bilbao to Barcelona
Guided Road Bike Tour
Start
24/09/2026Duration
10 daysPrices from
$4,280 P.P.| Start Date | Price p.p. |
|---|---|
| 03/09/2026 | $4,280.00 |
| 24/09/2026 | $4,280.00 |
| 12/05/2027 | $4,280.00 |
| 03/09/2027 | $4,280.00 |
| 25/09/2027 | $4,280.00 |
- 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
Trans Iberia - Barcelona to Porto
Guided Road Bike Tour
Spain & Portugal
Trans Iberia - Barcelona to Porto
Guided Road Bike Tour
Start
03/10/2026Duration
22 daysPrices from
$8,250 P.P.| Start Date | Price p.p. |
|---|---|
| 03/10/2026 | $8,250.00 |
| 09/04/2027 | $8,490.00 |
| 05/10/2027 | $8,490.00 |
- 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
Vineyards of the Douro Valley
Guided Road Bike Tour
Portugal
Vineyards of the Douro Valley
Guided Road Bike Tour
Start
17/10/2026Duration
8 daysPrices from
$3,850 P.P.| Start Date | Price p.p. |
|---|---|
| 17/10/2026 | $3,850.00 |
| 17/04/2027 | $3,850.00 |
| 09/10/2027 | $3,850.00 |
- 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
.png)
