Book your Fall escape with Skedaddle! We’ve curated a list of our most popular guided small-group leisure cycling tours - the perfect way to extend your summer of cycling. Don’t miss the opportunity to ride through breathtaking landscapes with our expert guides! Need more convincing or have questions? Check out What Our Holidays Include here.
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Destinations (72)
Types of Cycling / Grades (1)
Departure Month
Level of Support
Destinations (72)
Types of Cycling / Grades (1)
Departure Month
Level of Support
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Guided
Guided
NEW! Suffolk - Wolf Way
Guided Leisure Cycling Tour
Duration
8 daysPrices from
$2,425 P.P.
Grade 3-4 : Moderate/Active
NEW! Suffolk - Wolf Way
Guided Leisure Cycling Tour
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 | End Date | Price p.p. |
|---|---|---|
| 19/07/2025 Fully Booked | 26/07/2025 | $2,425.00 |
| 06/09/2025 | 13/09/2025 | $2,425.00 |
| 19/04/2026 | 26/04/2026 | $2,550.00 |
| 31/05/2026 | 07/06/2026 | $2,550.00 |
| 12/07/2026 | 19/07/2026 | $2,550.00 |
| 13/09/2026 | 20/09/2026 | $2,550.00 |
- Enjoying a variety of trails, from bridleways to quiet roads
- Exploring some of the earliest Neolithic settlements in Europe
- Discovering the Roman cities of Ipswich and Dunwich
- Discovering Bury St Edmunds Abbey, the burial place of King Edmund
- Reaching the most easterly location in the British Isles: Ness Point in Lowestoft
- Visiting Sutton Hoo, the Anglo-Saxon burial ground and ship
- Pedalling along the breathtaking Suffolk coastline
Guided
Norfolk - Rebellion Way
Guided Leisure Bike Tour
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 | End Date | Price p.p. |
|---|---|---|
| * 27/07/2025 Fully Booked | 02/08/2025 | $2,280.00 |
| 21/09/2025 Fully Booked | 27/09/2025 | $2,280.00 |
| 26/04/2026 | 02/05/2026 | $2,395.00 |
| 05/07/2026 | 11/07/2026 | $2,395.00 |
| 09/08/2026 | 15/08/2026 | $2,395.00 |
| 06/09/2026 | 12/09/2026 | $2,395.00 |
- Coastal cycling, beach houses and British seaside sights
- Majestic manor houses and villages full of character and charm
- Varied terrain from rolling country lanes to wooded ways
- Tales of Boudicca and rebellions
- Delightful Diss and stunning Holkham Hall
- Miles of gentle pedalling through the Norfolk Broads
- Posing with Captain Mainwaring in Thetford
Supported
Way of the Roses
Supported Leisure Bike Tour
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 | End Date | Price p.p. |
|---|---|---|
| 07/09/2025 Last Spaces | 12/09/2025 | $1,480.00 |
| 26/09/2025 Guaranteed | 01/10/2025 | $1,480.00 |
| 17/05/2026 | 22/05/2026 | $1,565.00 |
| 14/06/2026 | 19/06/2026 | $1,565.00 |
| 30/08/2026 | 04/09/2026 | $1,565.00 |
| 20/09/2026 | 25/09/2026 | $1,565.00 |
- 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
Tuscany to Rome
Guided Electric Bike Tour
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 | End Date | Price p.p. |
|---|---|---|
| 13/09/2025 Fully Booked | 20/09/2025 | $3,225.00 |
| 23/05/2026 | 30/05/2026 | $3,335.00 |
| 12/09/2026 | 19/09/2026 | $3,335.00 |
- 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
Supported
Coast and Castles
Supported Leisure Bike Tour
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 | End Date | Price p.p. |
|---|---|---|
| * 16/07/2025 Fully Booked | 20/07/2025 | $1,265.00 |
| 03/09/2025 Last Spaces | 07/09/2025 | $1,265.00 |
| 03/06/2026 | 07/06/2026 | $1,325.00 |
| 05/08/2026 | 09/08/2026 | $1,325.00 |
- Following the Tyne past the dramatic Tynemouth Priory
- Cycling past the pristine dunes and sandy beaches at Druridge Bay
- Stunning vistas as you approach imposing Bamburgh Castle
- Glimpsing Edinburgh as you cycle from the Moorfoot Hills
- The rugged beauty of the Scottish Borders
Guided
Sardinia - Island Flavours
Guided Leisure Bike Tour
OPTIONAL E-BIKE DEPARTURES
We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 E-Bike Departure | 27/09/2025 | $2,710.00 |
| 11/10/2025 Fully Booked | 18/10/2025 | $2,710.00 |
| 18/04/2026 | 25/04/2026 | $1,995.00 |
| 23/05/2026 | 30/05/2026 | $2,850.00 |
| 12/09/2026 | 19/09/2026 | $2,850.00 |
| 10/10/2026 | 17/10/2026 | $2,850.00 |
- 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
Puglia
Guided Bike Tour
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 | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 Guaranteed | 27/09/2025 | $2,995.00 |
| 07/06/2026 | 14/06/2026 | $3,135.00 |
| 20/09/2026 | 27/09/2026 | $3,135.00 |
- 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
Supported
Azure Ocean Ride
Supported Leisure Bike Tour
OPTIONAL E-BIKE DEPARTURES
We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 23/08/2025 Contact Us | 30/08/2025 | $2,710.00 |
| 04/10/2025 E-Bike Departure | 11/10/2025 | $2,710.00 |
| 21/03/2026 | 28/03/2026 | $2,850.00 |
| 20/06/2026 | 27/06/2026 | $2,850.00 |
| 25/07/2026 | 01/08/2026 | $2,850.00 |
| 03/10/2026 | 10/10/2026 | $2,850.00 |
- Discovering Portugal’s most beautiful beaches
- Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
- Helping the fishermen with their catch in Praia da Vieira
- Enjoying the views of the western shoreline from the Sitio viewpoint
- Exploring the historical, castle walled village of Óbidos
- Staying in beautiful Vimeiro
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
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